Search Cottages in Southwest Wisconsin

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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 118 Cottages in Southwest Wisconsin with updated reviews, rates, and availability.

Tiny House on the River
Exterior

Tiny House on the River

10.0 out of 10, Exceptional, (57)
"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 SAR 488
SAR 828 total
includes taxes & fees
9 May - 10 May
Tiny House on the River
Nord Haus on Dell Creek Channel
Exterior

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
Point of interest

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
On the beach

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
Property grounds

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
A heated pool

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
TV, fireplace

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
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, (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
A heated pool

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
Terrace/patio

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
Pool

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
Fridge, microwave, oven, stovetop

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!
Fridge, microwave, oven, stovetop

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
Dining

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!
Outdoor dining

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
Interior

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
Exterior

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
Exterior

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!
Terrace/patio

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!
Modern Cottage on Green Lake -- four seasons of fun!
Fridge, microwave, oven, stovetop

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!
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
Interior entrance

The Dylin

4.0 star property
9.4 out of 10, Exceptional, (35)
"Codes worked. One gal was locked out due to a dead battery. No one there. Underground parking. Walk to capital and shops."
The price is SAR 385
SAR 445 total
includes taxes & fees
22 Apr - 23 Apr
The Dylin
Bluegreen Vacations Odyssey Dells Resort
Water park

Bluegreen Vacations Odyssey Dells Resort

3.5 star property
9.4 out of 10, Exceptional, (110)
"While it was a little loud(it was spring break) it was still really nice! The staff are fantastic!!"
Bluegreen Vacations Odyssey Dells Resort
Tamarack Wisconsin Dells a Ramada by Wyndham
Indoor pool, seasonal outdoor pool

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (952)
"I love staying here."
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 SAR 488 and SAR 488 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 118 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.