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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Southwest Wisconsin cottages

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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 291
AED 772 total
includes taxes & fees
25 Mar - 26 Mar
RiverFront Cottage>Private Pier>Firepit & Wildlife
Exterior

Tiny House on the River

Tiny House on the River
Black River Falls
10.0 out of 10, Exceptional, (89 reviews)
"Fantastic stay! Lovely overnight visit."
United States
Tiffany D.
The price is AED 327
AED 642 total
includes taxes & fees
25 Mar - 26 Mar
Tiny House on the River
Exterior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (122 reviews)
"It was a very nice cottage. We enjoyed the stay! "
United States
james s.
The price is AED 612
AED 911 total
includes taxes & fees
25 Mar - 26 Mar
A Comfy Cozy Cottage on Clowney
Exterior

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Trempealeau
8.0 out of 10, Very Good, (5 reviews)
"We loved the cleanliness, location, quietness, and friendliness of the property manager. It was a great value for the money. We will stay again and we highly recommend!"
United States
Tracey H.
The price is AED 481
AED 628 total
includes taxes & fees
15 Apr - 16 Apr
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
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, (13 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 441
AED 1,254 total
includes taxes & fees
13 Apr - 14 Apr
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, (10 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 822 total
includes taxes & fees
25 Mar - 26 Mar
Walleye Waters Cottage
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
25 Mar - 26 Mar
The Minor House - A Cozy Stay in Shullsburg
Property grounds

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

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Milton
9.0 out of 10, Wonderful, (6 reviews)
"Had everything we needed. Great location!"
United States
Chad C.
The price is AED 264
AED 608 total
includes taxes & fees
31 Mar - 1 Apr
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior

Lakefront Couples Retreat | Hot Tub & Fireplace

Lakefront Couples Retreat | Hot Tub & Fireplace
Wild Rose
10.0 out of 10, Exceptional, (18 reviews)
"Great place! "
United States
Heather B.
Lakefront Couples Retreat | Hot Tub & Fireplace
Exterior

Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!

Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Lyndon Station
9.8 out of 10, Exceptional, (37 reviews)
"Very clean property and nice stay. "
United States
Arthur A.
The price is AED 612
AED 1,292 total
includes taxes & fees
31 Mar - 1 Apr
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Property grounds

Johnny`s Lucky 13 at Island Pointe

Johnny`s Lucky 13 at Island Pointe
Wisconsin Dells
The price is AED 435
AED 1,235 total
includes taxes & fees
25 Mar - 26 Mar
Johnny`s Lucky 13 at Island Pointe
Exterior

Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells

Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells
Friendship
10.0 out of 10, Exceptional, (2 reviews)
"Kathy’s house is just perfect - beautifully decorated, super cozy, and full of charm. Every detail feels intentional, from the comfy furniture to the stylish touches throughout. A peaceful, picture-perfect retreat you won’t want to leave!"
United States
Alexis L.
The price is AED 804
AED 1,533 total
includes taxes & fees
21 Apr - 22 Apr
Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells
Exterior

Studio cottage at Lake Road Campground, near the Majestic Mississippi River.

Studio cottage at Lake Road Campground, near the Majestic Mississippi River.
Trempealeau
9.8 out of 10, Exceptional, (6 reviews)
"Very clean and cute small cottage for 2"
United States
Lin N.
The price is AED 440
AED 582 total
includes taxes & fees
15 Apr - 16 Apr
Studio cottage at Lake Road Campground, near the Majestic Mississippi River.
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
29 Mar - 30 Mar
Big River Escape Parkside Bungalow
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 724
AED 1,868 total
includes taxes & fees
25 Mar - 26 Mar
Blue Beach Cottage - 5 Minute Walk to Private Beach!
House (4 Bedrooms) | Interior

1 Mi to Downtown Dubuque! Spacious Home

1 Mi to Downtown Dubuque! Spacious Home
3.0 star property
Dubuque
The price is AED 338
AED 1,372 total
includes taxes & fees
25 Mar - 26 Mar
1 Mi to Downtown Dubuque! Spacious Home
Exterior

The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun

The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
Hanover
10.0 out of 10, Exceptional, (18 reviews)
"Property was very clean and beautifully decorated. It was a perfect little getaway. We look forward to staying there again."
United States
Mike C.
The price is AED 551
AED 662 total
includes taxes & fees
31 Mar - 1 Apr
The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
Outdoor dining

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 reviews)
"Very nice relaxing spot on the water! "
United States
Paige W.
The price is AED 790
AED 1,734 total
includes taxes & fees
19 Apr - 20 Apr
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Terrace/patio

Scenic riverfront cottage with boat landing and docks.

Scenic riverfront cottage with boat landing and docks.
Nekoosa
10.0 out of 10, Exceptional, (1 review)
"The property was very clean. Everything was as described. We would definitely go back. It was awesome having the garage with extra wood and all kinds of other things to make the stay more enjoyable. "
United States
john s.
The price is AED 479
AED 1,006 total
includes taxes & fees
5 Apr - 6 Apr
Scenic riverfront cottage with boat landing and docks.
House (3 Bedrooms) | Interior

'the Fiveten Federal' - Downtown Galena Gem!

'the Fiveten Federal' - Downtown Galena Gem!
3.0 star property
Galena
The price is AED 444
AED 1,517 total
includes taxes & fees
30 Mar - 31 Mar
'the Fiveten Federal' - Downtown Galena Gem!
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
"Very helpful front desk staff. We drove down. No airport shuttle was needed. "
Rana 2-night trip
Posted 10 hours ago
The Madison Concourse Hotel and Governor's Club

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between AED 582 and AED 1,868 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.

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