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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
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18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Featured Cottages in Southwest Wisconsin

Riverfront Home w/ Private Dock in Wisconsin Dells
Interior

Riverfront Home w/ Private Dock in Wisconsin Dells

3.0 star property
Riverfront Home w/ Private Dock in Wisconsin Dells
Large Home w/ Indoor Basketball Court + Game Room!
Interior

Large Home w/ Indoor Basketball Court + Game Room!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Every year our family picks a new destination to spend a few days together after Christmas. This year we picked Wisconsin Dells. When I came across this home, I never imagined how absolutely perfect it would be! So roomy and clean, the basket ball and game area was so fun! Great location! Very safe neighborhood. Was welcomed with a care basket of local goodies. Mary is a great communicator. She answered all my questions promptly. Highly recommend this home! You won’t be disappointed!"
Large Home w/ Indoor Basketball Court + Game Room!
Chic Wisconsin Retreat w/ Deck, Grill & Fire Pit!
Private kitchen

Chic Wisconsin Retreat w/ Deck, Grill & Fire Pit!

3.0 star property
Chic Wisconsin Retreat w/ Deck, Grill & Fire Pit!
Eagles Nest - Baraboo Cabin on Wisconsin River!
TV, fireplace, DVD player, books

Eagles Nest - Baraboo Cabin on Wisconsin River!

3.0 star property
Eagles Nest - Baraboo Cabin on Wisconsin River!
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
Front of property

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

3.0 star property
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
Spacious New Lisbon Home w/ Lake Access!
Outdoor dining

Spacious New Lisbon Home w/ Lake Access!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This place was perfect for our small group retreat. It was very clean, spacious and comfortable. The smart TV and wifi worked well for our purpose. It had everything we needed and the lakeview was awesome. We caught the sunrise by our bedroom window. The owner was also very accommodating and checking us for any other needs we might have."
Spacious New Lisbon Home w/ Lake Access!
Lakefront Nekoosa Home: Private Beach & Boat Dock!
Interior

Lakefront Nekoosa Home: Private Beach & Boat Dock!

3.0 star property
Lakefront Nekoosa Home: Private Beach & Boat Dock!
Spacious Farmhouse on 200 Acres Along the River
Interior

Spacious Farmhouse on 200 Acres Along the River

3.0 star property
Spacious Farmhouse on 200 Acres Along the River
Lovely Rural Hixton Farmhouse w/ Porch & Fire Pit!
Interior

Lovely Rural Hixton Farmhouse w/ Porch & Fire Pit!

3.0 star property
Lovely Rural Hixton Farmhouse w/ Porch & Fire Pit!
Wisconsin Cabin w/ ATV Trails, Near Lake Arbutus!
Interior

Wisconsin Cabin w/ ATV Trails, Near Lake Arbutus!

2.0 star property
Wisconsin Cabin w/ ATV Trails, Near Lake Arbutus!
Cozy Resort Cabin in the Heart of Warrens!
Private kitchen

Cozy Resort Cabin in the Heart of Warrens!

3.0 star property
Cozy Resort Cabin in the Heart of Warrens!
Cozy Three Bears Resort Cabin w/ Deck in Warrens!
Property grounds

Cozy Three Bears Resort Cabin w/ Deck in Warrens!

3.0 star property
2.0 out of 10, (1)
"The listing has false information. It is not part of Three Bears Resort like the listing states, you do not have access to the waterpark unless you want to pay extra. “Dogs welcome” means a dog as there is a 1 pet maximum and for $150 fee, which is also not disclosed on the listing and you find out in your confirmation email after booking. This property was also being booked through a vacation rental company (Evolve), which is also not disclosed until after you book. The owner of this property...
Cozy Three Bears Resort Cabin w/ Deck in Warrens!
Beloit Home w/ Deck: 3 Mi to Health System Campus
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Beloit Home w/ Deck: 3 Mi to Health System Campus

3.0 star property
Beloit Home w/ Deck: 3 Mi to Health System Campus
Exceptional Home w/ Deck ~ 3 Miles to Sand Valley
Private kitchen

Exceptional Home w/ Deck ~ 3 Miles to Sand Valley

3.0 star property
Exceptional Home w/ Deck ~ 3 Miles to Sand Valley
Cabin 1 Mi to Sand Valley, 1 Block to Beach
Interior

Cabin 1 Mi to Sand Valley, 1 Block to Beach

3.0 star property
Cabin 1 Mi to Sand Valley, 1 Block to Beach
Lavish House w/ Patio - 2 Blocks to Green Lake!
Interior

Lavish House w/ Patio - 2 Blocks to Green Lake!

3.0 star property
Lavish House w/ Patio - 2 Blocks to Green Lake!
Pet-friendly Cabin Retreat: Wisconsin River Access
Interior

Pet-friendly Cabin Retreat: Wisconsin River Access

2.0 star property
Pet-friendly Cabin Retreat: Wisconsin River Access
New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake
Private kitchen

New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake

2.0 star property
New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake
Canal-front Cabin: Dock & Fire Pit in New Lisbon
Front of property

Canal-front Cabin: Dock & Fire Pit in New Lisbon

3.0 star property
Canal-front Cabin: Dock & Fire Pit in New Lisbon
Spacious Beloit Retreat: Close to Parks & Trails!
Interior

Spacious Beloit Retreat: Close to Parks & Trails!

3.0 star property
Spacious Beloit Retreat: Close to Parks & Trails!
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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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 27 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 holiday 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.