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

Book a Southwest Wisconsin Cottage

  • 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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Southwest Wisconsin cottages

A log cabin with a large windowed front, a visible bed, and a staircase leading to a deck.

1. Tiny House on the River

Tiny House on the River
Black River Falls
10.0 out of 10, Exceptional, (110 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 NZ$423
includes taxes & fees
7 Oct - 8 Oct
Tiny House on the River
A living room with a sofa, two armchairs, a coffee table, and a large window with a view of trees.

2. 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 NZ$423
includes taxes & fees
5 Oct - 6 Oct
RiverFront Cottage>Private Pier>Firepit & Wildlife
A rustic building with a stone chimney, wooden siding, and a small porch.

3. A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.8 out of 10, Exceptional, (138 reviews)
"The cottage was very quaint and comfortable. Great location for exploring downtown Mineral Point on foot. Had a fun stay."
United States
Rick C.
The price is NZ$435
includes taxes & fees
4 Oct - 5 Oct
A Comfy Cozy Cottage on Clowney
A small, single-story house with a front porch, a garage, and a covered porch area.

4. Walleye Waters Cottage

Walleye Waters Cottage
Briggsville
9.6 out of 10, Exceptional, (22 reviews)
"The property is quiet, clean with a wonderful relaxing outdoor area."
United States
Tonya S.
The price is NZ$443
includes taxes & fees
4 Oct - 5 Oct
Walleye Waters Cottage
Exterior

5. Cottage & Den on a Working WI Wedding Venue

Cottage & Den on a Working WI Wedding Venue
Sparta
The price is NZ$423
includes taxes & fees
3 Oct - 4 Oct
Cottage & Den on a Working WI Wedding Venue
A lakeside cabin area with a dock, kayaks, and a small boat.

6. Cozy Lakefront • Hot Tub • Fireplace • Sleeps 6

Cozy Lakefront • Hot Tub • Fireplace • Sleeps 6
Wild Rose
10.0 out of 10, Exceptional, (29 reviews)
"The place was very cozy, clean and well stocked wit kitchen essentials — Loved the set up coffee bar!"
United States
Lisa B.
The price is NZ$659
includes taxes & fees
4 Oct - 5 Oct
Cozy Lakefront • Hot Tub • Fireplace • Sleeps 6
A lakeside property with a dock, kayaks, and a wooden staircase leading to a house.

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

Full-Rec Lake • Fireplace • EV Charger • Sleeps 8
Westfield
The price is NZ$1,215
includes taxes & fees
6 Oct - 7 Oct
Full-Rec Lake • Fireplace • EV Charger • Sleeps 8
A deck with outdoor seating overlooking a lake, surrounded by trees.

8. 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 NZ$662
includes taxes & fees
8 Oct - 9 Oct
Tranquil 2 Bedroom Getaway on Private Lake
A deck with a table and chairs, overlooking a lake.

9. 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 NZ$646
includes taxes & fees
11 Oct - 12 Oct
Cottage Retreat on Beautiful Lake
A two-story house with a gabled roof, surrounded by tall pine trees.

10. 'rome-in Retreat' at Petenwell Lake

'rome-in Retreat' at Petenwell Lake
3.0 star property
Nekoosa
The price is NZ$920
includes taxes & fees
12 Oct - 13 Oct
'rome-in Retreat' at Petenwell Lake
A mobile home with a porch, surrounded by trees and grass.

11. 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 NZ$675
includes taxes & fees
3 Oct - 4 Oct
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
A lakeside cabin with a fire pit and outdoor seating.

12. 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 NZ$1,277
includes taxes & fees
5 Oct - 6 Oct
Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
A small, rustic cabin with a sloped roof, surrounded by tall trees and overgrown grass.

13. 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.
Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells
A wooden deck with a rocking chair and a hammock, overlooking a forested area.

14. Cozy A-frame w/HOT TUB, 5min walk to lake, King Bed, 30 min to Dells

Cozy A-frame w/HOT TUB, 5min walk to lake, King Bed, 30 min to Dells
Friendship
The price is NZ$1,056
includes taxes & fees
12 Oct - 13 Oct
Cozy A-frame w/HOT TUB, 5min walk to lake, King Bed, 30 min to Dells
A single-story mobile home with a well-maintained lawn, several small trees, and a clear sky.

15. 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 NZ$715
includes taxes & fees
3 Oct - 4 Oct
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
A wooden deck with two green chairs and a small table, surrounded by a wooden railing, overlooking a grassy area with trees and a clear sky.

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

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
2.0 star property
Arkdale
The price is NZ$513
includes taxes & fees
4 Oct - 5 Oct
Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
A brown building with a porch, a white door, and a window.

17. 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, (6 reviews)
The price is NZ$219
includes taxes & fees
12 Oct - 13 Oct
Cozy1 -bedroom cottage with AC in charming Marquette. 1 blk to public boat ramp
A deck with two chairs and a table, overlooking a grassy area with trees and a lake.

18. Scenic riverfront cottage with boat landing and docks.

Scenic riverfront cottage with boat landing and docks.
Nekoosa
10.0 out of 10, Exceptional, (14 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 NZ$474
includes taxes & fees
14 Oct - 15 Oct
Scenic riverfront cottage with boat landing and docks.
The exterior of a building with a sign reading "Diamond Jo Casino".

19. 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 NZ$336
includes taxes & fees
5 Oct - 6 Oct
The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

20. 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)
"Lovely place. Very clean and comfortable. Nicely appointed kitchen. Deck was private. Use of the Owner 's club was a nice bonus, especially since it was very hot during our stay. Highly recommend!"
United States
Whitnie C.
The price is NZ$595
includes taxes & fees
4 Oct - 5 Oct
Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Excellent hotel with excellent staff. We had a great experience here!"
Alexander 1-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

Number of reviews
523
Accommodation
57 Cottages
Lowest Price
NZ$219
Highest Price
NZ$1,277

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between NZ$219 and NZ$1,277 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 57 cottages to choose from. Select your travel dates, enter your destination and plan your next escape today.
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