A lake surrounded by lush green hills and a rocky cliff.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Southwest Wisconsin cottages

House (3 Bedrooms) | Interior

Sand Valley Golf Home w/ Association Pool

Sand Valley Golf Home w/ Association Pool
3.0 star property
Nekoosa
The price is 4.864.020 ₫
11.909.224 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Sand Valley Golf Home w/ Association Pool
House (3 Bedrooms) | Interior

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

12 Mi to Castle Rock Lake: Serene New Lisbon Home!
3.0 star property
New Lisbon
The price is 4.758.852 ₫
10.589.629 ₫ total
includes taxes & fees
5 Jul - 6 Jul
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
House (3 Bedrooms) | Interior

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
2.0 star property
Arkdale
The price is 3.628.296 ₫
7.597.599 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
House (3 Bedrooms) | Interior

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
Spacious Edgerton Home w/ Private Beach & Views!
House (6 Bedrooms) | Interior

Massive Hatfield 'loon Lodge' w/ Roller Rink

Massive Hatfield 'loon Lodge' w/ Roller Rink
3.0 star property
Merrillan
The price is 26.318.292 ₫
39.642.289 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Massive Hatfield 'loon Lodge' w/ Roller Rink
Front of property

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is 5.118.736 ₫
5.713.789 ₫ total
includes taxes & fees
8 Jul - 9 Jul
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 Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Everything from the get go was incredible. Beautiful lobby. Wonderful views. Governors Lounge was beautiful and relaxing. Excellent staff!"
Keyna 1-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

Number of reviews
2
Accommodation
38 Cottages
Lowest Price
5.713.789 ₫
Highest Price
39.642.289 ₫

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between 5.713.789 ₫ and 39.642.289 ₫ 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 38 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.
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.
What is there to do in Southwest Wisconsin near my cottage?
Whether you enjoy shopping, dining, history or culture, Southwest Wisconsin offers something for everyone! The well-known city of Wisconsin Dells boasts loads of things to do, including Rick Wilcox Magic Theatre, Noah's Ark Waterpark and Timbavati Wildlife Park. If you're escaping to La Crosse, Pettibone Park, Swarthout Museum and Grandad Bluff Park should be on your to-do list.