Photo by Inbal Arieh

Holiday Homes in Southwest Wisconsin
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Our top choices for Southwest Wisconsin holiday 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, (32 reviews)
The price is AU$304
includes taxes & fees
5 Nov - 6 Nov

2. Colorful getaway in friendly Driftless village
Colorful getaway in friendly Driftless villageWonewoc
10.0 out of 10, Exceptional, (16 reviews)
The price is AU$356
includes taxes & fees
5 Nov - 6 Nov

3. Ohio Street Retreat-hot tub, pool, massage chair
Ohio Street Retreat-hot tub, pool, massage chairPrairie du Chien
10.0 out of 10, Exceptional, (99 reviews)
The price is AU$289
includes taxes & fees
8 Nov - 9 Nov

4. Downtown Spring Green Oasis | Hot Tub & Fire Pit
Downtown Spring Green Oasis | Hot Tub & Fire PitSpring Green
9.8 out of 10, Exceptional, (28 reviews)
The price is AU$438
includes taxes & fees
8 Nov - 9 Nov

5. Tamarack Point Homestead
Tamarack Point HomesteadArcadia
10.0 out of 10, Exceptional, (49 reviews)
The price is AU$178
includes taxes & fees
24 Nov - 25 Nov

6. River Road Getaway
River Road GetawayMuscoda
9.6 out of 10, Exceptional, (42 reviews)
The price is AU$283
includes taxes & fees
5 Nov - 6 Nov

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/dryerBaraboo
9.8 out of 10, Exceptional, (8 reviews)
The price is AU$434
includes taxes & fees
5 Nov - 6 Nov

8. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing ComfortMount Horeb
9.8 out of 10, Exceptional, (34 reviews)
The price is AU$351
includes taxes & fees
21 Nov - 22 Nov

9. The Honey Haven
The Honey HavenWestby
10.0 out of 10, Exceptional, (64 reviews)
The price is AU$357
includes taxes & fees
16 Nov - 17 Nov

10. Serenity Cottage at Mineral Point
Serenity Cottage at Mineral PointMineral Point
10.0 out of 10, Exceptional, (126 reviews)
The price is AU$345
includes taxes & fees
1 Dec - 2 Dec

11. 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 LakeBaraboo
10.0 out of 10, Exceptional, (11 reviews)
The price is AU$927
includes taxes & fees
8 Nov - 9 Nov

12. The Bungaleau 1 Bedroom House In Cute Rivertown
The Bungaleau 1 Bedroom House In Cute RivertownDowntown Trempealeau
9.8 out of 10, Exceptional, (108 reviews)
The price is AU$218
includes taxes & fees
5 Nov - 6 Nov

13. Remodeled, cozy, pet friendly cabin near lakes
Remodeled, cozy, pet friendly cabin near lakesNecedah
10.0 out of 10, Exceptional, (39 reviews)
The price is AU$291
includes taxes & fees
17 Nov - 18 Nov

14. Dells Lake Villa - Lake Front Luxury
Dells Lake Villa - Lake Front LuxuryLake Delton
9.6 out of 10, Exceptional, (15 reviews)
The price is AU$424
includes taxes & fees
5 Nov - 6 Nov

15. Elegant Lake Home with Hot Tub
Elegant Lake Home with Hot TubTomah
9.8 out of 10, Exceptional, (38 reviews)
The price is AU$564
includes taxes & fees
11 Nov - 12 Nov

16. Hamilton Goebel House 816 E Louisa St Darlington Wi
Hamilton Goebel House 816 E Louisa St Darlington WiDarlington
9.8 out of 10, Exceptional, (54 reviews)
The price is AU$339
includes taxes & fees
5 Nov - 6 Nov

17. 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 GreenLyndon Station
9.8 out of 10, Exceptional, (97 reviews)
The price is AU$868
includes taxes & fees
11 Nov - 12 Nov

18. Fawn Lake Cottage for Families Looking for Privacy
Fawn Lake Cottage for Families Looking for PrivacyWisconsin Dells
9.8 out of 10, Exceptional, (12 reviews)
The price is AU$468
includes taxes & fees
5 Nov - 6 Nov

19. Draper Vacation Home - Families & Friends Welcome
Draper Vacation Home - Families & Friends WelcomeBaraboo
10.0 out of 10, Exceptional, (50 reviews)
The price is AU$767
includes taxes & fees
2 Dec - 3 Dec

20. HOT TUB and gorgeous lake views-The Lily Pad A Frame-minutes from Dells
HOT TUB and gorgeous lake views-The Lily Pad A Frame-minutes from DellsWisconsin Dells
10.0 out of 10, Exceptional, (21 reviews)
The price is AU$734
includes taxes & fees
29 Nov - 30 Nov
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

Staybridge Suites Wisconsin Dells - Lake Delton by IHG
10/10 Excellent
Find out more about Southwest Wisconsin
Southwest Wisconsin Holiday Homes information
Number of reviews | 905 |
|---|---|
Accommodation | 591 Holiday Homes |
Lowest Price | AU$178 |
Highest Price | AU$927 |
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