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Check prices for these dates

Next weekend
1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Cottages in Southwest Wisconsin

Little House in the Big Woods on the Prairie
Sit by the fire pit in a serene forest setting, surrounded by nature's beauty.

Little House in the Big Woods on the Prairie

10.0 out of 10, Exceptional, (84)
"What a wonderful spot for a weekend away. "
Little House in the Big Woods on the Prairie
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Enjoy cooking in this well-equipped kitchen with a sink and granite countertop.

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

10.0 out of 10, Exceptional, (3)
"Well equipped and very comfortable!"
The price is NZ$721
includes taxes & fees
6 Aug - 7 Aug
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
Enjoy cooking in this well-equipped kitchen with a central island, microwave, stove, and refrigerator. Dine at the table with four chairs.

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

9.6 out of 10, Exceptional, (40)
"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!
Cottage on the river
Relax in a serene outdoor space with comfortable sofas and a table.

Cottage on the river

9.6 out of 10, Exceptional, (57)
"Great place, as advertised. Perfect for a weekend getaway for 2!"
Cottage on the river
The Harwood House
Kitchen area with gas stove, microwave, and oven.

The Harwood House

10.0 out of 10, Exceptional, (65)
"A clean and well kept place to unwind in, with all of the attractions that the driftless area offers."
The Harwood House
Tiny House on the River
Situated in a lush landscape, this cabin offers a serene retreat surrounded by trees and shrubs.

Tiny House on the River

10.0 out of 10, Exceptional, (65)
"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 NZ$376
includes taxes & fees
23 July - 24 July
Tiny House on the River
Madison & ~UW~-Madison Area Lakefront Home
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, and microwave, as well as a granite countertop and sink.

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
Eischen Cottage 2 on Lake Delton
Enjoy water play structures, slides, and splash pads in this outdoor water park.

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
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Escape to a secluded lakeside cabin surrounded by a dense forest, offering serene views of the surrounding trees.

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

9.6 out of 10, Exceptional, (114)
"We thoroughly enjoyed the nature and trails, then relaxed in the hot tub and in front of the fireplace. We will be happy to return!"
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Relax in a serene outdoor space surrounded by nature, featuring a comfortable sofa and coffee table.

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

10.0 out of 10, Exceptional, (247)
"This was our second time in this house and both times our stay has been excellent. The house has a wonderful open layout with huge windows and cozy fireplace. We hope to stay again in the future."
The price is NZ$487
includes taxes & fees
7 Aug - 8 Aug
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
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

Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Charming 3-bedroom plus loft cottage on Lake Arrowhead and near Sand Valley!
Relax in this spacious living room with a large sofa, dining area, and sliding glass door to an outdoor space.

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

10.0 out of 10, Exceptional, (1)
"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!
Bird House on Wisconsin River
Surrounded by lush greenery, this charming house features a cozy front porch with a wooden railing and a decorative lattice design.

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 Nekoosa Home with Lake access
Relax on the enclosed porch with a sofa, table, and lantern, surrounded by large windows offering views of the surrounding landscape.

Charming Nekoosa Home with Lake access

10.0 out of 10, Exceptional, (4)
"Great spot to stay with friends close to sand valley. Plenty of space for our group and a very nice set up. "
The price is NZ$860
includes taxes & fees
12 Aug - 13 Aug
Charming Nekoosa Home with Lake access
Nord Haus on Dell Creek Channel
Escape to a secluded cabin nestled among the trees, offering a tranquil retreat with an entrance and expansive views.

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
Serene Cottage with view of Green Lake
Relax in the open-plan living area with a sofa, flat-screen TV, and large window offering a view of the outdoors.

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
Charming 2 bedroom 1 bath cottage in Wisconsin Dells
Enjoy cooking in this kitchen with a large island, bar stools, and stainless steel appliances.

Charming 2 bedroom 1 bath cottage in Wisconsin Dells

10.0 out of 10, Exceptional, (1)
"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
Relax and socialize by the pool, surrounded by comfortable seating and a variety of recreational activities.

Christmas Mountain Village™ - Wisconsin Dells - 2 Bedroom Cottage

10.0 out of 10, Exceptional, (3)
"Relaxing comfortable vacation"
Christmas Mountain Village™ - Wisconsin Dells - 2 Bedroom Cottage
Charming Cottage - park and walk to town for its FUN!
Guests can enjoy a fun water activity on a unicorn-shaped float in a serene natural setting.

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

10.0 out of 10, Exceptional, (149)
"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!
Christmas Mountain Village, Wisconsin Dells, 2 Bedroom Cottage
Relax by the pool, where a clear pool and seating areas invite you to unwind.

Christmas Mountain Village, Wisconsin Dells, 2 Bedroom Cottage

8.8 out of 10, Excellent, (6)
"We loved the cabin! Great price, great size! Nice little ski slopes, good for us less experienced skiers. This location is part of a timeshare location, which initially I was afraid of, but it was very low pressure, and we ended up with free rentals for sitting through a brief presentation. Overall a great getaway."
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

Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

10/10 Excellent
"Great vacation spot"
Dennis 3-night trip
Posted 17 hours ago
Great Wolf Lodge Wisconsin Dells

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between NZ$376 and NZ$860 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 128 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.