Looking for cabin time without losing a full day to the road? This list gathers 271 current book-direct listings in Wisconsin and Michigan that fall within an approximate five-hour drive of downtown Chicago: 210 in Wisconsin and 61 in Michigan.

The radius is an editorial screen based on the property locations and the listing sites’ own Chicago-distance references. Actual drive times depend on starting point, traffic, weather, construction, rest stops, and seasonal road conditions. Listings, property facts, and photos were sourced exclusively from RentWisconsinCabins.com and RentMichiganCabins.com on August 6, 2026. Confirm availability, amenities, policies, and listing status with the owner or manager before booking.

Wisconsin (210)

Adams (1)

The Cottage Keeper — The Dam Cabin

Bedrooms: 4 · Bathrooms: 4 · Sleeps: 16 · Pets: Yes/considered

Set in Adams, this 4-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Algoma (5)

Beach House Overlooking Lake Michigan

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 5

Set in Algoma, this 2-bedroom getaway for up to 5 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Enchanted Cedars

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

In Algoma, this 2-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Lake Michigan in Door County, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Hidden Shores Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 8 · Pets: Yes/considered

This Algoma stay combines 2 bedrooms with room for up to 8 near Lake Michigan. Highlights include a setting near Lake Michigan, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Milky Way Hideaway

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set near Lake Michigan. Highlights include a setting near Lake Michigan, a hot tub, and a fireplace.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — The Lighthouse

Bedrooms: 6 · Bathrooms: 3.5 · Sleeps: 28 · Pets: Yes/considered

Set in Algoma, this 6-bedroom getaway for up to 28 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Appleton (1)

Doorway Travel — Theatre Room, Firepit, Grill, Waffle Bar, Pets

Bedrooms: 4 · Bathrooms: 2.5 · Sleeps: 14 · Pets: Yes/considered

Set in Appleton, this 4-bedroom getaway for up to 14 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub, indoor game space, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Arkdale (2)

The Cottage Keeper — Cozy Cabins

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

Set near Lake Petenwell, this 4-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Petenwell and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Endless Possibilities

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6

In Arkdale, this 2-bedroom getaway for up to 6 guests makes a convenient base for a Wisconsin break from Chicago. It offers a straightforward home base for exploring the surrounding area and settling into cabin time.

View the listing on RentWisconsinCabins.com

Baraboo (1)

Sand County Vacation Rentals — Dellview Lake Lodge

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 12

Set near Lake Delton, this 6-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Delton and a fireplace.

View the listing on RentWisconsinCabins.com

Black River Falls (3)

Cottages on Serenity Lake — Bear’s Den

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 10 · Pets: Yes/considered

Set near Serenity Lake in Black River Falls, this 2-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Serenity Lake in Black River Falls, a hot tub, and a fireplace.

View the listing on RentWisconsinCabins.com

Cottages on Serenity Lake — Pheasant Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 9 · Pets: Yes/considered

In Black River Falls, this 2-bedroom getaway for up to 9 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Serenity Lake in Black River Falls, a hot tub, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Cottages on Serenity Lake — Tall Pines Lodge

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 35 · Pets: Yes/considered

This Black River Falls stay combines 4 bedrooms with room for up to 35 near Serenity Lake in Black River Falls. Highlights include a setting near Serenity Lake in Black River Falls, a hot tub, and a fireplace.

View the listing on RentWisconsinCabins.com

Briggsville (1)

Sand County Vacation Rentals — Dells Edge

Bedrooms: 5 · Bathrooms: 3.5 · Sleeps: 15

Set near Lake Mason, this 5-bedroom getaway for up to 15 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Mason, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

Chilton (2)

Doorway Travel — Lake Front, PrivateDock, Kayaks & Paddleboards

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 7 · Pets: Yes/considered

Set near Lake Winnebago with private dock, this 2-bedroom getaway for up to 7 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Winnebago with private dock and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Doorway Travel — LakeFront, Private Dock, Water toys, Sleeps 17

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 17 · Pets: Yes/considered

In Chilton, this 5-bedroom getaway for up to 17 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Lake Winnebago, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

Coon Valley (3)

Quiet Valley Cabins — Buck’s Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 2

Set near Coon Creek, this 1-bedroom getaway for up to 2 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Coon Creek and a fireplace.

View the listing on RentWisconsinCabins.com

Quiet Valley Cabins — The Lodge

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 8

In Coon Valley, this 4-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Coon Creek and a fireplace.

View the listing on RentWisconsinCabins.com

Quiet Valley Cabins — The Log Cabin

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 4

This Coon Valley stay combines 2 bedrooms with room for up to 4 near Coon Creek. Highlights include a setting near Coon Creek and a fireplace.

View the listing on RentWisconsinCabins.com

Delavan (2)

McIntyre’s Resort — Rustic Cabin 1

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

Set near Turtle Lake, this 1-bedroom getaway for up to 4 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Turtle Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

McIntyre’s Resort — Rustic Cabin 2

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

In Delavan, this 1-bedroom getaway for up to 4 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Turtle Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Ephraim (3)

DoorCo Vacations — Cara’s Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

Set in Ephraim, this 1-bedroom getaway for up to 4 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Chatham Hills House Sleeps 12

Bedrooms: 4 · Bathrooms: 5 · Sleeps: 12 · Pets: Yes/considered

In Ephraim, this 4-bedroom getaway for up to 12 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Chatham Hills Large Group Rental

Bedrooms: 13 · Bathrooms: 13 · Sleeps: 30 · Pets: Yes/considered

This Ephraim stay combines 13 bedrooms with room for up to 30. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Fish Creek (1)

DoorCo Vacations — Little Yellow Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

Set in Fish Creek, this 2-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Fremont (1)

Doorway Travel — Riverside, PrivateDock, Hot Tub, WaterToys, Firepit

Bedrooms: 4 · Bathrooms: 2.5 · Sleeps: 14 · Pets: Yes/considered

Set near the Wolf River, this 4-bedroom getaway for up to 14 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the Wolf River, a hot tub, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Friendship (10)

Sand County Vacation Rentals — Fish Tale Cottage

Bedrooms: 2 · Bathrooms: 1.5 · Sleeps: 8 · Pets: Yes/considered

Set near Castle Rock Lake, this 2-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Castle Rock Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Rookana Maskaw Retreat

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

In Friendship, this 2-bedroom getaway for up to 4 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Gooseneck Landing

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 12

This Friendship stay combines 4 bedrooms with room for up to 12 near Castle Rock Lake. A notable feature is a setting near Castle Rock Lake.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Gooseneck Point

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 6 guests is set near Castle Rock Lake. A notable feature is a setting near Castle Rock Lake.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Harbor View

