Driftless Wisconsin Vacation Rentals

Compare 8 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


House rentals

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Popular amenities for Driftless Wisconsin vacation rentals

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

Balsam House - Baraboo, WI

$275 avg / night
Happy Landings @ Dells Doorstep
4 Bedroom | 2 Bath | Sleeps 12

Happy Landings @ Dells Doorstep - Baraboo, WI

$208 avg / night
Homestead On The Hillside
3 Bedroom | 2 Bath | Sleeps 12

Homestead On The Hillside - Baraboo, WI

$205 avg / night
Running Fox Farm
2 Bedroom | 1 Bath | Sleeps 6

Running Fox Farm - Baraboo, WI

$162 avg / night
Baraboo Grove
4 Bedroom | 3 Bath | Sleeps 10

Baraboo Grove - Baraboo, WI

$266 avg / night

View 3 more homes

Recent Driftless Wisconsin guest reviews

Everything was wonderful
Lorissa M. | Jun 2024
Overall, wonderful house and property. Very quiet, friendly neighborhood. Home and property were clean and well kept. Only complaint was that the wifi went out very often, which was a bit inconvenient in the evenings but not a deal breaker. Would stay again.
Cracraft J. | May 2024
Views are great with a cozy space. It was perfect for our needs. Wifi was not great though. If we had access to steam music or look up restaurants from our rental, it would have been great!
Adam M. | May 2024
Driftless Wisconsin vacation rental FAQ

Yes. 8 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.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.