Search Cottages in Southwest Wisconsin

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Southwest Wisconsin cottages

House (2 Bedrooms) | Front of property
Walk to Main St Fond du Lac: Retreat w/ Yard

Cottage in Fond du Lac

Walk to Main St Fond du Lac: Retreat w/ Yard
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 2.262.832 ₫
5.484.473 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Walk to Main St Fond du Lac: Retreat w/ Yard
Front of property
Big River Escape Parkside Bungalow

Cottage in Winona

Big River Escape Parkside Bungalow
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 5.725.491 ₫
6.391.080 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent
"Always enjoy staying at Stoney Creek when visiting the La Crosse area!"
Josie 1-night trip
Posted 1 day ago
Stoney Creek Hotel La Crosse - Onalaska

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

Number of reviews
2
Accommodation
29 Cottages
Lowest Price
5.484.473 ₫
Highest Price
6.391.080 ₫

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between 5.484.473 ₫ and 6.391.080 ₫ 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 29 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.