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10 · Pets: Yes/considered

Set near Castle Rock Lake, this 4-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Castle Rock Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Hidden Haven

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 12 · Pets: Yes/considered

In Friendship, this 3-bedroom getaway for up to 12 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Roche-A-Crie Lake, a hot tub, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Relax & Reset – The Guest Cottage

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 3 · Pets: Yes/considered

This Friendship stay combines 1 bedroom with room for up to 3 near Roche-A-Cri Lake. Highlights include a setting near Roche-A-Cri Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Relax & Reset (MAIN COTTAGE)

Bedrooms: 3 · Bathrooms: 1.5 · Sleeps: 8 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set near Roche-A-Cri Lake. Highlights include a setting near Roche-A-Cri Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Water’s Edge Lodge

Bedrooms: 5 · Bathrooms: 5.5 · Sleeps: 14 · Pets: Yes/considered

Set near Castle Rock Lake, this 5-bedroom getaway for up to 14 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Castle Rock Lake, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Great Outdoors | Pet Friendly Lake House

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 7 · Pets: Yes/considered

In Friendship, this 2-bedroom getaway for up to 7 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Friendship Lake, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Glen Haven (1)

Log Cabin Retreat

Bedrooms: 3 · Bathrooms: 1 · Sleeps: 15

Set in Glen Haven, this 3-bedroom getaway for up to 15 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a hot tub.

View the listing on RentWisconsinCabins.com

Grand Marsh (1)

Sand County Vacation Rentals — 10 Acre Grand Meadow Retreat

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10 · Pets: Yes/considered

Set in Grand Marsh, this 4-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Green Bay (2)

Doorway Travel — Fireplace|Garage|Pets|King Bed

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

Set in Green Bay, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Dorothy’s Dacha

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 7

In Green Bay, this 2-bedroom getaway for up to 7 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a setting near Green Bay.

View the listing on RentWisconsinCabins.com

Green Lake (1)

Pet Friendly Lakefront Cabin Rental in Wisconsin – Adeline’s House of Cool

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 12 · Pets: Yes/considered

Set near Lake Puckaway, this 6-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Puckaway, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Hancock (1)

My Favorite Home Away From Home — Whispering Pines, Shouting Rocks

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

Set in Hancock, this 2-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Hatfield (3)

Duck’s Landing

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

Set near Lake Arbutus, this 2-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Arbutus, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Trails End Cabins — Cedar Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

In Hatfield, this 1-bedroom getaway for up to 4 guests makes a convenient base for a Wisconsin break from Chicago. Its smaller footprint is well suited to couples, solo travelers, or a compact family getaway.

View the listing on RentWisconsinCabins.com

Trails End Cabins — Pine Cabin

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 7

This Hatfield stay combines 2 bedrooms with room for up to 7. It offers a straightforward home base for exploring the surrounding area and settling into cabin time.

View the listing on RentWisconsinCabins.com

Kaukauna (1)

Doorway Travel — Sleeps 20! Hot Tub and Waffle Bar!

Bedrooms: 6 · Bathrooms: 3.5 · Sleeps: 20 · Pets: Yes/considered

Set in Kaukauna, this 6-bedroom getaway for up to 20 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Lake Delton (9)

Log Gables Luxury Vacation Rentals — Dresser House

Bedrooms: 4 · Bathrooms: 4.5 · Sleeps: 24

Set in Lake Delton, this 4-bedroom getaway for up to 24 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Log Gables Luxury Vacation Rentals — Lake Front Townhouses

Bedrooms: 1 · Bathrooms: 3 · Sleeps: 15

In Lake Delton, this 1-bedroom getaway for up to 15 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Lakefront on Lake Delton and a fireplace.

View the listing on RentWisconsinCabins.com

Log Gables Luxury Vacation Rentals — Log House

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 22

This Lake Delton stay combines 5 bedrooms with room for up to 22. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Arbor Dell

Bedrooms: 7 · Bathrooms: 7 · Sleeps: 20

A road-trip-friendly choice from Chicago, this 7-bedroom getaway for up to 20 guests is set in Lake Delton. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Eischen Cottage 2

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 4

Set near Lake Delton, this 2-bedroom getaway for up to 4 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near Lake Delton.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Lakehaus

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 12 · Pets: Yes/considered

In Lake Delton, this 4-bedroom getaway for up to 12 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Blass Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Nord Haus

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 6

This Lake Delton stay combines 1 bedroom with room for up to 6 near Dell Creek Channel. Highlights include a setting near Dell Creek Channel and a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Pine Cottage

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 12 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 12 guests is set near Blass Lake. Highlights include a setting near Blass Lake, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Vintage Lake Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 5 · Pets: Yes/considered

Set near Lake Delton, this 2-bedroom getaway for up to 5 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Delton, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Lake Mills (1)

Bartel’s Beach Cottage

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 10

Set near Rock Lake, this 2-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Rock Lake and a fireplace.

View the listing on RentWisconsinCabins.com

Little Suamico (1)

Doorway Travel — Lakefront, Grill, Water toys, Sleeps 6

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

Set near the Bay of Green Bay, this 2-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the Bay of Green Bay, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Lyndon Station (3)

My Favorite Home Away From Home — Bear Cove Escape

Bedrooms: 5 · Bathrooms: 3.5 · Sleeps: 15 · Pets: Yes/considered

Set in Lyndon Station, this 5-bedroom getaway for up to 15 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

My Favorite Home Away From Home — Fox Meadow Retreat

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 12 · Pets: Yes/considered

In Lyndon Station, this 4-bedroom getaway for up to 12 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — Dells Famous Lazy Bear Lodge 10 min from Dells

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 10

This Lyndon Station stay combines 3 bedrooms with room for up to 10. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Markesan (5)

Best Lakefront Family Cabin Rentals Wisconsin Pet Friendly with Hot Tub

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 12 · Pets: Yes/considered

Set near Puckaway Lake, this 6-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Puckaway Lake, a hot tub, and indoor game space.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Half Moon Cabin

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 5 · Pets: Yes/considered

In Markesan, this 2-bedroom getaway for up to 5 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Lake Shack

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

This Markesan stay combines 2 bedrooms with room for up to 6 near Little Green Lake. Highlights include a setting near Little Green Lake, indoor game space, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Little Green Lodge

Bedrooms: 8 · Bathrooms: 5 · Sleeps: 40 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 8-bedroom getaway for up to 40 guests is set near Little Green Lake. Highlights include a setting near Little Green Lake, indoor game space, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Sunset Shores Cabin

Bedrooms: 6 · Bathrooms: 2 · Sleeps: 16 · Pets: Yes/considered

Set near Little Green Lake, this 6-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Little Green Lake, indoor game space, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Mauston (6)

