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Check prices for these dates

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5 Dec - 7 Dec
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Featured Cottages in Southwest Wisconsin and around

Exterior
Tiny House on the River

Tiny House on the River

Black River Falls
10.0 out of 10, Exceptional, (77)
"The house was beautiful, the fishing was great. It was a wonderful place to relax and reset."
United States
Crystal K.
The price is €201
includes taxes & fees
26 Nov - 27 Nov
Tiny House on the River
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife

Princeton
10.0 out of 10, Exceptional, (40)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is €210
includes taxes & fees
19 Nov - 20 Nov
RiverFront Cottage>Private Pier>Firepit & Wildlife
Terrace/patio
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

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

Wisconsin Dells
10.0 out of 10, Exceptional, (9)
"Excellent location, quiet, and very clean. Would stay again "
United States
Allen B.
The price is €325
includes taxes & fees
20 Nov - 21 Nov
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior
A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney

Mineral Point
9.6 out of 10, Exceptional, (118)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is €185
includes taxes & fees
19 Nov - 20 Nov
A Comfy Cozy Cottage on Clowney
Exterior
Walleye Waters Cottage

Walleye Waters Cottage

Briggsville
10.0 out of 10, Exceptional, (6)
"Everything was clean and the stress was very cute. Only a short drive to the dells"
United States
Sarah C.
The price is €211
includes taxes & fees
19 Nov - 20 Nov
Walleye Waters Cottage
Exterior
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Bagley
9.4 out of 10, Exceptional, (38)
"Great cozy place near the river!"
United States
Clint P.
The price is €282
includes taxes & fees
1 Dec - 2 Dec
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Exterior
Peaceful Winter Escape with Stunning River Views

Peaceful Winter Escape with Stunning River Views

2.0 star property
Johnson Creek
The price is €131
includes taxes & fees
10 Dec - 11 Dec
Peaceful Winter Escape with Stunning River Views
Exterior
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries

Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries

Merrimac
8.0 out of 10, Very good, (1)
"Owner accidently gave us the wrong door code, but mistakes happen and we problem solved.Inside was even nicer & updated from photos shown overall and the space was perfect for what we needed.I do not believe the description was fully complete. It said Bluff Views which I didn't see which was fine, but I was NOT expecting this tiny house to be in a parking lot adjacent of a bar/venue. The one photo of the ouside is clearly photoshopped into blue sky, but it is really a blue bar.Our stay was...
United States
Sheri M.
The price is €216
includes taxes & fees
19 Nov - 20 Nov
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Exterior
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!

Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!

Lyndon Station
9.8 out of 10, Exceptional, (36)
"Clean, well stocked, great renters, great location"
United States
kim h.
The price is €340
includes taxes & fees
20 Nov - 21 Nov
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Property grounds
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire

Final Summer Bash -Pier, SUP, Kayaks, Games & Fire

Wautoma
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay. Everything was very well stocked. Plenty of supplies, and nice little surprises that were a nice extra touch. "
United States
Natalie A.
The price is €337
includes taxes & fees
24 Nov - 25 Nov
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
Terrace/patio
Charming Nekoosa Home with Lake access

Charming Nekoosa Home with Lake access

Nekoosa
10.0 out of 10, Exceptional, (5)
"Great spot to stay with friends close to sand valley. Plenty of space for our group and a very nice set up. "
United States
Justin L.
The price is €457
includes taxes & fees
19 Nov - 20 Nov
Charming Nekoosa Home with Lake access
Exterior
Mississippi River Front Property with amazing views!

Mississippi River Front Property with amazing views!

Harpers Ferry
9.0 out of 10, Wonderful, (12)
"Great location, limited amenities "
United States
Joel T.
The price is €503
includes taxes & fees
1 Dec - 2 Dec
Mississippi River Front Property with amazing views!
House (2 Bedrooms) | Interior
Walk to Main St Fond du Lac: Retreat w/ Yard

Walk to Main St Fond du Lac: Retreat w/ Yard

3.0 star property
Fond du Lac
The price is €171
includes taxes & fees
19 Nov - 20 Nov
Walk to Main St Fond du Lac: Retreat w/ Yard
Family Cottage, Park View | Terrace/patio
Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow

3.0 star property
Winona
The price is €209
includes taxes & fees
25 Nov - 26 Nov
Big River Escape Parkside Bungalow
Property grounds
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.

Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.

Cherry Valley
9.8 out of 10, Exceptional, (11)
"Easy check-in. The kitchen had everything we needed, but we weren’t cooking much. "
United States
Connie W.
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
Exterior
Cozy cottage on the Fox River, in town location

Cozy cottage on the Fox River, in town location

Omro
10.0 out of 10, Exceptional, (3)
"It was exactly what we were looking for. Had everything we needed. "
United States
Kristina R.
The price is €223
includes taxes & fees
19 Nov - 20 Nov
Cozy cottage on the Fox River, in town location
Outdoor dining
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

The Galena Territory
10.0 out of 10, Exceptional, (13)
"Cute little house, great location! "
United States
Sandra G.
The price is €266
includes taxes & fees
19 Nov - 20 Nov
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
Exterior
Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!

Delavan
9.6 out of 10, Exceptional, (16)
"This property was super spacious and clean that offered a very at home feeling. I would definitely recommend this place and will consider staying here in the future. Communication was super quick and helpful and the check in/out process was extremely easy. "
United States
Crystal V.
The price is €553
includes taxes & fees
19 Nov - 20 Nov
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Exterior
Williams Bay beach cottage with hot tub on 2-acres

Williams Bay beach cottage with hot tub on 2-acres

Delavan
9.6 out of 10, Exceptional, (45)
"Stayed with a group of 14 for the weekend - property has a little bit of everything you could need while being close to downtown Lake Geneva and Delavan!"
United States
Justin S.
The price is €1,123
includes taxes & fees
29 Nov - 30 Nov
Williams Bay beach cottage with hot tub on 2-acres
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

The Edgewater

The Edgewater

10/10 Excellent
"Hotel is very beautiful "
Neil 2-night trip
Posted 2 days ago
The Edgewater

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

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Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between and 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 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 holiday 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.
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.

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