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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Little House in the Big Woods on the Prairie
Property grounds

Little House in the Big Woods on the Prairie

10.0 out of 10, Exceptional, (87)
"Great, simple, back to nature experience with everything we needed."
Little House in the Big Woods on the Prairie
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Fridge, microwave, oven, stovetop

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

10.0 out of 10, Exceptional, (5)
The price is HK$981
HK$2,732 total
includes taxes & fees
2 Sept - 3 Sept
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
A Comfy Cozy Cottage on Clowney
Outdoor dining

A Comfy Cozy Cottage on Clowney

9.8 out of 10, Exceptional, (104)
"Was a wonderful place to stay"
The price is HK$1,060
HK$1,631 total
includes taxes & fees
11 Aug - 12 Aug
A Comfy Cozy Cottage on Clowney
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
Fridge, microwave, stovetop, coffee/tea maker

Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!

9.6 out of 10, Exceptional, (42)
"Very comfortable cabins Good distance from townNice driveRelaxing hot tubBrian, the just was very attentive to our needs "
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
Unique! A renovated old railroad depot turned into a cozy cottage.
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (117)
"This is a cozy, delightful little spot in the middle of Wisconsin. We had a nice 3 day stay with no issues at all. The Depot was always nice and warm and welcoming. "
Unique! A renovated old railroad depot turned into a cozy cottage.
The Harwood House
Fridge, microwave, oven, stovetop

The Harwood House

10.0 out of 10, Exceptional, (67)
"Lovely little cottage in Prairie du Chien...clean, comvy and just right for the 3 of us."
The Harwood House
Tiny House on the River
Exterior

Tiny House on the River

10.0 out of 10, Exceptional, (67)
"Tom and Verona were great hosts. They answered all of the questions I had and made the check-in process seamless. The cabin was beautiful, clean and cozy, and sat right on the river."
The price is HK$1,177
HK$1,961 total
includes taxes & fees
18 Aug - 19 Aug
Tiny House on the River
Madison & ~UW~-Madison Area Lakefront Home
Fridge, microwave, oven, stovetop

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (193)
"Enjoyed the stay — great access to nature and got a beautiful sunset!!"
Madison & ~UW~-Madison Area Lakefront Home
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Property grounds

Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

10.0 out of 10, Exceptional, (248)
"The owner was very easy to work with, the property was great, and the location as private and beautiful! I will definitely book this place again! "
The price is HK$1,519
HK$2,075 total
includes taxes & fees
7 Aug - 8 Aug
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Exterior

Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!

9.6 out of 10, Exceptional, (117)
"Very private getaway, wonderful weekend stay"
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Eischen Cottage 2 on Lake Delton
Children’s area

Eischen Cottage 2 on Lake Delton

9.4 out of 10, Exceptional, (16)
"This was the perfect setup for my wife and I and our 4 children. The fact we got to live the cabin life within a few minutes of all the main Dells attractions was wonderful. We really enjoyed using the kayak, rowboat and fire pit that were on site. We caught lots of fish right off the dock including sunfish, perch, small and large mouth bass. The kids played in the sandy beach and we loved playing board games and eating meals on the big wrap around deck. We would rent this cabin again."
Eischen Cottage 2 on Lake Delton
Charming 3-bedroom plus loft cottage on Lake Arrowhead and near Sand Valley!
Living area

Charming 3-bedroom plus loft cottage on Lake Arrowhead and near Sand Valley!

10.0 out of 10, Exceptional, (2)
"Great place for family retreat. Could not have any better lake access. Awesome waterway to enjoy. Would stay again. Bryan"
Charming 3-bedroom plus loft cottage on Lake Arrowhead and near Sand Valley!
Charming Nekoosa Home with Lake access
Smart TV, fireplace

Charming Nekoosa Home with Lake access

10.0 out of 10, Exceptional, (5)
"Christie was great to work with and she promised us a 5-star experience and delivered. The location of the property is in a nice, wooded area near a lake and close to shopping, golf and restaurants. The house is new and very well appointed. The beds are very comfortable, and linens/towels are top notch. The bathrooms are definitely 5-star as my wife loved the mirrors that light up. The extras we appreciated were a Keurig coffee maker (with decaf coffee), an outdoor grill and gas firepit. ...
The price is HK$1,491
HK$3,822 total
includes taxes & fees
2 Sept - 3 Sept
Charming Nekoosa Home with Lake access
Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Outdoor dining

Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen

10.0 out of 10, Exceptional, (1)
"What a cozy place to spend a few days. Loved sitting on the front porch and in the three-season room. It was close to the Grandad Bluff which we went to everyday."
Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Sunny Lane Cottage - Walk to Castle Rock Lake!
Terrace/patio

Sunny Lane Cottage - Walk to Castle Rock Lake!

10.0 out of 10, Exceptional, (43)
"Joni’s rental was clean and supported our needs perfectly. "
Sunny Lane Cottage - Walk to Castle Rock Lake!
Nord Haus on Dell Creek Channel
Exterior

Nord Haus on Dell Creek Channel

9.6 out of 10, Exceptional, (39)
"This place was great for our quick weekend getaway. The location is perfect if you like to be near all of the main attractions."
Nord Haus on Dell Creek Channel
Bird House on Wisconsin River
Exterior

Bird House on Wisconsin River

9.6 out of 10, Exceptional, (55)
"A very lovely cabin with a beautiful beachfront view of the Wisconsin River."
Bird House on Wisconsin River
Charming 2 bedroom 1 bath cottage in Wisconsin Dells
Fridge, microwave, oven, stovetop

Charming 2 bedroom 1 bath cottage in Wisconsin Dells

9.0 out of 10, Wonderful, (2)
"This adorable home was perfect for our family of 5. Loved that it was quiet & peaceful but still close to everything! "
Charming 2 bedroom 1 bath cottage in Wisconsin Dells
Serene Cottage with view of Green Lake
Smart TV, fireplace, books

Serene Cottage with view of Green Lake

10.0 out of 10, Exceptional, (40)
"Very nice and peaceful and comfortable place had a great time with everyone in the house together would highly recommend this rental "
Serene Cottage with view of Green Lake
Christmas Mountain Village™ - Wisconsin Dells - 2 Bedroom Cottage
A heated pool

Christmas Mountain Village™ - Wisconsin Dells - 2 Bedroom Cottage

10.0 out of 10, Exceptional, (3)
Christmas Mountain Village™ - Wisconsin Dells - 2 Bedroom Cottage
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
"Nothing"
Alyssa 1-night trip
Posted 1 day 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 HK$981 and HK$1,519 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 121 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.