My Favorite Home Away From Home — Eagle Bluff Estate

Bedrooms: 10 · Bathrooms: 5 · Sleeps: 30 · Pets: Yes/considered

Set in Mauston, this 10-bedroom getaway for up to 30 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Badgerado

Bedrooms: 5 · Bathrooms: 5.5 · Sleeps: 22

In Mauston, this 5-bedroom getaway for up to 22 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Castle Rock Lake and a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Happy Heaven

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

This Mauston stay combines 3 bedrooms with room for up to 8 near Lemonweir River. Highlights include a setting near Lemonweir River, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Pleasant View Log Haus

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set near Lake Redstone. Highlights include a setting near Lake Redstone and a fireplace.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Cozy Cottage at Shipwreck

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6

Set near Castle Rock Lake, this 2-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near Castle Rock Lake.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — The Dam Cabin

Bedrooms: 4 · Bathrooms: 4 · Sleeps: 16 · Pets: Yes/considered

In Mauston, this 4-bedroom getaway for up to 16 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a hot tub, indoor game space, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Menasha (1)

Brighton Beach Cottage

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 9 · Pets: Yes/considered

Set near Lake Winnebago, this 3-bedroom getaway for up to 9 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Winnebago, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

Montello (1)

Large Group Lakefront Vacation Home in Central Wisconsin

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 12 · Pets: Yes/considered

Set near Lake Puckaway, this 6-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Puckaway, a hot tub, and a fireplace.

View the listing on RentWisconsinCabins.com

Mountain (1)

Candlewood Property Management — Riverside Retreat

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

Set near the North Branch of Oconto River, this 3-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the North Branch of Oconto River, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Necedah (6)

The Cottage Keeper — Big Bay Getaway

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 12

Set near Petenwell Lake, this 4-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near Petenwell Lake.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Eagle Bay

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 14

In Necedah, this 5-bedroom getaway for up to 14 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Castle Rock Lake and indoor game space.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Eagles Nook

Bedrooms: 4 · Bathrooms: 3.5 · Sleeps: 14

This Necedah stay combines 4 bedrooms with room for up to 14 near CASTLE ROCK LAKE WITH PRIVATE PIER. Highlights include a setting near CASTLE ROCK LAKE WITH PRIVATE PIER, a hot tub, and indoor game space.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Once Upon A Dream

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 12

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 12 guests is set near Castle Rock Lake. A notable feature is a setting near Castle Rock Lake.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Sunrise Cove

Bedrooms: 7 · Bathrooms: 3 · Sleeps: 16

Set near Petenwell Lake, this 7-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Petenwell Lake and a fireplace.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — The River House

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

In Necedah, this 3-bedroom getaway for up to 6 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near the Wisconsin River and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Nekoosa (14)

Clear Trail Properties — Queensway Lakefront Cabin

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

Set near Lake Sherwood, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Sherwood and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Camelot Chill

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 4

In Nekoosa, this 2-bedroom getaway for up to 4 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a hot tub.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Camelot Shores

Bedrooms: 3 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

This Nekoosa stay combines 3 bedrooms with room for up to 4 near Lake Camelot. Highlights include a setting near Lake Camelot and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Golfers Getaway

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 2-bedroom getaway for up to 4 guests is set in Nekoosa. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Hot Tub Haven

Bedrooms: 3 · Bathrooms: 3 · Sleeps: 8

Set in Nekoosa, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub and a fireplace.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Inn On Nine

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

In Nekoosa, this 3-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. It offers a straightforward home base for exploring the surrounding area and settling into cabin time.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Lake Camelot House

Bedrooms: 4 · Bathrooms: 2.5 · Sleeps: 12

This Nekoosa stay combines 4 bedrooms with room for up to 12 near Lake Camelot. A notable feature is a setting near Lake Camelot.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Rain Dance Retreat

Bedrooms: 3 · Bathrooms: 3.5 · Sleeps: 12 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 12 guests is set in Nekoosa. Highlights include indoor game space and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Rome Retreat

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 10

Set in Nekoosa, this 4-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is indoor game space.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Ron’s Retreat

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

In Nekoosa, this 3-bedroom getaway for up to 6 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Tee Time @ The Pines

Bedrooms: 5 · Bathrooms: 5 · Sleeps: 10

This Nekoosa stay combines 5 bedrooms with room for up to 10. A notable feature is indoor game space.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — The Golf House

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 6

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 6 guests is set in Nekoosa. A notable feature is indoor game space.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — The Ranch

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 5 · Pets: Yes/considered

Set in Nekoosa, this 2-bedroom getaway for up to 5 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Walden Pond Retreat

Bedrooms: 3 · Bathrooms: 3 · Sleeps: 8

In Nekoosa, this 3-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

New Lisbon (4)

Manage Cabins, LLC — Hidden Forest Retreat

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 10

Set in New Lisbon, this 3-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

My Favorite Home Away From Home — Buckhorn Hideaway

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 7 · Pets: Yes/considered

In New Lisbon, this 2-bedroom getaway for up to 7 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a hot tub, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

My Favorite Home Away From Home — Sunshine Haven at Sunset Lake

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 20 · Pets: Yes/considered

This New Lisbon stay combines 6 bedrooms with room for up to 20 near Sunset Lake. Highlights include a setting near Sunset Lake, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Celtic Lodge

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 11

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 11 guests is set near Castle Rock Lake. Highlights include a setting near Castle Rock Lake and a fireplace.

View the listing on RentWisconsinCabins.com

Oconto (1)

Bay View Cottage

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

Set near Green Bay, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Green Bay, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Oxford (3)

A Secret Cottage in Oxford

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 2

Set in Oxford, this 1-bedroom getaway for up to 2 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Glacier Lake Log Cabin

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

In Oxford, this 3-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

The Cottage Keeper — Elkhorn Lodge

Bedrooms: 3 · Bathrooms: 2.5 · Sleeps: 8

This Oxford stay combines 3 bedrooms with room for up to 8 near McGinnis Lake. Highlights include a setting near McGinnis Lake and a fireplace.

View the listing on RentWisconsinCabins.com

Pound (3)

Whispering Pine Lodge — Black Bear

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

Set in Pound, this 1-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Whispering Pine Lodge — The Lodge

Bedrooms: 1 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

In Pound, this 1-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Whispering Pine Lodge — Whitetail

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

This Pound stay combines 1 bedroom with room for up to 6. A notable feature is a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Reedsburg (1)

Sand County Vacation Rentals — Frank Lloyd Wright Seth Peterson Cottage

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

Set near Mirror Lake in Mirror Lake State Park, this 1-bedroom getaway for up to 4 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Mirror Lake in Mirror Lake State Park and a fireplace.

