A lake surrounded by lush green hills and a rocky cliff.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Southwest Wisconsin vacation homes

Living area

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)
"Nice place just outside city limits. Good spot to check out the area."
United States
Dan G.
The price is ￥20,111
￥33,582 total
includes taxes & fees
Sep 7 - Sep 8
Hillsboro Driftless Guesthouse is cozy and ready for you!
Property grounds

2. Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (45 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveler
The price is ￥14,251
￥18,333 total
includes taxes & fees
Sep 7 - Sep 8
Tamarack Point Homestead
Exterior

3. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (15 reviews)
"Sweet home! Loved all the bright colored decorations! We had a great stay here with our bikes and pups. The porch was lovely to watch a thunderstorm from as well!"
United States
Emily B.
The price is ￥31,252
￥40,884 total
includes taxes & fees
Sep 8 - Sep 9
Colorful getaway in friendly Driftless village
Interior

4. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (59 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is ￥25,002
￥39,401 total
includes taxes & fees
Sep 8 - Sep 9
The Honey Haven
Property grounds

5. Remodeled, cozy, pet friendly cabin near lakes

Remodeled, cozy, pet friendly cabin near lakes
Necedah
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!"
United States
Rebekah
The price is ￥14,845
￥36,104 total
includes taxes & fees
Sep 7 - Sep 8
Remodeled, cozy, pet friendly cabin near lakes
Living area

6. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (122 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
The price is ￥25,314
￥37,987 total
includes taxes & fees
Oct 5 - Oct 6
Serenity Cottage at Mineral Point
Terrace/patio

7. The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown
Downtown Trempealeau
9.8 out of 10, Exceptional, (102 reviews)
"Perfect place for a relaxing visit "
United States
Lisa C.
The price is ￥19,548
￥25,056 total
includes taxes & fees
Sep 7 - Sep 8
The Bungaleau 1 Bedroom House In Cute Rivertown
Living area

8. Draper Vacation Home - Families & Friends Welcome

Draper Vacation Home - Families & Friends Welcome
Baraboo
10.0 out of 10, Exceptional, (48 reviews)
"It was a great place to rent for a weekend with the family. We were able to bring our dog too so that was amazing. The house was clean and it had everything you needed for toiletries, kitchen, board games, grill etc."
United States
Michele T.
The price is ￥25,080
￥73,160 total
includes taxes & fees
Sep 9 - Sep 10
Draper Vacation Home - Families & Friends Welcome
Game room

9. Fawn Lake Cottage for Families Looking for Privacy

Fawn Lake Cottage for Families Looking for Privacy
Wisconsin Dells
9.8 out of 10, Exceptional, (11 reviews)
"Great home and host beautiful home "
United States
Michael C.
The price is ￥16,720
￥53,394 total
includes taxes & fees
Sep 7 - Sep 8
Fawn Lake Cottage for Families Looking for Privacy
Private kitchen

10. Ohio Street Retreat-hot tub, pool, massage chair

Ohio Street Retreat-hot tub, pool, massage chair
Prairie du Chien
10.0 out of 10, Exceptional, (91 reviews)
"Was a very nice and quiet place to relax and enjoy. Comfortable beds and very nice interior"
United States
nate k.
The price is ￥21,939
￥35,488 total
includes taxes & fees
Sep 16 - Sep 17
Ohio Street Retreat-hot tub, pool, massage chair
Exterior

11. Dells Paradise At Lighthouse Cove Condominiums

Dells Paradise At Lighthouse Cove Condominiums
Lake Delton
9.6 out of 10, Exceptional, (20 reviews)
"My friends and I enjoyed our stay here. "
United States
Haily A.
The price is ￥16,124
￥49,437 total
includes taxes & fees
Sep 7 - Sep 8
Dells Paradise At Lighthouse Cove Condominiums
Property grounds

