Search Cottages in Southwest Wisconsin

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Compare 101 Cottages in Southwest Wisconsin with updated reviews, rates, and availability.

Little House in the Big Woods on the Prairie
Outdoor dining
Little House in the Big Woods on the Prairie
10.0 out of 10, Exceptional, (75)
"Me and my husband loved this place on the prairie. It was very serene. We walked the trails in the forest in the back of the house. Very clean and stocked with everything you need. Close to so much hiking and restaurants. A very beautiful piece of property "
Little House in the Big Woods on the Prairie
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
Property grounds
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
9.6 out of 10, Exceptional, (34)
"Cute, secluded and very private location close to town. Super friendly owners with great communication. We loved the hot tub. A single mom and felt very safe with the extra security measures in place."
Pheasant Cottage- Cottages On Serenity Lake- has best view of Serenity Lake!
A charming cottage full of amenities. Walk to town. Don't miss your stay!
Back Pond Cottage Guest House
A charming cottage full of amenities. Walk to town. Don't miss your stay!
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....
A charming cottage full of amenities. Walk to town. Don't miss your stay!
The Harwood House
Living area
The Harwood House
10.0 out of 10, Exceptional, (53)
"Close to events and quiet neighborhood."
The Harwood House
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
9.6 out of 10, Exceptional, (107)
"The place was very clean. We were lucky to see the Northern Lights while we were there. Wish we could have stayed longer. "
Bear's Den- Cottages On Serenity Lake- Beautiful Cottage On Small, Private Lake!
Christmas Mountain Village™ - Wisconsin Dells - 2 Bedroom Cottage
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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
Tiny House on the River
Welcome to our Escape Tiny House, custom built right here in Wisconsin!
Tiny House on the River
10.0 out of 10, Exceptional, (52)
"This was a little getaway to replace my son's summer camp that he missed due to a broken ankle. He is an adult with Down Syndrome so the idea was to enjoy our stay with biking, hiking, crafting and preparing meals - similar to what he does at camp, albeit a few days shorter. The tiny house was perfect for us! Clean and inviting with great scenery and plenty to do. We loved the nearby trails, did some crafts, and ended both days with smores. Would love to go back to Tiny in the future."
The price is SAR 620
SAR 1,010 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Tiny House on the River
Madison & ~UW~-Madison Area Lakefront Home
Another perfect sunset at the Cottage!
Madison & ~UW~-Madison Area Lakefront Home
10.0 out of 10, Exceptional, (179)
"Beautiful lakefront home in McFarland, near Madison WI. My family loved our relaxing weekend!!"
Madison & ~UW~-Madison Area Lakefront Home
Peaceful Pines Overlooks Mirror Lake Midweek Special Buy 2 get 1 Free
Living Room
Peaceful Pines Overlooks Mirror Lake Midweek Special Buy 2 get 1 Free
9.4 out of 10, Exceptional, (38)
"Nice private location minutes from Dells. "
The price is SAR 887
SAR 2,466 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Peaceful Pines Overlooks Mirror Lake Midweek Special Buy 2 get 1 Free
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, (232)
"Unfortunately we could not enjoy our family gathering due to an illness. I did not purchase the travel insurance, and due to the short notice of cancelling our reservation - we were not authorized a refund. However, I communicated with the host, who was very professional and ensured me that there would be no hidden charges - and offered the possibility of a discount next time we are in the Baraboo area. Family members in the area drove by the property and said it looked lovely - and as...
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake
Serene Cottage with view of Green Lake
Living area
Serene Cottage with view of Green Lake
10.0 out of 10, Exceptional, (35)
"The place was nice and worked great for our golf trip. Location is great with a number of restaurants in walking distance!"
Serene Cottage with view of Green Lake
Eischen Cottage 2 on Lake Delton Midweek Special Buy 2 get 1 Free
Ouitside 2
Eischen Cottage 2 on Lake Delton Midweek Special Buy 2 get 1 Free
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 Midweek Special Buy 2 get 1 Free
Christmas Mountain Village - 2 Bedroom Cottage
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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 Midweek Special Buy 2 get 1 Free
Nord Haus
Nord Haus on Dell Creek Channel Midweek Special 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 Midweek Special Buy 2 get 1 Free
Cottage on the river
Terrace/patio
Cottage on the river
9.4 out of 10, Exceptional, (42)
"It was clean and perfect location for 4 wheeling"
Cottage on the river
Cottage near Devils lake and Wisconsin Dells
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Cottage near Devils lake and Wisconsin Dells
10.0 out of 10, Exceptional, (20)
"The cottage was clean and comfortable. It was very quiet and peaceful. Just right for a getaway. Lisa recommended some great local restaurants. The central location allowed us to visit multiple state parks and the Dells. "
Cottage near Devils lake and Wisconsin Dells
Bird House on Wisconsin River Midweek Special Buy 2 get 1 Free
Deck W/Seating
Bird House on Wisconsin River Midweek Special Buy 2 get 1 Free
9.6 out of 10, Exceptional, (54)
"perfect for our needs."
Bird House on Wisconsin River Midweek Special Buy 2 get 1 Free
Cozy Cabin with a Hot Tub!
Private kitchen
Cozy Cabin with a Hot Tub!
9.6 out of 10, Exceptional, (21)
"We had a great stay in the Dells. This house was great for our group. The adults stayed in the main house in the 3 bedrooms. The king bed was so soft and cushy...a wonderful sleep. I think the others were comfortable in their queen beds in the other two bedrooms. The bathrooms were perfect...with the one on suite to the king bedroom and the other available from the hallway. The bunk house was a hit with the kids. We had 6 kids in there and they loved having their own space. The bunk house was...
Cozy Cabin with a Hot Tub!
Christmas Mountain Village - Wisconsin Dells - 2 Bedroom Cottage
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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
Vintage Cottage on Lake Delton Midweek Special Buy 2 get 1 Free
Living Room W/Gas Fireplace
Vintage Cottage on Lake Delton Midweek Special Buy 2 get 1 Free
9.4 out of 10, Exceptional, (59)
"The cottage sits on the shore of Lake Delton. It is very close to many Wisconsin Dells restaurants and attractions. The property itself is clean and comfortable."
The price is SAR 1,002
SAR 2,630 total
includes taxes & fees
10 Nov 2024 - 11 Nov 2024
Vintage Cottage on Lake Delton Midweek Special Buy 2 get 1 Free
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

Tamarack Wisconsin Dells a Ramada by Wyndham
Exterior
Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
9.2 out of 10, Wonderful, (940)
"Pleasant stay and affordable "
Tamarack Wisconsin Dells a Ramada by Wyndham
Bluegreen Vacations Odyssey Dells Resort
Aerial view
Bluegreen Vacations Odyssey Dells Resort
3.5 star property
9.2 out of 10, Wonderful, (88)
"Staff was very helpful and friendly. Room was in excellent condition."
Bluegreen Vacations Odyssey Dells Resort
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
Riverwalk Retreat | Waterfront Views
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
9.8 out of 10, Exceptional, (133)
"We had a great time in the Wisconsin Dells for my husband's birthday. Only one snag, When we reached the complex, we were perplexed by the numbers on the doors. Finally a man in one of the condos, pointed down and told us 405 was at the bottom of the stairs. We hobbled on down and made as few trips up to the car as possible. I can see how this property would be great in the summer months where we could sit on the back patio and watch the boats, and fisherman on the water."
The price is SAR 432
SAR 1,160 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
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 SAR 620 and SAR 887 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 101 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.