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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 €184
includes taxes & fees
5 Jan - 6 Jan
Tiny House on the River
Interior
The Minor House - A Cozy Stay in Shullsburg

The Minor House - A Cozy Stay in Shullsburg

The Minor House - A Cozy Stay in Shullsburg
2.0 star property
Shullsburg
The price is €151
includes taxes & fees
4 Jan - 5 Jan
The Minor House - A Cozy Stay in Shullsburg
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (40)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is €185
includes taxes & fees
4 Jan - 5 Jan
RiverFront Cottage>Private Pier>Firepit & Wildlife
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 €136
includes taxes & fees
4 Jan - 5 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 €285
includes taxes & fees
4 Jan - 5 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 €279
includes taxes & fees
15 Jan - 16 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 €387
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 €217
includes taxes & fees
4 Jan - 5 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 €321
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 €209
includes taxes & fees
4 Jan - 5 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.
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Family Cottage, Park View | 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 €196
includes taxes & fees
14 Jan - 15 Jan
Big River Escape Parkside Bungalow
Exterior
Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Chain O' Lakes
9.0 out of 10, Wonderful, (22)
"The cottage is beautiful - cared for and furnished like a second home. The location is amazing, a large yard overlooking a serene lake. Although it feels like you're in the middle of the woods, it's an easy walk to food, drink and music."
United States
Susan A.
The price is €317
includes taxes & fees
5 Jan - 6 Jan
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
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 €261
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 €529
includes taxes & fees
4 Jan - 5 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

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

10/10 Excellent
"It was a great time "
DELILAH 2-night trip
Posted 15 hours ago
Mt. Olympus Water & Theme Park Resort

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

Number of reviews
620
Accommodation
76 Cottages
Lowest Price
€184
Highest Price
€529

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between €184 and €529 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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