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Featured Cottages in Southwest Wisconsin

Eagles Nest - Baraboo Cabin on Wisconsin River!
Relax in a spacious room with a comfortable seating area and expansive views of the surrounding landscape.

Eagles Nest - Baraboo Cabin on Wisconsin River!

3.0 star property
Eagles Nest - Baraboo Cabin on Wisconsin River!
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!
Relax in this serene sunroom with a large arched window offering a view of the outdoors, featuring wicker furniture and a glass coffee table.

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!
Interior

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

3.0 star property
Chic Wisconsin Retreat w/ Deck, Grill & Fire Pit!
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!
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!
Lakefront Nekoosa Home: Private Beach & Boat Dock!
Kitchen features an oven and sink, leading to a hallway with a door.

Lakefront Nekoosa Home: Private Beach & Boat Dock!

3.0 star property
Lakefront Nekoosa Home: Private Beach & Boat Dock!
Cabin 1 Mi to Sand Valley, 1 Block to Beach
Relax on the deck with Adirondack chairs, surrounded by a natural setting and a cabin-style building with large windows.

Cabin 1 Mi to Sand Valley, 1 Block to Beach

3.0 star property
Cabin 1 Mi to Sand Valley, 1 Block to Beach
Exceptional Home w/ Deck ~ 3 Miles to Sand Valley
Enjoy meals at the dining table surrounded by a cabinet and comfortable seating.

Exceptional Home w/ Deck ~ 3 Miles to Sand Valley

3.0 star property
Exceptional Home w/ Deck ~ 3 Miles to Sand Valley
Spacious Farmhouse on 200 Acres Along the River
Enjoy cooking in this well-lit kitchen with a large island, stainless steel sink, and white cabinets.

Spacious Farmhouse on 200 Acres Along the River

3.0 star property
Spacious Farmhouse on 200 Acres Along the River
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!
Enjoy meals in this warm kitchen with a wooden dining table, dishwasher, and stainless steel sink.

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!
Relax on the covered porch with a comfortable seating area featuring two chairs and a table.

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
Enjoy cooking in this well-equipped kitchen with an oven, dishwasher, and coffee station.

Beloit Home w/ Deck: 3 Mi to Health System Campus

3.0 star property
Beloit Home w/ Deck: 3 Mi to Health System Campus
Pet-friendly Cabin Retreat: Wisconsin River Access
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Pet-friendly Cabin Retreat: Wisconsin River Access

2.0 star property
Pet-friendly Cabin Retreat: Wisconsin River Access
Walk to Downtown: Eclectic Wisconsin Dells Home
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Walk to Downtown: Eclectic Wisconsin Dells Home

3.0 star property
Walk to Downtown: Eclectic Wisconsin Dells Home
Wisconsin River Valley Farmhouse: Fire Pit & View
Interior

Wisconsin River Valley Farmhouse: Fire Pit & View

3.0 star property
Wisconsin River Valley Farmhouse: Fire Pit & View
Walk to Dtwn Green Lake: Peaceful Getaway w/ Porch
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Walk to Dtwn Green Lake: Peaceful Getaway w/ Porch

3.0 star property
Walk to Dtwn Green Lake: Peaceful Getaway w/ Porch
Steps to Golf Course: Nekoosa Home w/ Serene Yard!
Interior

Steps to Golf Course: Nekoosa Home w/ Serene Yard!

3.0 star property
Steps to Golf Course: Nekoosa Home w/ Serene Yard!
Three Bears Resort Home w/ Perks + Outdoor Spots!
Relax on the elevated deck with a view, surrounded by sturdy beams and a wooden railing.

Three Bears Resort Home w/ Perks + Outdoor Spots!

3.0 star property
Three Bears Resort Home w/ Perks + Outdoor Spots!
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

Tru By Hilton Wisconsin Dells

Tru By Hilton Wisconsin Dells

10/10 Excellent
"It's bright, colorful, new. Couldn't hear other guest in next rooms, that's a plus. "
Natalie 2-night trip
Posted 16 hours ago
Tru By Hilton Wisconsin Dells

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 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.