View the listing on RentWisconsinCabins.com

Rome (1)

The Cottage Keeper — Alpine Greens

Bedrooms: 3 · Bathrooms: 3 · Sleeps: 8

Set in Rome, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. It offers a straightforward home base for exploring the surrounding area and settling into cabin time.

View the listing on RentWisconsinCabins.com

Shawano (2)

Adventure’s End LLC

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 8

Set near Lulu Lake Stay any time, this 2-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lulu Lake Stay any time and a fireplace.

View the listing on RentWisconsinCabins.com

Doorway Travel — Sleeps 13! Lake Front and WaterToys!

Bedrooms: 5 · Bathrooms: 2.5 · Sleeps: 13 · Pets: Yes/considered

In Shawano, this 5-bedroom getaway for up to 13 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Shawano Lake, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Sturgeon Bay (8)

DoorCo Vacations — Adventure Cottage

Bedrooms: 3 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

Set near the beautiful & secluded Sand Bay Point, this 3-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the beautiful & secluded Sand Bay Point, a hot tub, and a fireplace.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Sherwood Point Lodge

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 10 · Pets: Yes/considered

In Sturgeon Bay, this 5-bedroom getaway for up to 10 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — The Lake Haus

Bedrooms: 3 · Bathrooms: 1.5 · Sleeps: 10 · Pets: Yes/considered

This Sturgeon Bay stay combines 3 bedrooms with room for up to 10 near Riley’s Bay. Highlights include a setting near Riley’s Bay, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — The Little Harbor

Bedrooms: 8 · Bathrooms: 8 · Sleeps: 32 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 8-bedroom getaway for up to 32 guests is set near Little Harbor Bay. Highlights include a setting near Little Harbor Bay, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — The Oasis

Bedrooms: 3 · Bathrooms: 2.5 · Sleeps: 8 · Pets: Yes/considered

Set near a private lot with a private pond, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near a private lot with a private pond, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — The Pool Haus

Bedrooms: 12 · Bathrooms: 7 · Sleeps: 24 · Pets: Yes/considered

In Sturgeon Bay, this 12-bedroom getaway for up to 24 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Firefly Cottages — The Nook

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

This Sturgeon Bay stay combines 2 bedrooms with room for up to 4 near Lake Michigan. Highlights include a setting near Lake Michigan and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Firefly Cottages — Viking Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 2-bedroom getaway for up to 6 guests is set near Lake Michigan. Highlights include a setting near Lake Michigan and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Suamico (1)

Doorway Travel — Lakefront Escape with Hot Tub & Firepit – Sleeps 7

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 7 · Pets: Yes/considered

Set near the Bay of Green Bay, this 2-bedroom getaway for up to 7 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the Bay of Green Bay, a hot tub, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Suring (1)

Candlewood Property Management — Sand Bar Resort

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 14

Set near Chute Pond, this 5-bedroom getaway for up to 14 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Chute Pond and a fireplace.

View the listing on RentWisconsinCabins.com

Viroqua (3)

Nature Nooks Retreat — Kinship Place

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 6

Set near West Fork of the Kickapoo River, this 1-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near West Fork of the Kickapoo River and a fireplace.

View the listing on RentWisconsinCabins.com

Nature Nooks Retreat — Little Barn Cabin

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6

In Viroqua, this 2-bedroom getaway for up to 6 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a setting near West Fork of the Kickapoo River.

View the listing on RentWisconsinCabins.com

Nature Nooks Retreat — The Lodge at NNR

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 12

This Viroqua stay combines 2 bedrooms with room for up to 12 near West Fork of the Kickapoo River. Highlights include a setting near West Fork of the Kickapoo River and a fireplace.

View the listing on RentWisconsinCabins.com

Waupaca (1)

Doorway Travel — Lake Front! Firepit! Private Dock! Water Toys!

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10 · Pets: Yes/considered

Set near Long Lake, this 4-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Long Lake and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Wausau (1)

Clear Trail Properties — Wausau Chalet

Bedrooms: 3 · Bathrooms: 2.5 · Sleeps: 8

Set near Rib River & Lake Wausau, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near Rib River & Lake Wausau.

View the listing on RentWisconsinCabins.com

Wautoma (2)

DoorCo Vacations — Little Hills Cabin

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 10 · Pets: Yes/considered

Set near beautiful spring fed Little Hills Lake, this 3-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near beautiful spring fed Little Hills Lake, a hot tub, and indoor game space.

View the listing on RentWisconsinCabins.com

DoorCo Vacations — Silver Lake Estate

Bedrooms: 7 · Bathrooms: 8 · Sleeps: 24

In Wautoma, this 7-bedroom getaway for up to 24 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Big Silver Lake in Wautoma, a hot tub, and indoor game space.

View the listing on RentWisconsinCabins.com

Winneconne (1)

Doorway Travel — Lakefront, Private Dock, Water toys, Sleeps 14

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 14 · Pets: Yes/considered

Set near Lake Winneconne, this 4-bedroom getaway for up to 14 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Winneconne and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Wisconsin Dells (82)

Delton Oaks Resort — 10-Person Lakeside Villa

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 10

Set near Lake Delton, this 3-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near Lake Delton.

View the listing on RentWisconsinCabins.com

Delton Oaks Resort — 12-Person Lakeside Villa

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 12

In Wisconsin Dells, this 3-bedroom getaway for up to 12 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Lake Delton and a fireplace.

View the listing on RentWisconsinCabins.com

Delton Oaks Resort — Lakeside 10-Plex

Bedrooms: 14 · Bathrooms: 14 · Sleeps: 60

This Wisconsin Dells stay combines 14 bedrooms with room for up to 60 near Lake Delton. Highlights include a setting near Lake Delton and indoor game space.

View the listing on RentWisconsinCabins.com

Delton Oaks Resort — Lakeside 12-Person Villa 5

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 12

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 12 guests is set near Lake Delton. Highlights include a setting near Lake Delton and a fireplace.

View the listing on RentWisconsinCabins.com

Delton Oaks Resort — Lakeside 14-Person Villa III

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 14

Set near Lake Delton, this 3-bedroom getaway for up to 14 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near Lake Delton.

View the listing on RentWisconsinCabins.com

Delton Oaks Resort — Lakeside 2-Bedroom Cabin

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6

In Wisconsin Dells, this 2-bedroom getaway for up to 6 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a setting near Lake Delton.

View the listing on RentWisconsinCabins.com

Delton Oaks Resort — Lakeside 20-Person Villa 4

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 20

This Wisconsin Dells stay combines 5 bedrooms with room for up to 20 near Lake Delton. A notable feature is a setting near Lake Delton.

