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Cottages in Southwest Wisconsin

Little House in the Big Woods on the Prairie
Terrace/patio

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
Terrace/patio

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

10.0 out of 10, Exceptional, (5)
The price is ￥18,365
￥51,140 total
includes taxes & fees
Sep 1 - Sep 2
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
A Comfy Cozy Cottage on Clowney
Exterior

A Comfy Cozy Cottage on Clowney

9.8 out of 10, Exceptional, (104)
"Was a wonderful place to stay"
The price is ￥19,834
￥30,684 total
includes taxes & fees
Aug 12 - Aug 13
A Comfy Cozy Cottage on Clowney
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
Exterior

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.
Exterior

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 ￥22,038
￥36,529 total
includes taxes & fees
Sep 4 - Sep 5
Tiny House on the River
Madison & ~UW~-Madison Area Lakefront Home
Terrace/patio

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
Exterior

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 ￥28,429
￥38,828 total
includes taxes & fees
Aug 7 - Aug 8
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
Exterior

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!
Property grounds

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!
Dog Friendly Sand Valley Lake Camelot
Terrace/patio

Dog Friendly Sand Valley Lake Camelot

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 ￥25,058
￥67,925 total
includes taxes & fees
Aug 25 - Aug 26
Dog Friendly Sand Valley Lake Camelot
Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Exterior

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!
Exterior

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
Exterior

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
Terrace/patio

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
Exterior

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

Days Inn & Suites by Wyndham Wisconsin Dells

Days Inn & Suites by Wyndham Wisconsin Dells

10/10 Excellent
"Great spot, walkable to downtown and close to many attractions."
Mario 1-night trip
Posted 21 hours ago
Days Inn & Suites by Wyndham Wisconsin Dells

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between ￥18,365 and ￥28,429 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 131 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.