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10 Oct - 12 Oct
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Featured Cottages in Southwest Wisconsin and around

Walleye Waters Cottage
Exterior

Walleye Waters Cottage

10.0 out of 10, Exceptional, (6)
"Great place for a quick trip to Dells and Devils lake."
The price is €209
includes taxes & fees
5 Oct - 6 Oct
Walleye Waters Cottage
Tiny House on the River
Exterior

Tiny House on the River

10.0 out of 10, Exceptional, (73)
"Was very very cute. Would stay again."
The price is €199
includes taxes & fees
3 Nov - 4 Nov
Tiny House on the River
RiverFront Cottage>Private Pier>Firepit & Wildlife
Smart TV

RiverFront Cottage>Private Pier>Firepit & Wildlife

10.0 out of 10, Exceptional, (38)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
The price is €271
includes taxes & fees
2 Nov - 3 Nov
RiverFront Cottage>Private Pier>Firepit & Wildlife
Fall on the lake: hot tub, firepit & cozy nights
Property grounds

Fall on the lake: hot tub, firepit & cozy nights

10.0 out of 10, Exceptional, (12)
"Beautiful little gem on a gorgeous lake. House is cozy, but perfect for a couple or small family. Hot tub was amazing! Definitely will book here again! "
The price is €322
includes taxes & fees
5 Oct - 6 Oct
Fall on the lake: hot tub, firepit & cozy nights
A Comfy Cozy Cottage on Clowney
Exterior

A Comfy Cozy Cottage on Clowney

9.6 out of 10, Exceptional, (112)
"Comfortable, easy stay for a weekend. "
The price is €183
includes taxes & fees
7 Oct - 8 Oct
A Comfy Cozy Cottage on Clowney
Tranquil 2 Bedroom Getaway on Private Lake
Exterior

Tranquil 2 Bedroom Getaway on Private Lake

10.0 out of 10, Exceptional, (30)
"Beautiful cabin on a peaceful lake. Would go again!"
Tranquil 2 Bedroom Getaway on Private Lake
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Exterior

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.

8.0 out of 10, Very good, (5)
"We loved the cleanliness, location, quietness, and friendliness of the property manager. It was a great value for the money. We will stay again and we highly recommend!"
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
Exterior

Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View

10.0 out of 10, Exceptional, (6)
"Was a great weekend getaway with my new fiancé, good communication with the manager and cabin was perfect for the two of us!"
The price is €258
includes taxes & fees
3 Nov - 4 Nov
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Exterior

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

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...
The price is €253
includes taxes & fees
6 Oct - 7 Oct
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Terrace/patio

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

10.0 out of 10, Exceptional, (8)
"We were very impressed with this property. All the amenities that were necessary for a comfortable stay were provided by the host. Also, excellent communication with the host as well. We would love to stay another time!"
The price is €332
includes taxes & fees
5 Oct - 6 Oct
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
Property grounds

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

9.8 out of 10, Exceptional, (6)
"Becky has gone above and beyond,all you need is clothes and your food.The sunsets are breathtaking and all the amenities.And I am a big coffee drinker so to see how Becky had all that at the house was a big plus for me."
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Exterior

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

9.4 out of 10, Exceptional, (33)
"We really enjoyed our stay!"
The price is €279
includes taxes & fees
6 Oct - 7 Oct
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Charming Nekoosa Home with Lake access
Terrace/patio

Charming Nekoosa Home with Lake access

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. "
The price is €448
includes taxes & fees
6 Oct - 7 Oct
Charming Nekoosa Home with Lake access
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Exterior

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

9.8 out of 10, Exceptional, (35)
"I wish wouldve spent more for better place. Was ok but bed was uncomfortable.and wish wouldve had a pool. Bedroom lock on door. But was ok for the price paid"
The price is €337
includes taxes & fees
4 Oct - 5 Oct
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Three Bears Resort Home w/ Perks + Outdoor Spots!
House (5 Bedrooms) | Interior

Three Bears Resort Home w/ Perks + Outdoor Spots!

3.0 star property
The price is €676
includes taxes & fees
6 Oct - 7 Oct
Three Bears Resort Home w/ Perks + Outdoor Spots!
Secluded luxury accommodations with woodland pond view and private hiking trails
Exterior

Secluded luxury accommodations with woodland pond view and private hiking trails

10.0 out of 10, Exceptional, (26)
"The interior and exterior of this tiny home were cozy as well as stylish. The views of green and the pond below were stunning. Saw an outdoor fire pit that we didn’t have time to use, but looked like it’d be cozy. Had everything tidy and backup things that we forgot (ibuprofen). Super thoughtful host! Thank you "
The price is €258
includes taxes & fees
12 Oct - 13 Oct
Secluded luxury accommodations with woodland pond view and private hiking trails
Mississippi River Front Property with amazing views!
Exterior

Mississippi River Front Property with amazing views!

9.0 out of 10, Wonderful, (11)
"Awesome place good fishing"
Mississippi River Front Property with amazing views!
Studio cottage at Lake Road Campground, near the Majestic Mississippi River.
Exterior

Studio cottage at Lake Road Campground, near the Majestic Mississippi River.

9.6 out of 10, Exceptional, (5)
"We did hiking at the state park, went for a drive north along river. Stopped at 2 wineries. Nice area."
Studio cottage at Lake Road Campground, near the Majestic Mississippi River.
Big River Escape Parkside Bungalow
Family Cottage, Park View | Terrace/patio

Big River Escape Parkside Bungalow

3.0 star property
The price is €163
includes taxes & fees
8 Oct - 9 Oct
Big River Escape Parkside Bungalow
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Exterior

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

8.8 out of 10, Excellent, (20)
"Overall a nice stay. Had what we needed, and was an enjoyable time for our family. "
The price is €347
includes taxes & fees
6 Oct - 7 Oct
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
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 Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Wonderful staff, clean and a convenient location"
Kathy 2-night trip
Posted 2 days ago
The Madison Concourse Hotel and Governor's Club

Find out more about Southwest Wisconsin

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.

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