Photo by Inbal Arieh
Search Vacation Homes in Southwest Wisconsin
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Southwest Wisconsin vacation homes
1. Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro Driftless Guesthouse is cozy and ready for you!Hillsboro
10.0 out of 10, Exceptional, (29 reviews)
"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"
Brett B.
The price is ￥20,457
￥34,160 total
includes taxes & fees
Aug 24 - Aug 25
2. KwikStay: The Small-Town Ranch Style Home
KwikStay: The Small-Town Ranch Style HomeLoganville
10.0 out of 10, Exceptional, (6 reviews)
"Home was absolutely beautiful with plenty of room for everyone. Centrally located to all attractions, with short travel times. Host was amazing to work with. "
Dawn B.
The price is ￥29,129
￥35,260 total
includes taxes & fees
Aug 31 - Sep 1
3. Colorful getaway in friendly Driftless village
Colorful getaway in friendly Driftless villageWonewoc
10.0 out of 10, Exceptional, (15 reviews)
"It’s a cozy place with all cooking utensils you will ever need! Very comfy beds as well. "
Randy R.
The price is ￥31,790
￥42,258 total
includes taxes & fees
Aug 24 - Aug 25
4. KwikStay: Downtown Oasis In Spring Green//Steps to Park & Golf
KwikStay: Downtown Oasis In Spring Green//Steps to Park & GolfSpring Green
9.8 out of 10, Exceptional, (25 reviews)
"This was a nice stay for us. House is in a nice, quiet neighborhood."
Gretchen P.
The price is ￥27,049
￥32,730 total
includes taxes & fees
Aug 31 - Sep 1
5. Tamarack Point Homestead
Tamarack Point HomesteadArcadia
10.0 out of 10, Exceptional, (42 reviews)
"What a wonderful place to stay. "
Anonymous traveler
The price is ￥14,496
￥18,648 total
includes taxes & fees
Aug 26 - Aug 27
6. The Honey Haven
The Honey HavenWestby
10.0 out of 10, Exceptional, (58 reviews)
"Great place. Perfect location for the Driftless. The host were terrific."
John I.
The price is ￥25,432
￥40,246 total
includes taxes & fees
Aug 28 - Aug 29
7. Remodeled, cozy, pet friendly cabin near lakes
Remodeled, cozy, pet friendly cabin near lakesNecedah
10.0 out of 10, Exceptional, (37 reviews)
"This property was perfect. It was very clean and they had a lot of supplies available. The owner was very kind and very responsive. I would definitely recommend this place!"
Rebekah
The price is ￥15,100
￥37,396 total
includes taxes & fees
Aug 24 - Aug 25
8. The Bungaleau 1 Bedroom House In Cute Rivertown
The Bungaleau 1 Bedroom House In Cute RivertownDowntown Trempealeau
9.8 out of 10, Exceptional, (101 reviews)
"Perfect place for a relaxing visit "
Lisa C.
The price is ￥19,885
￥25,488 total
includes taxes & fees
Aug 24 - Aug 25
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Cabins
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Southwest Wisconsin Hotel Reviews
Stoney Creek Hotel La Crosse - Onalaska
10/10 Excellent
Find out more about Southwest Wisconsin
Southwest Wisconsin Vacation Homes information
Number of reviews | 917 |
|---|---|
Accommodation | 568 Vacation Homes |
Lowest Price | ￥18,648 |
Highest Price | ￥81,885 |
Explore a world of travel with Expedia
- Motels in Oakdale
- Reedsburg Hotels
- Romantic Hotels in Wisconsin Dells
- Cheap Hotels in Oxford
- Baraboo Hotels
- Ski Hotels in Wisconsin Dells
- Pet-Friendly Hotels in Madison
- Hotels near Camp Randall Stadium
- Cheap Hotels in Downtown Madison
- Hotels near Monona Terrace Community and Convention Center
- Hotels near University of Wisconsin-La Crosse
- Hotels near Mt. Olympus Water and Theme Park
- Hotels near Hilldale Shopping Center
- Hotels near University of Wisconsin-Madison Arboretum
- Aparthotels in New Lisbon
- Platteville Hotels
- Lodges in Wisconsin Dells
- B&B in Belmont
- Resorts in Wisconsin Dells Station
- Inns in Portland
- Riads in Lake Delton
- B&B in Spring Green
- Hotels near Memorial Union Terrace
- Historic Hotels in Downtown Madison
- B&B in Mazomanie
- Shopping Hotels in Sparta
- Hotels near University of Wisconsin-Platteville
- Hotels near University of Wisconsin Hospital and Clinics
- Rv Parks in Wisconsin Dells
- Elroy Hotels
- Wisconsin Dells Hotels
- Hotels near Witches Gulch
- Cheap Hotels in Verona
- Inns in Baraboo
- Hotels near Christmas Mountain
- B&B in Portland
- Motels in Portland
- Pousadas in Sparta
- Hotels with an Indoor Pool in Madison
- Apartments in Portland
- Pet-Friendly Hotels in Portland
- Hotels near Lake Monona Shoreline Run
- Hotels near Noah's Ark Waterpark
- Luxury Hotels in Portland
- Sauk City Hotels
- Resorts & Hotels with Spas in Historic Downtown La Crosse
- Cheap Hotels in Wisconsin Dells
- Hotels near Circus World Museum
- Hotels near Wisconsin Union Theater
- Resorts in Belmont
- Downtown Madison Hotels
- B&B in Wyoming
- Guest Houses in Elroy
- Resorts in Wisconsin Dells
- Hotels near Kohl Center
- Aparthotels in Mazomanie
- Portage Hotels
- Potosi Hotels
- Hotels near Cascade Mountain Ski Area
- Lodges in Coon Valley
- Cheap Hotels in Portland
- Guest Houses in Spring Green
- Verona Hotels
- Cheap Hotels in Wonewoc
- Hotels near Dane County Regional
- Aparthotels in Sparta
- Palaces in Wisconsin Dells
- Merrimac Hotels
- B&B in Ontario
- De Soto Hotels
- Luxury Hotels in Ontario
- Motels in Yuba
- Motels in Wyoming
- Resorts & Hotels with Spas in Westfield
- Waterpark Hotels in Wisconsin Dells
- Motels in Wonewoc
- Madison Hotels
- Hotels near Tommy Bartlett Exploratory
- Hotels near The House on the Rock
- Hotels near Capitol Square
- Motels in Mazomanie
- Hotels near Yellowstone Lake State Park
- Family Hotels in Wisconsin Dells
- Cheap Hotels in Portage
- Hotels near East Towne Mall
- Hotels near Chula Vista Waterparks
- Hotel with a Concierge Hotels in Lancaster
- Hotels near University of Wisconsin-Madison
- Regent Hotels
- Aparthotels in Lancaster
- Hotels near Wisconsin Deer Park
- Hotels near Henry Vilas Zoo
- Cheap Hotels in Wyoming
- Resorts & Hotels with Spas in New Lisbon
- Hotels near Kalahari Indoor Waterpark
- Golf Hotels in New Lisbon
- Yuba Hotels