View the listing on RentWisconsinCabins.com

Delton Oaks Resort — Newly Renovated Lodge Rooms

Bedrooms: 17 · Bathrooms: 17 · Sleeps: 20 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 17-bedroom getaway for up to 20 guests is set near Lake Delton. Highlights include a setting near Lake Delton and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Due North Vacation Homes — The Bear Paw Lodge

Bedrooms: 5 · Bathrooms: 2 · Sleeps: 14

Set in Wisconsin Dells, this 5-bedroom getaway for up to 14 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

Due North Vacation Homes — The Lazy Elk Lodge

Bedrooms: 5 · Bathrooms: 2 · Sleeps: 12

In Wisconsin Dells, this 5-bedroom getaway for up to 12 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Log Gables Luxury Vacation Rentals — Deer Run Estate

Bedrooms: 5 · Bathrooms: 5 · Sleeps: 22

This Wisconsin Dells stay combines 5 bedrooms with room for up to 22. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

My Favorite Home Away From Home — The Sherman House

Bedrooms: 8 · Bathrooms: 10 · Sleeps: 20 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 8-bedroom getaway for up to 20 guests is set near historic River Road downtown. Highlights include a setting near historic River Road downtown, indoor game space, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — BRAND NEW GAME ROOM-Dells Famous Rustic Shed

Bedrooms: 4 · Bathrooms: 2.5 · Sleeps: 11 · Pets: Yes/considered

Set in Wisconsin Dells, this 4-bedroom getaway for up to 11 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include indoor game space and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — Caribou Crossing

Bedrooms: 5 · Bathrooms: 2 · Sleeps: 12

In Wisconsin Dells, this 5-bedroom getaway for up to 12 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — The Legendary Moose Lodge

Bedrooms: 5 · Bathrooms: 2.5 · Sleeps: 16

This Wisconsin Dells stay combines 5 bedrooms with room for up to 16. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — The Lily Pad

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 7

A road-trip-friendly choice from Chicago, this 2-bedroom getaway for up to 7 guests is set near a small private lake (Trout Lake). Highlights include a setting near a small private lake (Trout Lake) and a hot tub.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — Tucked into the Pines, Awesome Location! Eagle’s Nest

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 12

Set in Wisconsin Dells, this 3-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — Turkey Run

Bedrooms: 5 · Bathrooms: 2.5 · Sleeps: 16

In Wisconsin Dells, this 5-bedroom getaway for up to 16 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Rustic Retreats LLC — Whitetail Ridge

Bedrooms: 5 · Bathrooms: 2 · Sleeps: 13

This Wisconsin Dells stay combines 5 bedrooms with room for up to 13. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Bird House Cottage

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 1-bedroom getaway for up to 4 guests is set near Wisconsin River. Highlights include a setting near Wisconsin River and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Bluff View

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 12

Set near the Wisconsin River, this 4-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the Wisconsin River and a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Condominiums at Christmas Mountain Timbers

Bedrooms: 3 · Bathrooms: 2.5 · Sleeps: 8

In Wisconsin Dells, this 3-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is indoor game space.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Dells Club 5 Balsam

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 4

This Wisconsin Dells stay combines 2 bedrooms with room for up to 4 near riverfront. A notable feature is a setting near riverfront.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Sunny Retreat

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 12

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 12 guests is set in Wisconsin Dells. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Timbers at Christmas Mt. Resort

Bedrooms: 3 · Bathrooms: 2.5 · Sleeps: 8

Set in Wisconsin Dells, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub and indoor game space.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Towering Pines

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10 · Pets: Yes/considered

In Wisconsin Dells, this 4-bedroom getaway for up to 10 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Sand County Vacation Rentals — Whitetail Ridge

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 18 · Pets: Yes/considered

This Wisconsin Dells stay combines 4 bedrooms with room for up to 18. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — A Woodlands Retreat

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 8

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 8 guests is set in Wisconsin Dells. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — All Seasons Chalet

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 18

Set in Wisconsin Dells, this 6-bedroom getaway for up to 18 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — American Great Outdoors

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 14

In Wisconsin Dells, this 5-bedroom getaway for up to 14 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Americana Cabin

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10

This Wisconsin Dells stay combines 4 bedrooms with room for up to 10. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Aspen Chalet

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 18

A road-trip-friendly choice from Chicago, this 6-bedroom getaway for up to 18 guests is set in Wisconsin Dells. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Bearadise

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 16

Set in Wisconsin Dells, this 5-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Bella Luna

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 18

In Wisconsin Dells, this 6-bedroom getaway for up to 18 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Bennett Chalet

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 18

This Wisconsin Dells stay combines 6 bedrooms with room for up to 18. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Berry Happy Place

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set in Wisconsin Dells. It offers a straightforward home base for exploring the surrounding area and settling into cabin time.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Big Sky Lodge

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 16

Set in Wisconsin Dells, this 6-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Birchwood

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 14

In Wisconsin Dells, this 5-bedroom getaway for up to 14 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Black Bear Lodge

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 18 · Pets: Yes/considered

This Wisconsin Dells stay combines 6 bedrooms with room for up to 18. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Cedar Grove Cottage

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set in Wisconsin Dells. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Cedar Stone Double Queen Hotel Rooms

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 6

Set in Wisconsin Dells, this 1-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. It offers a straightforward home base for exploring the surrounding area and settling into cabin time.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Cedar Stone King Hotel Rooms

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

In Wisconsin Dells, this 1-bedroom getaway for up to 4 guests makes a convenient base for a Wisconsin break from Chicago. Its smaller footprint is well suited to couples, solo travelers, or a compact family getaway.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Cedar Stone Three Bedroom Condo

Bedrooms: 3 · Bathrooms: 3 · Sleeps: 14

This Wisconsin Dells stay combines 3 bedrooms with room for up to 14. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Cedar Stone Two Bedroom Condo

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 8

A road-trip-friendly choice from Chicago, this 2-bedroom getaway for up to 8 guests is set in Wisconsin Dells. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Champagne Chalet

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 18

Set in Wisconsin Dells, this 6-bedroom getaway for up to 18 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Chipper Inn

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 8

In Wisconsin Dells, this 4-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Chocolate Moose Lodge

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 16

This Wisconsin Dells stay combines 6 bedrooms with room for up to 16. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Cozy Creek

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set in Wisconsin Dells. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Crossing at the Oaks

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 20

Set in Wisconsin Dells, this 6-bedroom getaway for up to 20 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Day at the Lake

Bedrooms: 3 · Bathrooms: 3 · Sleeps: 10 · Pets: Yes/considered

In Wisconsin Dells, this 3-bedroom getaway for up to 10 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near Spring Brook Lake, a hot tub, and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Dellightful Den

