Search Cottages in Southwest Wisconsin

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Southwest Wisconsin cottages

Exterior

Tiny House on the River

Tiny House on the River
Black River Falls
10.0 out of 10, Exceptional, (84 reviews)
"Fantastic stay! Lovely overnight visit."
United States
Tiffany D.
The price is AED 446
AED 779 total
includes taxes & fees
9 Feb - 10 Feb
Tiny House on the River
Smart TV

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (40 reviews)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is AED 295
AED 776 total
includes taxes & fees
8 Feb - 9 Feb
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!
Milton
9.6 out of 10, Exceptional, (5 reviews)
"This house was exactly what we were looking for. It was secluded from the hustle and bustle of everyday life. Yet, close enough to the city if you wanted to dip back in at any time. Would absolutely stay again. "
United States
Anonymous traveler
The price is AED 255
AED 598 total
includes taxes & fees
8 Feb - 9 Feb
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior

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 reviews)
"The cottage was very nice and comfortable. "
United States
Jennifer J.
The price is AED 555
AED 1,556 total
includes taxes & fees
18 Feb - 19 Feb
Lake Camelot | Lakefront | 10 Min to Sand Valley | Snowshoes | Discounted Rates
Living area

The Minor House - A Cozy Stay in Shullsburg

The Minor House - A Cozy Stay in Shullsburg
Shullsburg
The price is AED 338
AED 628 total
includes taxes & fees
8 Feb - 9 Feb
The Minor House - A Cozy Stay in Shullsburg
Exterior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (121 reviews)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is AED 612
AED 911 total
includes taxes & fees
8 Feb - 9 Feb
A Comfy Cozy Cottage on Clowney
Exterior

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, (11 reviews)
"I really enjoyed staying at The Tin Fox. Peaceful location with a great view of the stars."
United States
Treveon M.
The price is AED 588
AED 1,441 total
includes taxes & fees
8 Mar - 9 Mar
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior

Walleye Waters Cottage

Walleye Waters Cottage
Briggsville
9.6 out of 10, Exceptional, (9 reviews)
"Everything was clean and the stress was very cute. Only a short drive to the dells"
United States
Sarah C.
The price is AED 365
AED 838 total
includes taxes & fees
8 Feb - 9 Feb
Walleye Waters Cottage
House (2 Bedrooms) | Front of property

Walk to Main St Fond du Lac: Retreat w/ Yard

Walk to Main St Fond du Lac: Retreat w/ Yard
3.0 star property
Fond du Lac
9.0 out of 10, Wonderful, (2 reviews)
"The rooms were clean and arranged as advertised. The house was secure. We would stay here again!"
United States
Kevin
The price is AED 316
AED 766 total
includes taxes & fees
1 Mar - 2 Mar
Walk to Main St Fond du Lac: Retreat w/ Yard
Front of property

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is AED 757
AED 845 total
includes taxes & fees
8 Feb - 9 Feb
Big River Escape Parkside Bungalow
Exterior

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 reviews)
"Very comfortable & clean. We enjoyed our stay. "
United States
Iris O.
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!
Delavan
9.6 out of 10, Exceptional, (17 reviews)
"Highly recommend! The place was very clean and the host was responsive and helpful. "
United States
Marianne Y.
The price is AED 1,000
AED 2,227 total
includes taxes & fees
8 Feb - 9 Feb
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Terrace/patio

Scenic riverfront cottage with boat landing and docks.

Scenic riverfront cottage with boat landing and docks.
Nekoosa
The price is AED 430
AED 949 total
includes taxes & fees
9 Feb - 10 Feb
Scenic riverfront cottage with boat landing and docks.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Wisconsin Hotel Reviews

Super 8 by Wyndham Wisconsin Dells

Super 8 by Wyndham Wisconsin Dells

10/10 Excellent
"Yes"
Karlin 1-night trip
Posted 2 days ago
Super 8 by Wyndham Wisconsin Dells

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between AED 598 and AED 2,227 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 vacay 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.