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Compare 93 Cottages in Southwest Wisconsin with updated reviews, rates, and availability.

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!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (185)
"The property was wonderfully located with a beautiful view. It was also exceptionally clean and very well renovated. There were a few nice local restaurants/bars which made the stay even nicer. The only item was when I was told that we parked in the wrong place I responded and indicated the home was wonderful. I never heard back - just kind of seemed weird. I like having a personable connection with the owner but didn't necesarily feel that way here. But still a wonderful stay!"
Madison & ~UW~-Madison Area Lakefront Home

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

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

10.0 out of 10, Exceptional, (238)
"Much needed peaceful weekend in a wooded setting. Perfect place to unwind and enjoy nature. Great location! Very close to Devils lake and hiking "
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

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

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

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

Christmas Mountain Village - 2 Bedroom Cottage

10.0 out of 10, Exceptional, (1)
Christmas Mountain Village - 2 Bedroom Cottage

Nord Haus on Dell Creek Channel Buy 2 get 1 Free

9.6 out of 10, Exceptional, (37)
"Really enjoyed the cabin, watched Bald Eagles build a nest and the cute otter that came up on the front porch."
Nord Haus on Dell Creek Channel Buy 2 get 1 Free

Vintage Cottage on Lake Delton Buy 2 get 1 Free

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 Buy 2 get 1 Free

Cottage near Devils lake and Wisconsin Dells

10.0 out of 10, Exceptional, (21)
"Thank you!"
Cottage near Devils lake and Wisconsin Dells

Peaceful Pines Overlooks Mirror Lake Buy 2 get 1 Free

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 Buy 2 get 1 Free

Modern Cottage on Green Lake -- four seasons of fun!

10.0 out of 10, Exceptional, (12)
"We thoroughly enjoyed our stay at this charming lake house. The location was walking distance to 3 family homes located on the same street so we could effortlessly go back and forth. The kitchen was equipped well, the appliances updated. Beds were very comfortable, bathrooms very nice. Only very small negative - we could not find an ironing board and owner did not reply to our text (we did not try calling). Would love to book in the summer, if available. "
Modern Cottage on Green Lake -- four seasons of fun!

5 Star Charming Cottage - top amenities, steps from town. Book your stay today!

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....
5 Star Charming Cottage - top amenities, steps from town. Book your stay today!

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

Bird House on Wisconsin River

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

Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking

9.0 out of 10, Wonderful, (4)
"Cottage is cute and comfy. Bed was great, kitchen and bath very nice. Lots on tv if you're stuck in. Walk to lots of restaurants, bars and the Saturday farmer's market. Had a lovely time."
Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking

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!

Large Home w/ Indoor Basketball Court + Game Room!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Every year our family picks a new destination to spend a few days together after Christmas. This year we picked Wisconsin Dells. When I came across this home, I never imagined how absolutely perfect it would be! So roomy and clean, the basket ball and game area was so fun! Great location! Very safe neighborhood. Was welcomed with a care basket of local goodies. Mary is a great communicator. She answered all my questions promptly. Highly recommend this home! You won’t be disappointed!"
Large Home w/ Indoor Basketball Court + Game Room!

New Modern Cabin on 2 Acres with Water Views

10.0 out of 10, Exceptional, (8)
"Beautiful, new construction home. Had everything we wanted and needed. Everything was hotel quality. Great communication with hosts."
New Modern Cabin on 2 Acres with Water Views
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

Bluegreen Vacations Odyssey Dells Resort

3.5 star property
9.2 out of 10, Wonderful, (96)
"Walkway to Mt Olympus was very handy in the winter. There was no large gathering room to use. Had to ask for certain appliances for the unit. Unit was clean."
Bluegreen Vacations Odyssey Dells Resort

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (946)
"Great"
Tamarack Wisconsin Dells a Ramada by Wyndham

The Dylin by Locale

4.0 star property
10.0 out of 10, Exceptional, (4)
"I absolutely loved my stay at The Dylin! It’s tucked away in a quiet area, which made for a restful night’s sleep, yet still close enough to easily walk to everything Madison has to offer. The room was spacious, and the bed was incredibly comfortable. Quiet, convenient, and high quality—this place truly offers the perfect stay!"
The price is SAR 312
SAR 360 total
includes taxes & fees
16 Feb - 17 Feb
The Dylin by Locale
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?
Expect to pay between and per night for cottages in Southwest Wisconsin. Whatever your budget, an excellent stay is just clicks away on Expedia. 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 93 cottages on offer. Enter your destination and dates and get a head start on planning your ideal getaway today.
Why book your cottage in Southwest Wisconsin with Expedia?
Expedia has some terrific cottages in Southwest Wisconsin, so start packing for a memorable vacay close to nature. If you have a budget in mind, click on how much you’re willing to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with free WiFi or a kitchen. We’ll help you find the right digs whatever your escape looks like.
How can I find cheap cottages in Southwest Wisconsin?
With Expedia’s helpful filter tool, booking cheap cottages in Southwest Wisconsin is a cinch. To find stays that’ll make your wallet happy, fine-tune your search results by budget, star rating and amenities.