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

This Wisconsin Dells stay combines 3 bedrooms with room for up to 8. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Dells Reunion Lodge

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 20

A road-trip-friendly choice from Chicago, this 6-bedroom getaway for up to 20 guests is set in Wisconsin Dells. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Dogwood Dream

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 10

Set in Wisconsin Dells, this 4-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Eagles Nest

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 16

In Wisconsin Dells, this 4-bedroom getaway for up to 16 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Elk Lodge

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 14

This Wisconsin Dells stay combines 5 bedrooms with room for up to 14. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Grande Oaks on Dogwood

Bedrooms: 6 · Bathrooms: 5 · Sleeps: 18

A road-trip-friendly choice from Chicago, this 6-bedroom getaway for up to 18 guests is set in Wisconsin Dells. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Greenway Crossing

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 18 · Pets: Yes/considered

Set in Wisconsin Dells, this 6-bedroom getaway for up to 18 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Hickory Haven

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 18 · Pets: Yes/considered

In Wisconsin Dells, this 6-bedroom getaway for up to 18 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Lazy Days

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

This Wisconsin Dells stay combines 3 bedrooms with room for up to 8 near Spring Brook Lake. Highlights include a setting near Spring Brook Lake, a hot tub, and indoor game space.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Linken Log Cabin

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 12

A road-trip-friendly choice from Chicago, this 5-bedroom getaway for up to 12 guests is set near Springbrook Lake. Highlights include a setting near Springbrook Lake, indoor game space, and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Loose Moose

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 16

Set in Wisconsin Dells, this 6-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Majestic Pines on Dogwood

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 18

In Wisconsin Dells, this 6-bedroom getaway for up to 18 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Making Memories Lodge

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10

This Wisconsin Dells stay combines 4 bedrooms with room for up to 10. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — May the Forest Be with You

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 9 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 9 guests is set in Wisconsin Dells. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Meadow View Lodge

Bedrooms: 6 · Bathrooms: 5 · Sleeps: 18

Set in Wisconsin Dells, this 6-bedroom getaway for up to 18 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Northwoods Cabin

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 14

In Wisconsin Dells, this 5-bedroom getaway for up to 14 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Oakbrook Crossing

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 24

This Wisconsin Dells stay combines 6 bedrooms with room for up to 24. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Our Place to Chill

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 10 guests is set in Wisconsin Dells. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Quack House

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 12

Set in Wisconsin Dells, this 4-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Rambling Ranch

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 18

In Wisconsin Dells, this 6-bedroom getaway for up to 18 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Red Oak Lodge

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 14

This Wisconsin Dells stay combines 6 bedrooms with room for up to 14. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Serenity Now

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set in Wisconsin Dells. It offers a straightforward home base for exploring the surrounding area and settling into cabin time.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — The Great Escape

Bedrooms: 6 · Bathrooms: 4.5 · Sleeps: 24

Set in Wisconsin Dells, this 6-bedroom getaway for up to 24 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — The Log Home

Bedrooms: 4 · Bathrooms: 4 · Sleeps: 8

In Wisconsin Dells, this 4-bedroom getaway for up to 8 guests makes a convenient base for a Wisconsin break from Chicago. A notable feature is indoor game space.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — The Rabbit Hole

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 10

This Wisconsin Dells stay combines 4 bedrooms with room for up to 10. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — The Timberline

Bedrooms: 4 · Bathrooms: 3.5 · Sleeps: 10

A road-trip-friendly choice from Chicago, this 4-bedroom getaway for up to 10 guests is set in Wisconsin Dells. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — The Wren’s Nest

Bedrooms: 3 · Bathrooms: 3 · Sleeps: 12 · Pets: Yes/considered

Set in Wisconsin Dells, this 3-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Trails End

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 10 · Pets: Yes/considered

In Wisconsin Dells, this 4-bedroom getaway for up to 10 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include a setting near a peaceful creek. Close to outdoor pool, a fireplace, and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Ultimate Rustic Retreat

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 17 · Pets: Yes/considered

This Wisconsin Dells stay combines 6 bedrooms with room for up to 17. A notable feature is a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Whistling Brook

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 10

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 10 guests is set in Wisconsin Dells. A notable feature is a fireplace.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Windy’s Wildwood Ranch

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

Set in Wisconsin Dells, this 3-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Spring Brook Resort — Wooded Bliss

Bedrooms: 5 · Bathrooms: 4 · Sleeps: 14

In Wisconsin Dells, this 5-bedroom getaway for up to 14 guests makes a convenient base for a Wisconsin break from Chicago. Highlights include indoor game space and a fireplace.

View the listing on RentWisconsinCabins.com

Wisconsin Rapids (1)

Candlewood Property Management — Wazeecha Lodge

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

Set in Wisconsin Rapids, this 3-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentWisconsinCabins.com

Michigan (61)

Barryton (6)

Ron’s Quality Waterfront Cottages — Island View Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6

Set near the Martiny Chain of 10 lakes, this 2-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the Martiny Chain of 10 lakes and a fireplace.

View the listing on RentMichiganCabins.com

Ron’s Quality Waterfront Cottages — Loon’s Nest

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 3

In Barryton, this 1-bedroom getaway for up to 3 guests makes a convenient base for a Michigan break from Chicago. Highlights include a setting near the Martiny Chain of 10 lakes and a fireplace.

View the listing on RentMichiganCabins.com

Ron’s Quality Waterfront Cottages — The Bluegill Cottage

Bathrooms: 2 · Sleeps: 4

This Barryton stay combines room for up to 4 near the Martiny Chain of 10 lakes. A notable feature is a setting near the Martiny Chain of 10 lakes.

View the listing on RentMichiganCabins.com

Ron’s Quality Waterfront Cottages — The Cove Cottage

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

A road-trip-friendly choice from Chicago, this 1-bedroom getaway for up to 4 guests is set near the Martiny Chain of 10 lakes. A notable feature is a setting near the Martiny Chain of 10 lakes.

View the listing on RentMichiganCabins.com

Ron’s Quality Waterfront Cottages — The Loft

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 7

Set near the Martiny Chain of 10 lakes, this 3-bedroom getaway for up to 7 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the Martiny Chain of 10 lakes, indoor game space, and a fireplace.

View the listing on RentMichiganCabins.com

Ron’s Quality Waterfront Cottages — The Sunset Cottage

Bedrooms: 2 · Bathrooms: 2 · Sleeps: 5

In Barryton, this 2-bedroom getaway for up to 5 guests makes a convenient base for a Michigan break from Chicago. A notable feature is a setting near the Martiny Chain of 12 lakes.

