Driftless Wisconsin Vacation Rentals

Compare 6 vacation rentals.
USA > Wisconsin > Driftless Wisconsin

Make Driftless Wisconsin your next getaway

Discover the hidden gem of Driftless Wisconsin, where rolling hills, meandering rivers, and charming small towns await your exploration. This unique region, untouched by glaciers during the last Ice Age, offers a landscape unlike any other in the state, with stunning bluffs, deep valleys, and limestone caves to captivate visitors.

Explore Driftless Wisconsin house rentals, cottages, and more

housing_type_house.jpg

House rentals

View 5 House rentals
housing_type_cottage.jpg

Cottages

View 1 Cottages

Popular amenities for Driftless Wisconsin vacation rentals

Popular
Dog-friendly Hot tub Internet
Balsam House
4 Bedroom | 2 Bath | Sleeps 8

Balsam House - Baraboo, WI

$262 avg / night
Happy Landings @ Dells Doorstep
4 Bedroom | 2 Bath | Sleeps 12

Happy Landings @ Dells Doorstep - Baraboo, WI

$206 avg / night
Homestead On The Hillside
3 Bedroom | 2 Bath | Sleeps 12

Homestead On The Hillside - Baraboo, WI

$203 avg / night
Running Fox Farm
2 Bedroom | 1 Bath | Sleeps 6

Running Fox Farm - Baraboo, WI

$163 avg / night
Baraboo Grove
4 Bedroom | 3 Bath | Sleeps 10

Baraboo Grove - Baraboo, WI

$263 avg / night

View 1 more homes

Recent Driftless Wisconsin guest reviews

Loved the views & the massive lilac bush! Nice quite area with a lot of opportunities to spot wildlife. Nice little kitchen & good A/C so cold I had to wear my hoodie! Good hot water through out including shower & kitchen. Good pillows & bedding.
Jessica B. | May 2024
Such a wonderful home right up the street from downtown Baraboo. It was great for my wife and I, our toddler, my parents, and our pup! Plenty of common space for hanging out, including a beautiful porch. The walk into town is super quick, but it is a bit of a steep uphill coming home. Also easy access to Devil's Lake. We hope to stay here again in the future!
Matthew C. | May 2024
Clean, good location, great space, good communication, and great for our group of 9
Stephanie P. | Mar 2024
Driftless Wisconsin vacation rental FAQ

Yes. 6 of our Driftless Wisconsin vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Driftless Wisconsin vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Driftless Wisconsin team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Driftless Wisconsin, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Driftless Wisconsin?

Nestled in the southwestern part of Wisconsin, Driftless Wisconsin encompasses towns such as Viroqua, Spring Green, and Mineral Point. Surrounded by the Mississippi River to the west and the Wisconsin River to the south, this area is a haven for outdoor enthusiasts, artists, and those seeking a peaceful retreat. With its proximity to Madison and La Crosse, Driftless Wisconsin offers a perfect balance of seclusion and accessibility.

Things to do on a Driftless Wisconsin vacation

Driftless Wisconsin beckons travelers with a plethora of activities year-round. Explore the region's renowned vineyards and wineries, take a scenic drive along the Great River Road, or hike through picturesque state parks like Wyalusing and Governor Dodge. Visit Taliesin, Frank Lloyd Wright's architectural masterpiece, or indulge in the local arts scene with galleries and studios scattered throughout the area. Whether you're into birdwatching, fishing, antiquing, or simply relaxing in nature, Driftless Wisconsin has something for everyone.

Immerse yourself in the beauty and tranquility of Driftless Wisconsin with a stay in one of our charming vacation rentals. Whether you're seeking a romantic getaway, a family adventure, or a solo retreat, Driftless Wisconsin promises an unforgettable experience amidst its scenic splendor.