12. Country home with flowing river

Country home with flowing river
Pardeeville
9.0 out of 10, Wonderful, (175 reviews)
"Staying at this house was like staying at my grandmother’s house when I was a child. It was a wonderful experience, and the grounds were phenomenal."
United States
Jeff
The price is ￥21,720
￥26,212 total
includes taxes & fees
Sep 7 - Sep 8
Country home with flowing river
Outdoor dining

13. Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (61 reviews)
"Great property! Enjoyed the property and outdoor space was amazing! While there is not conventional central air, the space stayed cool."
United States
Melissa
The price is ￥21,095
￥47,981 total
includes taxes & fees
Sep 7 - Sep 8
Riverfront Twin Home
Exterior

14. Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Ontario
9.8 out of 10, Exceptional, (10 reviews)
"Really nice quiet place. Perfect for our hunting trip. "
United States
Kolin C.
The price is ￥27,166
￥51,575 total
includes taxes & fees
Sep 22 - Sep 23
Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Property grounds

15. Lake Cottage 30 minutes from Wisconsin Dells.

Lake Cottage 30 minutes from Wisconsin Dells.
Friendship
9.8 out of 10, Exceptional, (61 reviews)
"Very nice place to stay we had everything that we needed. Very clean and great owners"
United States
Margie O.
The price is ￥18,751
￥50,941 total
includes taxes & fees
Sep 9 - Sep 10
Lake Cottage 30 minutes from Wisconsin Dells.
Outdoor dining

16. Charming 3-bedroom house with WiFi, AC in serene Necedah

Charming 3-bedroom house with WiFi, AC in serene Necedah
Necedah
9.8 out of 10, Exceptional, (20 reviews)
"We loved everything about this place."
United States
Jessabelle
The price is ￥21,876
￥64,129 total
includes taxes & fees
Sep 7 - Sep 8
Charming 3-bedroom house with WiFi, AC in serene Necedah
Living area

17. Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer

Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer
Baraboo
9.8 out of 10, Exceptional, (7 reviews)
"Up for 9 day hunt and visiting family and friends. Jay was very friendly and answered all requests. Location was very good for what we needed for our visit. Inside was well kept."
United States
Roger S.
The price is ￥20,954
￥47,373 total
includes taxes & fees
Sep 16 - Sep 17
Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer
Interior

18. MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (110 reviews)
"The Penthouse is beautiful and the location is unbeatable! We had a wonderful stay and can't wait to come back."
United States
Andie
The price is ￥30,471
￥42,434 total
includes taxes & fees
Sep 10 - Sep 11
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Outdoor dining

19. Dells Lake Villa - Lake Front Luxury

Dells Lake Villa - Lake Front Luxury
Lake Delton
9.6 out of 10, Exceptional, (13 reviews)
"Nice property and close to many of the Dells attractions."
United States
Mark V.
The price is ￥21,061
￥55,854 total
includes taxes & fees
Sep 7 - Sep 8
Dells Lake Villa - Lake Front Luxury
Interior

20. Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake

Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake
Baraboo
10.0 out of 10, Exceptional, (10 reviews)
"Excellent house and fun for the whole family! We can’t wait to stay again!"
United States
Cristin S.
The price is ￥22,994
￥106,620 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake
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.
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Top Southwest Wisconsin Hotel Reviews

Wingate by Wyndham Wisconsin Dells Waterpark

Wingate by Wyndham Wisconsin Dells Waterpark

8/10 Good
"everything was great except that the inside pool was ice cold and they did not monitor the hot tub. The sign on the wall said no children under 14 years old not allowed in the hot tub, and there were kids in the tub."
Robin 2-night trip
Posted 9 hours ago
Wingate by Wyndham Wisconsin Dells Waterpark

Find out more about Southwest Wisconsin

Southwest Wisconsin Vacation Homes information

Number of reviews
1,046
Accommodation
568 Vacation Homes
Lowest Price
￥18,333
Highest Price
￥106,620

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