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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Cottages in Southwest Wisconsin

A Comfy Cozy Cottage on Clowney
Outdoor dining

A Comfy Cozy Cottage on Clowney

9.6 out of 10, Exceptional, (106)
"Was a wonderful place to stay"
The price is ￥19,952
￥30,866 total
includes taxes & fees
Aug 26 - Aug 27
A Comfy Cozy Cottage on Clowney
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!
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, (43)
"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!
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, (89)
"Great, simple, back to nature experience with everything we needed."
Little House in the Big Woods on the Prairie
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
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.
Charming Cottage - park and walk to town for its FUN!
Beach nearby

Charming Cottage - park and walk to town for its FUN!

10.0 out of 10, Exceptional, (152)
"Beautiful big home close to town. All the comforts of home and very convenient to town."
Charming Cottage - park and walk to town for its FUN!
Madison & ~UW~-Madison Area Lakefront Home
Fridge, microwave, oven, stovetop

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (194)
"Enjoyed the stay — great access to nature and got a beautiful sunset!!"
Madison & ~UW~-Madison Area Lakefront Home
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
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, (249)
"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! "
Beautiful new contemporary home, quiet wooded lot minutes from Devils 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
Tiny House on the River
Exterior

Tiny House on the River

10.0 out of 10, Exceptional, (68)
"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 ￥21,947
￥36,331 total
includes taxes & fees
Aug 15 - Aug 16
Tiny House on the River
Dog Friendly Sand Valley Lake Camelot
Smart TV, fireplace

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 ￥32,606
￥77,886 total
includes taxes & fees
Sep 2 - Sep 3
Dog Friendly Sand Valley Lake Camelot
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
Cottage on Main
Smart TV

Cottage on Main

9.6 out of 10, Exceptional, (8)
"The cottage is very quaint and comfy. We definitely stay again."
Cottage on Main
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
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
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, (7)
The price is ￥20,749
￥54,372 total
includes taxes & fees
Sep 8 - Sep 9
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Cottage on the river
Terrace/patio

Cottage on the river

9.4 out of 10, Exceptional, (58)
"Extended weekend stay. Great location!"
Cottage on the 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.
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Top Southwest Wisconsin Hotel Reviews

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

10/10 Excellent
"All 10 of us adults and kids had such a great time. Every worker was so pleasant to be around. The Hotel Rome room was fantastic since I had 2 rooms and they adjoined each other. Price were pretty good for food and drinks. Had the rented table and umbrella - oh that was a big plus the extra money was worth the charge. Didn't like the parents that did not watch their children at night time like past midnight and kept setting oft the fire alarm. they thought it was so cute. It was not cute and the parents should of been ashamed of themselves letting these young 12 and 13 year olds out that late at night roaming the hotel and causing trouble. These boys had no concern for parents who had babies and all started crying after the alarm went off. The staff handled themselves better than I would have if I caught the boys. I THANK YOU MY FAMILY THANKS YOU FOR ALL THE WORKERS AT THE PARK AND HOTEL ROME. SEE YA NEXT YEAR. The old grandma. "
Marilyn 3-night trip
Posted 16 hours ago
Mt. Olympus Water & Theme Park Resort

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between ￥19,952 and ￥32,606 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.