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

Search Southwest Wisconsin Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Southwest Wisconsin cottages

Smart TV

1. RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (46 reviews)
"Cute property nicely located overlooking a beautiful marsh and river! Definitely recommend. Great value. Perfect for a couple. Recommended to host that window coverings be placed over picture window and patio door as well for privacy and security on riverside."
United States
Victoria J.
The price is £190
includes taxes & fees
21 Sept - 22 Sept
RiverFront Cottage>Private Pier>Firepit & Wildlife
Exterior

2. Tiny House on the River

Tiny House on the River
Black River Falls
10.0 out of 10, Exceptional, (109 reviews)
"We loved staying at Tiny! We had everything we needed for a fun weekend away. There great communication from the hosts and they even left booklets about things to do in the area. Would definitely recommend!"
United States
Taylor V.
The price is £183
includes taxes & fees
22 Sept - 23 Sept
Tiny House on the River
Exterior

3. 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, (42 reviews)
"Very clean property and nice stay. "
United States
Arthur A.
The price is £282
includes taxes & fees
21 Sept - 22 Sept
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Exterior

4. A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.8 out of 10, Exceptional, (137 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 £188
includes taxes & fees
27 Sept - 28 Sept
A Comfy Cozy Cottage on Clowney
House (3 Bedrooms) | Interior

5. 'rome-in Retreat' at Petenwell Lake

'rome-in Retreat' at Petenwell Lake
3.0 star property
Nekoosa
The price is £387
includes taxes & fees
21 Sept - 22 Sept
'rome-in Retreat' at Petenwell Lake
Exterior

6. Walleye Waters Cottage

Walleye Waters Cottage
Briggsville
9.6 out of 10, Exceptional, (22 reviews)
"We had a great stay! Host was very responsive. "
United States
Tracy J.
The price is £190
includes taxes & fees
20 Oct - 21 Oct
Walleye Waters Cottage
Terrace/patio

7. Tranquil 2 Bedroom Getaway on Private Lake

Tranquil 2 Bedroom Getaway on Private Lake
Montello
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful cabin in a beautiful area. We will be staying here again!"
United States
John D.
The price is £286
includes taxes & fees
8 Oct - 9 Oct
Tranquil 2 Bedroom Getaway on Private Lake
Outdoor dining

8. Cottage Retreat on Beautiful Lake

Cottage Retreat on Beautiful Lake
Plainfield
10.0 out of 10, Exceptional, (11 reviews)
"Had a great stay. Home is very accommodating and comfortable with all amenities. Beautiful sunrises too!"
United States
Dawn F.
The price is £288
includes taxes & fees
11 Oct - 12 Oct
Cottage Retreat on Beautiful Lake
Terrace/patio

9. Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells

Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
New Lisbon
10.0 out of 10, Exceptional, (4 reviews)
"Our group of 8 loved this property. We had plenty of room to play board games, cook, and spend time at the lake. Everything you can think of needing in a kitchen is provided! Which was perfect since our group spent lots of time cooking. We also had plenty of fun playing pool! I would stay here again!"
United States
Brianna C.
The price is £594
includes taxes & fees
22 Sept - 23 Sept
Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
Exterior

10. 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, (5 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 £336
includes taxes & fees
4 Oct - 5 Oct
Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells
Exterior

11. Full-Rec Lake • Fireplace • EV Charger • Sleeps 8

Full-Rec Lake • Fireplace • EV Charger • Sleeps 8
Westfield
Full-Rec Lake • Fireplace • EV Charger • Sleeps 8
House (3 Bedrooms) | Interior

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

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
2.0 star property
Arkdale
The price is £216
includes taxes & fees
21 Sept - 22 Sept
Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
House (3 Bedrooms) | Interior

13. 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 £457
includes taxes & fees
23 Sept - 24 Sept
Spacious Edgerton Home w/ Private Beach & Views!
Exterior

14. Cozy1 -bedroom cottage with AC in charming Marquette. 1 blk to public boat ramp

Cozy1 -bedroom cottage with AC in charming Marquette. 1 blk to public boat ramp
Marquette
10.0 out of 10, Exceptional, (3 reviews)
"Cute charming, vintage cottage. Perfect for a pet friendly stay"
United States
Alexis Q.
The price is £95
includes taxes & fees
21 Sept - 22 Sept
Cozy1 -bedroom cottage with AC in charming Marquette. 1 blk to public boat ramp
Terrace/patio

15. Scenic riverfront cottage with boat landing and docks.

Scenic riverfront cottage with boat landing and docks.
Nekoosa
10.0 out of 10, Exceptional, (13 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.
The price is £216
includes taxes & fees
21 Sept - 22 Sept
Scenic riverfront cottage with boat landing and docks.
Exterior

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

The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
Hanover
9.8 out of 10, Exceptional, (28 reviews)
"We had a great stay! Needed a good spot near galina for a wedding and the house was perfect. Travis was very accommodating with our check in needs and made the whole things very easy. Highly recommend!"
United States
Rose K.
The price is £143
includes taxes & fees
21 Sept - 22 Sept
The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
Exterior

17. Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly

Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
The Galena Territory
10.0 out of 10, Exceptional, (25 reviews)
"Very comfortable & clean. We enjoyed our stay. "
United States
Iris O.
The price is £240
includes taxes & fees
21 Sept - 22 Sept
Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
Exterior

18. Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.8 out of 10, Exceptional, (26 reviews)
"We really enjoyed our stay here! The house was very comfortable and clean. A short walk from the beach. I hope to go back when the water is warm enough to swim in. Host was quick to respond to any questions I had during my stay."
United States
Terra D.
The price is £381
includes taxes & fees
21 Sept - 22 Sept
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Outdoor dining

19. 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, (27 reviews)
"Very nice relaxing spot on the water! "
United States
Paige W.
The price is £374
includes taxes & fees
1 Oct - 2 Oct
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Exterior

20. Indiglo Cottage on Pine River

Indiglo Cottage on Pine River
Poy Sippi
9.2 out of 10, Wonderful, (33 reviews)
"It was a very beautiful stay "
United States
David M.
The price is £196
includes taxes & fees
21 Oct - 22 Oct
Indiglo Cottage on Pine River
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

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"."
Randal 1-night trip
Posted less than an hour ago
Best Western Plus InnTowner Madison

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

Number of reviews
574
Accommodation
58 Cottages
Lowest Price
£95
Highest Price
£594

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between £95 and £594 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 58 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.

Explore a world of travel with Expedia