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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Southwest Wisconsin Cottages

Our top choices for Southwest Wisconsin cottages

A Comfy Cozy Cottage on Clowney
Outdoor dining

A Comfy Cozy Cottage on Clowney

9.6 out of 10, Exceptional, (106)
"Was a wonderful place to stay"
The price is £159
includes taxes & fees
1 Sept - 2 Sept
A Comfy Cozy Cottage on Clowney
Little House in the Big Woods on the Prairie
Property grounds

Little House in the Big Woods on the Prairie

10.0 out of 10, Exceptional, (90)
"Great, simple, back to nature experience with everything we needed."
Little House in the Big Woods on the Prairie
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
Fridge, microwave, stovetop, coffee/tea maker

Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!

9.6 out of 10, Exceptional, (44)
"Very comfortable cabins Good distance from townNice driveRelaxing hot tubBrian, the just was very attentive to our needs "
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
The Harwood House
Fridge, microwave, oven, stovetop

The Harwood House

10.0 out of 10, Exceptional, (69)
"We had a great time "
The Harwood House
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Exterior

Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!

9.6 out of 10, Exceptional, (117)
"Very private getaway, wonderful weekend stay"
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Unique! A renovated old railroad depot turned into a cozy cottage.
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (118)
"This is a cozy, delightful little spot in the middle of Wisconsin. We had a nice 3 day stay with no issues at all. The Depot was always nice and warm and welcoming. "
Unique! A renovated old railroad depot turned into a cozy cottage.
Tiny House on the River
Exterior

Tiny House on the River

10.0 out of 10, Exceptional, (70)
"Tom and Verona were great hosts. They answered all of the questions I had and made the check-in process seamless. The cabin was beautiful, clean and cozy, and sat right on the river."
The price is £190
includes taxes & fees
25 Aug - 26 Aug
Tiny House on the River
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Property grounds

Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

10.0 out of 10, Exceptional, (250)
"The owner was very easy to work with, the property was great, and the location as private and beautiful! I will definitely book this place again! "
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Eischen Cottage 2 on Lake Delton
Children’s area

Eischen Cottage 2 on Lake Delton

9.4 out of 10, Exceptional, (16)
"This was the perfect setup for my wife and I and our 4 children. The fact we got to live the cabin life within a few minutes of all the main Dells attractions was wonderful. We really enjoyed using the kayak, rowboat and fire pit that were on site. We caught lots of fish right off the dock including sunfish, perch, small and large mouth bass. The kids played in the sandy beach and we loved playing board games and eating meals on the big wrap around deck. We would rent this cabin again."
Eischen Cottage 2 on Lake Delton
New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake
House (2 Bedrooms) | Front of property

New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake

2.0 star property
New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake
Bird House on Wisconsin River
Exterior

Bird House on Wisconsin River

9.6 out of 10, Exceptional, (55)
"A very lovely cabin with a beautiful beachfront view of the Wisconsin River."
Bird House on Wisconsin River
Cottage on Main
Smart TV

Cottage on Main

9.6 out of 10, Exceptional, (8)
"The cottage is very quaint and comfy. We definitely stay again."
Cottage on Main
Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Outdoor dining

Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen

10.0 out of 10, Exceptional, (1)
"What a cozy place to spend a few days. Loved sitting on the front porch and in the three-season room. It was close to the Grandad Bluff which we went to everyday."
Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Charming 2-bedroom cottage close to UW Platteville
Exterior

Charming 2-bedroom cottage close to UW Platteville

10.0 out of 10, Exceptional, (7)
"Great nice cute house and property. Definitely will stay again when in the area!"
Charming 2-bedroom cottage close to UW Platteville
Charming 2 bedroom 1 bath cottage in Wisconsin Dells
Fridge, microwave, oven, stovetop

Charming 2 bedroom 1 bath cottage in Wisconsin Dells

9.0 out of 10, Wonderful, (2)
"This adorable home was perfect for our family of 5. Loved that it was quiet & peaceful but still close to everything! "
Charming 2 bedroom 1 bath cottage in Wisconsin Dells
Charming guest house on 1.5 acre lake front property
Exterior

Charming guest house on 1.5 acre lake front property

10.0 out of 10, Exceptional, (3)
"Perfect tiny cottage in a quiet location right off the lake. Excellent location within walking distance of downtown Green Lake and the marina with its assortment of wonderful dining and shops. Great hosts who really cared about our experience."
Charming guest house on 1.5 acre lake front property
Riverfront Home w/ Private Dock in Wisconsin Dells
House (3 Bedrooms) | Interior

Riverfront Home w/ Private Dock in Wisconsin Dells

3.0 star property
Riverfront Home w/ Private Dock in Wisconsin Dells
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Fridge, microwave, oven, stovetop

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

10.0 out of 10, Exceptional, (7)
The price is £294
includes taxes & fees
10 Sept - 11 Sept
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
House (3 Bedrooms) | Interior

12 Mi to Castle Rock Lake: Serene New Lisbon Home!

3.0 star property
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
Cottage on the river
Terrace/patio

Cottage on the river

9.4 out of 10, Exceptional, (59)
"Extended weekend stay. Great location!"
Cottage on the river
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

The VUE Boutique Hotel & Boathouse

The VUE Boutique Hotel & Boathouse

10/10 Excellent
"When we arrived we had to wait to get our room. Only about 15 minutes, but it was worth it. The room was clean and cool. The employees were all very helpful and knowledgeable. "
Ana 1-night trip
Posted 2 days ago
The VUE Boutique Hotel & Boathouse