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Compare 115 Cottages in Southwest Wisconsin with updated reviews, rates, and availability.

Tiny House on the River

10.0 out of 10, Exceptional, (56)
"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 AED 477
AED 818 total
includes taxes & fees
30 Mar - 31 Mar
Tiny House on the River

Nord Haus on Dell Creek Channel

9.6 out of 10, Exceptional, (38)
"Very nice property!"
Nord Haus on Dell Creek Channel

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

10.0 out of 10, Exceptional, (240)
"Daron's contemporary cabin in the woods was amazing. We were very close to Devil's Head Ski Resort and enjoyed a beautiful day of downhill skiing along with Cross Country skiing at Mirror Lake State Park. Everything was perfect!"
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (186)
"We had a wonderful weekend here with family. A beautiful place to stay with gorgeous views of the lake. The house was super clean and felt like home. We cannot wait to go back again! Jennifer was amazing!"
Madison & ~UW~-Madison Area Lakefront Home

Little House in the Big Woods on the Prairie

10.0 out of 10, Exceptional, (78)
"My stay was wonderful! I love the tiny house and the property -- so lovely to watch the sunset over the prairie and explore the trails on the property! The tiny house is so cozy and has every amenity. I loved the bedroom and the bed was super comfy. John was a great host. I highly recommend staying here and plan to be back again myself! "
Little House in the Big Woods on the Prairie

Christmas Mountain Village - Wisconsin Dells - 2 Bedroom Cottage

10.0 out of 10, Exceptional, (4)
"Is great location nice view and beautiful "
Christmas Mountain Village - Wisconsin Dells - 2 Bedroom Cottage

Peaceful Pines Overlooks Mirror Lake

9.4 out of 10, Exceptional, (39)
"My family and I booked this cabin to get away from the stressful everyday routine. We wanted a peaceful time with no worries. We really enjoyed our time here. It was a lot better than we expected. We plan to come back."
Peaceful Pines Overlooks Mirror Lake

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

9.8 out of 10, Exceptional, (37)
"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!

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

10.0 out of 10, Exceptional, (142)
"We have enjoyed staying at Back Pond Cottage several times, and it continues to provide a wonderful setting for our multi-generational family of ten to be together while enjoying the beauty of Green Lake. JoEllen's lovely home is very clean, comfortable and welcoming. The great room with a cozy fireplace and the deck with firepit are great for group gathering, yet there are spaces for quiet moments or games as well. The home is furnished with anything you might need for an enjoyable stay....
Charming Cottage - park and walk to town for its FUN!

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

Cottage on the river

9.4 out of 10, Exceptional, (50)
"Nice location. Cozy cabin."
Cottage on the river

Serene Cottage with view of Green Lake

10.0 out of 10, Exceptional, (36)
"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

The Harwood House

10.0 out of 10, Exceptional, (57)
"We recently stayed at this charming cottage and couldn't have been happier with our experience. The property was impeccably clean and offered a comfortable, quiet retreat. Our teens especially loved having their own beds and their loft room, which gave them their own space to relax. The location was perfect—close to all the attractions and amenities Prairie du Chien has to offer. We highly recommend this cottage for anyone seeking a peaceful and stylish place to call home while on vacation....
The Harwood House

Cozy Cabin with a Hot Tub!

9.6 out of 10, Exceptional, (22)
"Great place to stay. Plenty of space for our girls weekend. Clean and comfortable. Can't wait to stay again for our next trip "
Cozy Cabin with a Hot Tub!

Eischen Cottage 2 on Lake Delton

9.4 out of 10, Exceptional, (16)
"Cabin was on lake which had a beautiful view. It was large enough for the short time we were there. Bathrooms were nicely updated but rest of the cabin needs updates.We could not get any channels on the tv.You definitely pay for location and view."
Eischen Cottage 2 on Lake Delton

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

9.6 out of 10, Exceptional, (112)
"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!

Riverfront Home w/ Private Dock in Wisconsin Dells

3.0 star property
Riverfront Home w/ Private Dock in Wisconsin Dells

Vintage Cottage on Lake Delton

9.4 out of 10, Exceptional, (60)
"Everything was as described...very nice acommodations...enjoyed our visit very much! Would highly recommend !"
Vintage Cottage on Lake Delton

Bird House on Wisconsin River

9.6 out of 10, Exceptional, (54)
"perfect for our needs."
Bird House on Wisconsin River

Sunny Lane Cottage - Walk to Castle Rock Lake!

10.0 out of 10, Exceptional, (39)
"Joni has made the details of the stay a breeze. She is an organized communicator. The home is clean and well stocked. Loved the pillow selection! The quiet mornings on the deck with our coffee was amazing. We couldn’t have asked for a better girls get away retreat! "
Sunny Lane Cottage - Walk to Castle Rock Lake!
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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Other property types in Southwest Wisconsin

The Dylin

4.0 star property
9.6 out of 10, Exceptional, (27)
"Everything was very nice, clean and well decorated. The bed was extremely comfortable as well and I'm a harsh critic. There was a hiccup with parking upon check-in, but the online chat system was easy and got a quick response. "
The price is AED 357
AED 413 total
includes taxes & fees
30 Mar - 31 Mar
The Dylin

Bluegreen Vacations Odyssey Dells Resort

3.5 star property
9.4 out of 10, Exceptional, (103)
"I loved the 2 bedroom 2 bathroom!!! I was pleasantly surprised. The only downfall is I wish the path to the indoor waterpark was more clearly marked. We ended up walking outside because it was so confusing and we were tired of being lost. The rest of the stay was Awesome!!"
Bluegreen Vacations Odyssey Dells Resort

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (949)
"If your Ever in Wisconson this is where you want to stay ! You be very comfortable with your stay ! Also it’s family friendly "
Tamarack Wisconsin Dells a Ramada by Wyndham
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.

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between AED 477 and AED 477 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 115 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.
How can I find cheap cottages in Southwest Wisconsin?
With Expedia’s helpful filter tool, booking cheap cottages in Southwest Wisconsin has never been easier. To discover properties that’ll make your bank balance smile, refine your search results by star rating, budget and amenities.