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Cottages in Southwest Wisconsin

Exterior
Tiny House on the River

Cottage in Black River Falls

10.0 out of 10, Exceptional, (80)
"The house was beautiful, the fishing was great. It was a wonderful place to relax and reset."
United States
Crystal K.
The price is SAR 456
SAR 796 total
includes taxes & fees
2 Dec - 3 Dec
Tiny House on the River
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife

Cottage in Princeton

10.0 out of 10, Exceptional, (40)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is SAR 351
SAR 853 total
includes taxes & fees
4 Dec - 5 Dec
RiverFront Cottage>Private Pier>Firepit & Wildlife
Property grounds
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Cottage in Milton

2.0 star property
9.6 out of 10, Exceptional, (5)
"This property was perfect. We were a group of women togther for a birthday and the house was just right. It had everything we needed in the kitchen to prepare meals. Plenty of towels.The beds were all comfortable.Such a beautiful, quiet location. It is only a walk away from the lakeComunnication with the owner was no problem."
United States
Michelle C.
The price is SAR 355
SAR 722 total
includes taxes & fees
6 Dec - 7 Dec
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cottage in Bagley

9.4 out of 10, Exceptional, (39)
"Great cozy place near the river!"
United States
Clint P.
The price is SAR 540
SAR 1,195 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Exterior
Walleye Waters Cottage

Cottage in Briggsville

10.0 out of 10, Exceptional, (6)
"Everything was clean and the stress was very cute. Only a short drive to the dells"
United States
Sarah C.
The price is SAR 405
SAR 904 total
includes taxes & fees
2 Dec - 3 Dec
Walleye Waters Cottage
Property grounds
Hot Tub • Lake Views • Winter Escape

Cottage in Wild Rose

10.0 out of 10, Exceptional, (13)
"Great stay. Very clean and has everything you need for a great stay."
United States
Chris H.
The price is SAR 433
SAR 1,241 total
includes taxes & fees
2 Dec - 3 Dec
Hot Tub • Lake Views • Winter Escape
Exterior
A Comfy Cozy Cottage on Clowney

Cottage in Mineral Point

9.6 out of 10, Exceptional, (118)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is SAR 506
SAR 784 total
includes taxes & fees
2 Dec - 3 Dec
A Comfy Cozy Cottage on Clowney
Property grounds
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire

Cottage in Wautoma

9.8 out of 10, Exceptional, (7)
"We enjoyed our stay. Everything was very well stocked. Plenty of supplies, and nice little surprises that were a nice extra touch. "
United States
Natalie A.
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
Terrace/patio
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

Cottage in Wisconsin Dells

10.0 out of 10, Exceptional, (9)
"Excellent location, quiet, and very clean. Would stay again "
United States
Allen B.
The price is SAR 525
SAR 1,376 total
includes taxes & fees
2 Dec - 3 Dec
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!

Cottage in Lyndon Station

9.8 out of 10, Exceptional, (36)
"Great location, comfortable and host was excellent. Would stay here again."
United States
Terry R.
The price is SAR 694
SAR 1,405 total
includes taxes & fees
1 Jan - 2 January 2026
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Exterior
Peaceful Winter Escape with Stunning River Views

Cottage in Johnson Creek

2.0 star property
Peaceful Winter Escape with Stunning River Views
Exterior
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries

Cottage in Merrimac

8.0 out of 10, Very Good, (1)
"Owner accidently gave us the wrong door code, but mistakes happen and we problem solved.Inside was even nicer & updated from photos shown overall and the space was perfect for what we needed.I do not believe the description was fully complete. It said Bluff Views which I didn't see which was fine, but I was NOT expecting this tiny house to be in a parking lot adjacent of a bar/venue. The one photo of the ouside is clearly photoshopped into blue sky, but it is really a blue bar.Our stay was...
United States
Sheri M.
The price is SAR 657
SAR 1,085 total
includes taxes & fees
2 Dec - 3 Dec
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Outdoor dining
Cozy lakefront cabin on Fox Lake with great fishing, bar, and hot tub!