View the listing on RentMichiganCabins.com

Byron (1)

Couples Waterfront Retreat

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 2

Set near Myers Lake, this 1-bedroom getaway for up to 2 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near Myers Lake.

View the listing on RentMichiganCabins.com

Coloma (1)

Shoreline Dunes Cottage

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

Set in Coloma, this 4-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Gobles (1)

Southwest Michigan Lake House Rentals — Pristine Paradise

Bedrooms: 7 · Bathrooms: 2.5 · Sleeps: 20

Set near Sweet Lake. 350’ of lakefront, this 7-bedroom getaway for up to 20 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Sweet Lake. 350’ of lakefront and a hot tub.

View the listing on RentMichiganCabins.com

Grand Junction (1)

Southwest Michigan Lake House Rentals — Back on the Saddle

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 20 · Pets: Yes/considered

Set near All Sports Saddle Lake, this 5-bedroom getaway for up to 20 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near All Sports Saddle Lake, indoor game space, and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Lake City (3)

Talsma Vacation Rentals — Arbutus-Lake Missaukee Lakefront

Bedrooms: 6 · Bathrooms: 4 · Sleeps: 15

Set near Lake Missaukee, this 6-bedroom getaway for up to 15 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Lake Missaukee and a fireplace.

View the listing on RentMichiganCabins.com

Talsma Vacation Rentals — Jennings – Lake Missaukee Lakefront

Bedrooms: 8 · Bathrooms: 3.5 · Sleeps: 20

In Lake City, this 8-bedroom getaway for up to 20 guests makes a convenient base for a Michigan break from Chicago. Highlights include a setting near Lake Missaukee and a fireplace.

View the listing on RentMichiganCabins.com

Talsma Vacation Rentals — Tranquility- Lake Missaukee Lakefront

Bedrooms: 4 · Bathrooms: 3 · Sleeps: 12

This Lake City stay combines 4 bedrooms with room for up to 12 near Lake Missaukee. Highlights include a setting near Lake Missaukee and a fireplace.

View the listing on RentMichiganCabins.com

Luther (1)

Edgetts Lodge

Bedrooms: 6 · Bathrooms: 3.5 · Sleeps: 30

Set near the banks of the Pine River, this 6-bedroom getaway for up to 30 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near the banks of the Pine River, indoor game space, and a fireplace.

View the listing on RentMichiganCabins.com

Marcellus (5)

Winding Creek Cabins — Blue Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

Set near a Spring-fed creek in woods, this 1-bedroom getaway for up to 4 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near a Spring-fed creek in woods.

View the listing on RentMichiganCabins.com

Winding Creek Cabins — Gray Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

In Marcellus, this 1-bedroom getaway for up to 4 guests makes a convenient base for a Michigan break from Chicago. Its smaller footprint is well suited to couples, solo travelers, or a compact family getaway.

View the listing on RentMichiganCabins.com

Winding Creek Cabins — Green Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

This Marcellus stay combines 1 bedroom with room for up to 4. Its smaller footprint is well suited to couples, solo travelers, or a compact family getaway.

View the listing on RentMichiganCabins.com

Winding Creek Cabins — Red Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

A road-trip-friendly choice from Chicago, this 1-bedroom getaway for up to 4 guests is set in Marcellus. Its smaller footprint is well suited to couples, solo travelers, or a compact family getaway.

View the listing on RentMichiganCabins.com

Winding Creek Cabins — Yellow Cabin

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4

Set in Marcellus, this 1-bedroom getaway for up to 4 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Its smaller footprint is well suited to couples, solo travelers, or a compact family getaway.

View the listing on RentMichiganCabins.com

Muskegon (4)

Bill & Stella’s By The Lake Michigan Shore

Bedrooms: 3 · Bathrooms: 1.5 · Sleeps: 6

Set near a residential lot by Muskegon Channel, this 3-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near a residential lot by Muskegon Channel.

View the listing on RentMichiganCabins.com

Keaton Corner Cottage

Bedrooms: 3 · Bathrooms: 1.5 · Sleeps: 6 · Pets: Yes/considered

In Muskegon, this 3-bedroom getaway for up to 6 guests makes a convenient base for a Michigan break from Chicago. A notable feature is a pet-friendly policy.

View the listing on RentMichiganCabins.com

Murray Properties — Beach Street @ Pere Marquette

Bedrooms: 3 · Bathrooms: 1 · Sleeps: 8

This Muskegon stay combines 3 bedrooms with room for up to 8. A notable feature is a fireplace.

View the listing on RentMichiganCabins.com

Murray Properties — Woodsy Winnetaska

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 8 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 2-bedroom getaway for up to 8 guests is set in Muskegon. A notable feature is a pet-friendly policy.

View the listing on RentMichiganCabins.com

Pullman (25)

My Sweet Adeline — The Cottage

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

Set in Pullman, this 4-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

My Sweet Adeline — The Rosebed

Bedrooms: 4 · Bathrooms: 2.5 · Sleeps: 10 · Pets: Yes/considered

In Pullman, this 4-bedroom getaway for up to 10 guests makes a convenient base for a Michigan break from Chicago. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Eagle’s Nest

Bedrooms: 7 · Bathrooms: 4 · Sleeps: 16

This Pullman stay combines 7 bedrooms with room for up to 16 near Upper Scott Lake. Highlights include a setting near Upper Scott Lake and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Four Quarters Sports & Trails

Bedrooms: 16 · Bathrooms: 10 · Sleeps: 42 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 16-bedroom getaway for up to 42 guests is set in Pullman. Highlights include a hot tub, indoor game space, and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Hawks Haven

Bedrooms: 7 · Bathrooms: 4 · Sleeps: 16

Set near Upper Scott Lake, this 7-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Upper Scott Lake and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Heron’s Landing

Bedrooms: 7 · Bathrooms: 4 · Sleeps: 16

In Pullman, this 7-bedroom getaway for up to 16 guests makes a convenient base for a Michigan break from Chicago. Highlights include a setting near Upper Scott Lake and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Home Field Hideaway

Bedrooms: 5 · Bathrooms: 3.5 · Sleeps: 14

This Pullman stay combines 5 bedrooms with room for up to 14. A notable feature is a hot tub.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Lodge and Lake – 2 Homes!

