Search Cottages in Southwest Wisconsin

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Southwest Wisconsin cottages

Exterior
Tiny House on the River

Tiny House on the River

Tiny House on the River
Black River Falls
10.0 out of 10, Exceptional, (81)
"The house was beautiful, the fishing was great. It was a wonderful place to relax and reset."
United States
Crystal K.
The price is HK$1,051
HK$1,777 total
includes taxes & fees
5 Jan - 6 Jan
Tiny House on the River
Property grounds
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
Milton
9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is HK$595
HK$1,334 total
includes taxes & fees
5 Jan - 6 Jan
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Property grounds
Lakefront Couples Retreat | Hot Tub & Fireplace

Lakefront Couples Retreat | Hot Tub & Fireplace

Lakefront Couples Retreat | Hot Tub & Fireplace
Wild Rose
10.0 out of 10, Exceptional, (14)
"Great place! "
United States
Heather B.
The price is HK$905
HK$2,696 total
includes taxes & fees
6 Jan - 7 Jan
Lakefront Couples Retreat | Hot Tub & Fireplace
Exterior
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Bagley
9.4 out of 10, Exceptional, (40)
"Great cozy place near the river!"
United States
Clint P.
The price is HK$1,121
HK$2,480 total
includes taxes & fees
5 Jan - 6 Jan
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Exterior
Lake Camelot | Lakefront | 10 Min to Sand Valley | Snowshoes | Discounted Rates

Lake Camelot | Lakefront | 10 Min to Sand Valley | Snowshoes | Discounted Rates

Lake Camelot | Lakefront | 10 Min to Sand Valley | Snowshoes | Discounted Rates
Nekoosa
9.6 out of 10, Exceptional, (7)
"The cottage was very nice and comfortable. "
United States
Jennifer J.
The price is HK$1,290
HK$3,443 total
includes taxes & fees
14 Jan - 15 Jan
Lake Camelot | Lakefront | 10 Min to Sand Valley | Snowshoes | Discounted Rates
Exterior
A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (119)
"Great location two blocks off main street. Really neat old house with everything you need, we would definitely stay again!!"
United States
Jeff B.
The price is HK$1,296
HK$1,931 total
includes taxes & fees
3 Jan - 4 Jan
A Comfy Cozy Cottage on Clowney
Terrace/patio
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
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 HK$1,090
HK$2,855 total
includes taxes & fees
7 Jan - 8 Jan
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior
Walleye Waters Cottage

Walleye Waters Cottage

Walleye Waters Cottage
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 HK$841
HK$1,849 total
includes taxes & fees
14 Jan - 15 Jan
Walleye Waters Cottage
Exterior
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Baraboo
10.0 out of 10, Exceptional, (253)
"The property is very private and lovely. Check in was very simple and host even let us in a little early."
United States
Carla L.
The price is HK$1,829
HK$2,439 total
includes taxes & fees
3 Jan - 4 Jan
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Terrace/patio
Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is HK$1,604
HK$1,790 total
includes taxes & fees
4 Jan - 5 Jan
Big River Escape Parkside Bungalow
Outdoor dining
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
The Galena Territory
10.0 out of 10, Exceptional, (14)
"Cute little house, great location! "
United States
Sandra G.
The price is HK$834
HK$2,324 total
includes taxes & fees
5 Jan - 6 Jan
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
Exterior
Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.6 out of 10, Exceptional, (16)
"Highly recommend! The place was very clean and the host was responsive and helpful. "
United States
Marianne Y.
The price is HK$2,119
HK$4,684 total
includes taxes & fees
3 Jan - 4 Jan
Blue Beach Cottage - 5 Minute Walk to Private Beach!
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

Natura Treescape Resort

Natura Treescape Resort

10/10 Excellent
"Great stay as usual fantastic price pool could of been little warmer but awsome anway "
William 2-night trip
Posted 2 days ago
Natura Treescape Resort

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

Number of reviews
620
Accommodation
76 Cottages
Lowest Price
HK$1,334
Highest Price
HK$4,684

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between HK$1,334 and HK$4,684 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 76 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.

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