Cottage in Fox Lake

2.0 star property
The price is SAR 921
SAR 2,017 total
includes taxes & fees
2 Dec - 3 Dec
Cozy lakefront cabin on Fox Lake with great fishing, bar, and hot tub!
Terrace/patio
Dog Friendly Sand Valley Lake Camelot

Cottage in Nekoosa

10.0 out of 10, Exceptional, (5)
"Great spot to stay with friends close to sand valley. Plenty of space for our group and a very nice set up. "
United States
Justin L.
The price is SAR 798
SAR 1,924 total
includes taxes & fees
2 Dec - 3 Dec
Dog Friendly Sand Valley Lake Camelot
Exterior
Mississippi River Front Property with amazing views!

Cottage in Harpers Ferry

9.0 out of 10, Wonderful, (12)
"Great location, limited amenities "
United States
Joel T.
The price is SAR 1,313
SAR 2,139 total
includes taxes & fees
2 Dec - 3 Dec
Mississippi River Front Property with amazing views!
House (2 Bedrooms) | Interior
Walk to Main St Fond du Lac: Retreat w/ Yard

Cottage in Fond du Lac

3.0 star property
8.0 out of 10, Very Good, (1)
"There was a terrible smell in the house. Smelled smoky, even though there were "No Smoking" signs posted in several places. I bought a neutralizing spray and used it every time we entered and exited. It helped a little. Beds were comfortable. We were cold the first night because I didn't know right away how to adjust the thermostat. Shower was new and nice. We arrived in the dark and there was a couple of "scary" people on the front steps. It felt safer in the daylight. "
United States
terri
The price is SAR 323
SAR 782 total
includes taxes & fees
2 Dec - 3 Dec
Walk to Main St Fond du Lac: Retreat w/ Yard
Exterior
Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Cottage in Chain O' Lakes

9.0 out of 10, Wonderful, (22)
"Overall a nice stay. Had what we needed, and was an enjoyable time for our family. "
United States
Andrew W.
The price is SAR 490
SAR 1,365 total
includes taxes & fees
3 Dec - 4 Dec
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Exterior
Relax. Recharge. Reconnect.

Cottage in Winnebago

2.0 star property
10.0 out of 10, Exceptional, (8)
"The appliances were all new and worked perfectly.The kitchen was very well stocked.The beds were comfortable.The furniture was new and comfortable.The place was spotless.The hostess was very quickly responsive to any of our questions."
United States
William D.
The price is SAR 660
SAR 787 total
includes taxes & fees
2 Dec - 3 Dec
Relax. Recharge. Reconnect.
Family Cottage, Park View | Terrace/patio
Big River Escape Parkside Bungalow

Cottage in Winona

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is SAR 816
SAR 911 total
includes taxes & fees
2 Dec - 3 Dec
Big River Escape Parkside Bungalow
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 Edgewater

The Edgewater

10/10 Excellent
"Everything from the outstanding Thanksgiving meal I had in the Statehouse to the superior accommodations and service of the Edgewater resort made every part of my stay perfect. Will come again indeed. Thank you and Happy Holidays 😊!"
Colby 2-night trip
Posted 2 days ago
The Edgewater

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between and per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southwest Wisconsin?
Southwest Wisconsin has cottages to choose from. Select your travel dates, enter your destination and plan your next escape today.
Why book your cottage in Southwest Wisconsin with Expedia?
Expedia has some terrific cottages in Southwest Wisconsin, so start packing your bags for a memorable vacay close to nature. If you're sticking to a budget, select how much you're willing to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right digs whatever your trip looks like.
How can I find cheap cottages in Southwest Wisconsin?
With Expedia's helpful filter tool, booking cheap cottages in Southwest Wisconsin has never been easier. To discover properties that'll make your bank balance smile, refine your search results by star rating, budget and amenities.

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