A lake surrounded by lush green hills and a rocky cliff.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Southwest Wisconsin cottages

Smart TV

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (42 reviews)
"Bad storms while there. Tried reaching out about tv not working. (Wouldve been nice) No success. Rest of stay was good. All that aside. I think this wouldve been and is an enjoyable property "
United States
Brad
The price is AED 575
AED 1,114 total
includes taxes & fees
13 Jul - 14 Jul
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, (96 reviews)
"Thank you so much for the stay!…Ich Liebe Tiny!"
United States
Anne W.
The price is AED 533
AED 905 total
includes taxes & fees
29 Jul - 30 Jul
Tiny House on the River
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, (7 reviews)
"Very clean and cute small cottage for 2"
United States
Lin N.
The price is AED 440
AED 568 total
includes taxes & fees
1 Jul - 2 Jul
Studio cottage at Lake Road Campground, near the Majestic Mississippi River.
Exterior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (128 reviews)
"An beautiful home with an interesting history right by the lovely downtown. We thoroughly enjoyed our stay, as we felt welcome and comfortable."
United States
Tashia N.
The price is AED 612
AED 907 total
includes taxes & fees
5 Jul - 6 Jul
A Comfy Cozy Cottage on Clowney
Exterior

Walleye Waters Cottage

Walleye Waters Cottage
Briggsville
9.8 out of 10, Exceptional, (15 reviews)
"We had a great stay! Host was very responsive. "
United States
Tracy J.
The price is AED 504
AED 1,107 total
includes taxes & fees
6 Jul - 7 Jul
Walleye Waters Cottage
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, (38 reviews)
"Very clean property and nice stay. "
United States
Arthur A.
The price is AED 777
AED 1,490 total
includes taxes & fees
1 Jul - 2 Jul
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
House (3 Bedrooms) | Interior

Sand Valley Golf Home w/ Association Pool

Sand Valley Golf Home w/ Association Pool
3.0 star property
Nekoosa
The price is AED 680
AED 1,664 total
includes taxes & fees
5 Jul - 6 Jul
Sand Valley Golf Home w/ Association Pool
Terrace/patio

Cottage House on Little Hills Lake; Beach, Pier, Kayaks, Paddleboards & more

Cottage House on Little Hills Lake; Beach, Pier, Kayaks, Paddleboards & more
Wautoma
9.6 out of 10, Exceptional, (23 reviews)
"Our family really enjoyed our stay. It’s on a smaller lake, which was perfect for us. "
United States
Julie W.
Cottage House on Little Hills Lake; Beach, Pier, Kayaks, Paddleboards & more
Outdoor dining

Johnny`s Lucky 13 at Island Pointe

Johnny`s Lucky 13 at Island Pointe
Wisconsin Dells
10.0 out of 10, Exceptional, (1 review)
"Everything was lovely"
United States
Robin B.
The price is AED 785
AED 1,706 total
includes taxes & fees
6 Jul - 7 Jul
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, (3 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 1,264
AED 2,116 total
includes taxes & fees
26 Jul - 27 Jul
Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells
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, (15 reviews)
"I really enjoyed staying at The Tin Fox. Peaceful location with a great view of the stars."
United States
Treveon M.
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Outdoor dining

Cozy Lakefront Retreat | Sauna, Hot Tub & Ski

Cozy Lakefront Retreat | Sauna, Hot Tub & Ski
Wild Rose
The price is AED 1,653
AED 3,232 total
includes taxes & fees
28 Jul - 29 Jul
Cozy Lakefront Retreat | Sauna, Hot Tub & Ski
Exterior

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

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Trempealeau
8.4 out of 10, Very Good, (6 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 612 total
includes taxes & fees
1 Jul - 2 Jul
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
House (3 Bedrooms) | Interior

12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12 Mi to Castle Rock Lake: Serene New Lisbon Home!
3.0 star property
New Lisbon
The price is AED 665
AED 1,479 total
includes taxes & fees
2 Jul - 3 Jul
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
House (3 Bedrooms) | Interior

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
2.0 star property
Arkdale
The price is AED 507
AED 1,061 total
includes taxes & fees
12 Jul - 13 Jul
Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
House (3 Bedrooms) | Interior

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,535
AED 2,663 total
includes taxes & fees
5 Jul - 6 Jul
Spacious Edgerton Home w/ Private Beach & Views!
House (6 Bedrooms) | Interior

Massive Hatfield 'loon Lodge' w/ Roller Rink

Massive Hatfield 'loon Lodge' w/ Roller Rink
3.0 star property
Merrillan
The price is AED 3,677
AED 5,538 total
includes taxes & fees
29 Jul - 30 Jul
Massive Hatfield 'loon Lodge' w/ Roller Rink
Front of property

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is AED 715
AED 798 total
includes taxes & fees
8 Jul - 9 Jul
Big River Escape Parkside Bungalow
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, (4 reviews)
"We had a wonderfully weekend here. This rental has everything you need and more. Would stay again if ever in the area."
United States
Steve T.
Scenic riverfront cottage with boat landing and docks.
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, (22 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
1 Jul - 2 Jul
The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
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

Dellshire Resort

Dellshire Resort

10/10 Excellent
"Room was perfect. Restaurant excellent. Stay for one night, older couple traveling through area. There were several families, but that was not a problem. We did not use pool or hot tub. We would stay again."
Linda 1-night trip
Posted less than an hour ago
Dellshire Resort

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between AED 798 and AED 5,538 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 88 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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