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

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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, (33 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
United States
Tammy
The price is ¥21,569
¥33,881 total
includes taxes & fees
Dec 3 - Dec 4
Hillsboro Driftless Guesthouse is cozy and ready for you!

2. 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, (100 reviews)
"Nice stay, will stay again."
United States
Thomas D.
The price is ¥18,995
¥31,238 total
includes taxes & fees
Nov 15 - Nov 16
Ohio Street Retreat-hot tub, pool, massage chair

3. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (16 reviews)
"This is a cozy house with an excellent location, as we were biking and this is walking distance from the bike trail. We were a party of four and werenicely satisfied. We were very happy with communications!"
United States
Denise L.
The price is ¥31,954
¥40,286 total
includes taxes & fees
Dec 6 - Dec 7
Colorful getaway in friendly Driftless village

4. River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (42 reviews)
"Had everything we needed."
United States
Tawnia
The price is ¥28,759
¥33,038 total
includes taxes & fees
Nov 15 - Nov 16
River Road Getaway

5. Downtown Spring Green Oasis | Hot Tub & Fire Pit

Downtown Spring Green Oasis | Hot Tub & Fire Pit
Spring Green
9.8 out of 10, Exceptional, (29 reviews)
"Kids loved all the board games and comfy seating options in the living room! Very comfortable stay."
United States
Elizabeth N.
The price is ¥45,870
¥52,609 total
includes taxes & fees
Nov 15 - Nov 16
Downtown Spring Green Oasis | Hot Tub & Fire Pit

6. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (34 reviews)
"A lovely location, and the lodging was quite comfortable and enjoyable to spend time in. We hope to be able to return."
United States
Mike G.
The price is ¥20,770
¥38,989 total
includes taxes & fees
Nov 26 - Nov 27
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

7. 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, (8 reviews)
"This unit was conveniently located, clean and well appointed. The host was friendly and helpful. Had a great time!"
United States
Gerard B.
The price is ¥24,301
¥47,169 total
includes taxes & fees
Nov 18 - Nov 19
Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer

8. Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (49 reviews)
"Nice quiet getaway."
United States
RICHARD
The price is ¥15,949
¥18,851 total
includes taxes & fees
Nov 24 - Nov 25
Tamarack Point Homestead

9. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (64 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 Honey Haven

10. 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, (11 reviews)
"Excellent house and fun for the whole family! We can’t wait to stay again!"
United States
Cristin S.
The price is ¥23,528
¥103,652 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake

11. Serenity Chalet in Mineral Point

Serenity Chalet in Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (127 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
The price is ¥28,780
¥40,282 total
includes taxes & fees
Dec 1 - Dec 2
Serenity Chalet in Mineral Point

12. #3 Riverfront Lodging. Beach, Boat, Fish, Hike.

#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
The price is ¥19,660
¥36,557 total
includes taxes & fees
Dec 7 - Dec 8
#3 Riverfront Lodging. Beach, Boat, Fish, Hike.

13. Remodeled, cozy, pet friendly cabin near lakes

Remodeled, cozy, pet friendly cabin near lakes
Necedah
10.0 out of 10, Exceptional, (39 reviews)
"Very nice for weekend getaway"
United States
the n.
The price is ¥12,455
¥32,708 total
includes taxes & fees
Nov 17 - Nov 18
Remodeled, cozy, pet friendly cabin near lakes

14. Draper Vacation Home - Families & Friends Welcome

Draper Vacation Home - Families & Friends Welcome
Baraboo
10.0 out of 10, Exceptional, (50 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 ¥28,563
¥74,704 total
includes taxes & fees
Dec 2 - Dec 3
Draper Vacation Home - Families & Friends Welcome

15. Dells Lake Villa - Lake Front Luxury

Dells Lake Villa - Lake Front Luxury
Lake Delton
9.6 out of 10, Exceptional, (15 reviews)
"Nice property and close to many of the Dells attractions."
United States
Mark V.
The price is ¥17,844
¥49,764 total
includes taxes & fees
Nov 15 - Nov 16
Dells Lake Villa - Lake Front Luxury

16. Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi
Darlington
9.8 out of 10, Exceptional, (54 reviews)
"Three couples stayed at this property. Very comfy beds. We all enjoyed our stay and already have plans to stay again in the fall. It is also close to the trails."
United States
Danette M.
The price is ¥16,392
¥38,592 total
includes taxes & fees
Nov 16 - Nov 17
Hamilton Goebel House 816 E Louisa St Darlington Wi

17. Elegant Lake Home with Hot Tub

Elegant Lake Home with Hot Tub
Tomah
9.8 out of 10, Exceptional, (38 reviews)
"We loved our stay here! We would definitely book this house again if we come back to the area."
United States
Delila M.
Elegant Lake Home with Hot Tub

18. Country home with flowing river

Country home with flowing river
Pardeeville
9.0 out of 10, Wonderful, (182 reviews)
"Great stay and a wonderful property, look forward to staying again"
United States
Nate S.
The price is ¥22,208
¥25,453 total
includes taxes & fees
Dec 14 - Dec 15
Country home with flowing river

19. Fawn Lake Cottage for Families Looking for Privacy

Fawn Lake Cottage for Families Looking for Privacy
Wisconsin Dells
9.8 out of 10, Exceptional, (12 reviews)
"Great home and host beautiful home "
United States
Michael C.
The price is ¥19,104
¥54,197 total
includes taxes & fees
Nov 15 - Nov 16
Fawn Lake Cottage for Families Looking for Privacy

20. 5-Acre Luxury Chalet Near Wisconsin Dells Indoor/Outdoor Spa Suite Putting Green

5-Acre Luxury Chalet Near Wisconsin Dells Indoor/Outdoor Spa Suite Putting Green
Lyndon Station
9.8 out of 10, Exceptional, (97 reviews)
"Had a great time with family for week vacation! The property was excellent and the hosts were very helpful and super kind!"
United States
Jaime T.
The price is ¥52,005
¥98,187 total
includes taxes & fees
Nov 29 - Nov 30
5-Acre Luxury Chalet Near Wisconsin Dells Indoor/Outdoor Spa Suite Putting Green
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

Find out more about Southwest Wisconsin

Southwest Wisconsin Vacation Homes information

Number of reviews
780
Accommodation
498 Vacation Homes
Lowest Price
¥18,851
Highest Price
¥103,652

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