Bedrooms: 13 · Bathrooms: 10.5 · Sleeps: 32

A road-trip-friendly choice from Chicago, this 13-bedroom getaway for up to 32 guests is set in Pullman. Highlights include a hot tub and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Lucky Duck Cottage

Bedrooms: 3 · Bathrooms: 3.5 · Sleeps: 6

Set in Pullman, this 3-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a hot tub.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Lucky Duck Cottage + 7BR/4BA Home = Two Homes

Bedrooms: 10 · Bathrooms: 7.5 · Sleeps: 22

In Pullman, this 10-bedroom getaway for up to 22 guests makes a convenient base for a Michigan break from Chicago. Highlights include a hot tub and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Maple Woods Hideaway

Bedrooms: 5 · Bathrooms: 3.5 · Sleeps: 12

This Pullman stay combines 5 bedrooms with room for up to 12 near lot [1 mi fr] Upper Scott Lake. Highlights include a setting near lot [1 mi fr] Upper Scott Lake, a hot tub, and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Morningside Vista

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 6 guests is set near Lower Scott Lake; private beach. A notable feature is a setting near Lower Scott Lake; private beach.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Scott Creek Lodge

Bedrooms: 7 · Bathrooms: 7.5 · Sleeps: 16

Set in Pullman, this 7-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Serenity Lake Vista I

Bedrooms: 4 · Bathrooms: 3.5 · Sleeps: 10

In Pullman, this 4-bedroom getaway for up to 10 guests makes a convenient base for a Michigan break from Chicago. Highlights include a setting near lakefront lot on Lower Scott Lake, a hot tub, and a fireplace.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Serenity Lake Vista I & II – Two Homes

Bedrooms: 8 · Bathrooms: 7.5 · Sleeps: 20

This Pullman stay combines 8 bedrooms with room for up to 20. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Sunset Beach House

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 14

A road-trip-friendly choice from Chicago, this 6-bedroom getaway for up to 14 guests is set near Upper Scott Lake. A notable feature is a setting near Upper Scott Lake.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Sunset Shores Lake House

Bedrooms: 7 · Bathrooms: 4 · Sleeps: 16

Set near Upper Scott Lake, this 7-bedroom getaway for up to 16 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Upper Scott Lake and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Swan Shores

Bedrooms: 7 · Bathrooms: 4 · Sleeps: 16

In Pullman, this 7-bedroom getaway for up to 16 guests makes a convenient base for a Michigan break from Chicago. Highlights include a setting near Upper Scott Lake and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — The Fields and Trails Combo

Bedrooms: 9 · Bathrooms: 5.5 · Sleeps: 22

This Pullman stay combines 9 bedrooms with room for up to 22. Its larger guest capacity makes it especially useful for extended-family trips and group weekends.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — The Oaks & Pines – Two Homes

Bedrooms: 8 · Bathrooms: 4 · Sleeps: 20 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 8-bedroom getaway for up to 20 guests is set in Pullman. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Timber Trails Retreat

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 8

Set in Pullman, this 4-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a hot tub.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Upper Scott Lake Retreat

Bedrooms: 6 · Bathrooms: 3 · Sleeps: 16

In Pullman, this 6-bedroom getaway for up to 16 guests makes a convenient base for a Michigan break from Chicago. Highlights include a setting near Upper Scott Lake and indoor game space.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — White Oaks Haven

Bedrooms: 5 · Bathrooms: 2 · Sleeps: 14 · Pets: Yes/considered

This Pullman stay combines 5 bedrooms with room for up to 14. Highlights include a hot tub, indoor game space, and a fireplace.

View the listing on RentMichiganCabins.com

Scott Lakes Properties — Woodland Pines Cottage

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set near lot [1 mi fr] Upper Scott Lake. Highlights include a setting near lot [1 mi fr] Upper Scott Lake, a hot tub, and a pet-friendly policy.

View the listing on RentMichiganCabins.com

The French Rooster House

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

Set near Upper Scott Lake, this 3-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Upper Scott Lake, a fireplace, and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Spring Lake (2)

Murray Properties — Coles Park @ Spring Lake

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 6 · Pets: Yes/considered

Set near Sandy beach at Spring Lake, this 3-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near Sandy beach at Spring Lake and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Murray Properties — Pool House @ Spring Lake

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

In Spring Lake, this 3-bedroom getaway for up to 8 guests makes a convenient base for a Michigan break from Chicago. A notable feature is a pet-friendly policy.

View the listing on RentMichiganCabins.com

Traverse City (4)

Silver Lake Home in Traverse City

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 12

Set near crystal clear Silver Lake in Traverse City, this 4-bedroom getaway for up to 12 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. A notable feature is a setting near crystal clear Silver Lake in Traverse City.

View the listing on RentMichiganCabins.com

Traverse City Vacation Cottages — Maple Grove Cottage

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8

In Traverse City, this 3-bedroom getaway for up to 8 guests makes a convenient base for a Michigan break from Chicago. A notable feature is a fireplace.

View the listing on RentMichiganCabins.com

Traverse City Vacation Cottages — Willow Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 4

This Traverse City stay combines 2 bedrooms with room for up to 4. A notable feature is a fireplace.

View the listing on RentMichiganCabins.com

Wilkins Landing at Spider Lake

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 2-bedroom getaway for up to 4 guests is set near Spider Lake. Highlights include a setting near Spider Lake, a fireplace, and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Twin Lake (1)

Murray Properties — Lake House at Fox Lake

Bedrooms: 4 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

Set near On Fox Lake, this 4-bedroom getaway for up to 8 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a setting near On Fox Lake, indoor game space, and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Union Pier (6)

Sweethaven Resort — The Cardinal Cottage

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 10 · Pets: Yes/considered

Set in Union Pier, this 3-bedroom getaway for up to 10 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Sweethaven Resort — The Dove Cottage

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

In Union Pier, this 1-bedroom getaway for up to 4 guests makes a convenient base for a Michigan break from Chicago. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Sweethaven Resort — The Heron House

Bedrooms: 5 · Bathrooms: 3 · Sleeps: 12 · Pets: Yes/considered

This Union Pier stay combines 5 bedrooms with room for up to 12. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Sweethaven Resort — The Martin House

Bedrooms: 3 · Bathrooms: 2 · Sleeps: 8 · Pets: Yes/considered

A road-trip-friendly choice from Chicago, this 3-bedroom getaway for up to 8 guests is set in Union Pier. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Sweethaven Resort — The Robin Cottage

Bedrooms: 2 · Bathrooms: 1 · Sleeps: 6 · Pets: Yes/considered

Set in Union Pier, this 2-bedroom getaway for up to 6 guests offers an easy cabin escape within the approximate five-hour Chicago road-trip radius. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com

Sweethaven Resort — The Wren

Bedrooms: 1 · Bathrooms: 1 · Sleeps: 4 · Pets: Yes/considered

In Union Pier, this 1-bedroom getaway for up to 4 guests makes a convenient base for a Michigan break from Chicago. Highlights include a fireplace and a pet-friendly policy.

View the listing on RentMichiganCabins.com