Holiday Homes in Southwest Wisconsin
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Our top choices for Southwest Wisconsin holiday homes
Tamarack Point Homestead
Tamarack Point HomesteadArcadia
10.0 out of 10, Exceptional, (32)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
Luke H.
The price is NZ$201
includes taxes & fees
30 Dec - 31 Dec
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
10.0 out of 10, Exceptional, (19)
"Very clean and comfortable and a great location within walking distance to downtown."
Holly
The price is NZ$352
includes taxes & fees
9 Jan - 10 Jan 2026
Beautiful House! 15min away from Wisconsin Dells, Skiing Resorts and Devils lake
Beautiful House! 15min away from Wisconsin Dells, Skiing Resorts and Devils lakeBaraboo
9.4 out of 10, Exceptional, (3)
"A nice place in Baraboo WI for a weekend getaway close to ski areas "
Cecilia L.
The price is NZ$523
includes taxes & fees
6 Jan - 7 Jan 2026
Hamilton Goebel House 816 E Louisa St Darlington Wi
Hamilton Goebel House 816 E Louisa St Darlington WiDarlington
9.8 out of 10, Exceptional, (48)
"It was a great place to stay!!! The owners were great to deal with!!! Will be coming back"
Michelle M.
The price is NZ$390
includes taxes & fees
31 Dec - 1 Jan 2026
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing ViolaViola
9.6 out of 10, Exceptional, (8)
"Beautiful place. We loved the access to the river. "
dwaterman21
The price is NZ$535
includes taxes & fees
30 Dec - 31 Dec
Serenity Cottage at Mineral Point
Serenity Cottage at Mineral PointMineral Point
10.0 out of 10, Exceptional, (106)
"Outstanding property, great location, will stay again."
James S.
The price is NZ$362
includes taxes & fees
30 Dec - 31 Dec
Riverfront Twin Home
Riverfront Twin HomeLa Crosse
10.0 out of 10, Exceptional, (44)
"Great place to stay! Had everything we needed!"
Angie C.
The price is NZ$528
includes taxes & fees
30 Dec - 31 Dec
The Honey Haven
The Honey HavenWestby
10.0 out of 10, Exceptional, (46)
"Wonderful! Beautiful, serene place, clean environment, perfect!"
Karen S.
The price is NZ$414
includes taxes & fees
4 Jan - 5 Jan 2026
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.
Top Southwest Wisconsin Hotel Reviews
The Madison Concourse Hotel and Governor's Club
10/10 Excellent
Find out more about Southwest Wisconsin
Southwest Wisconsin Holiday Homes information
Number of reviews | 612 |
|---|---|
Accommodation | 532 Holiday Homes |
Lowest Price | NZ$201 |
Highest Price | NZ$703 |
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