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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Browse Select Southwest Wisconsin Cottages

Bartel’s Beach Retreat– on Rock Lake, 30 Min. from Madison
Exterior

Bartel’s Beach Retreat– on Rock Lake, 30 Min. from Madison

2.0 star property
The price is £314
includes taxes & fees
6 Jul - 7 Jul
Bartel’s Beach Retreat– on Rock Lake, 30 Min. from Madison
Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.
1 bedroom, WiFi

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

7.6 out of 10, Good, (4)
"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!"
The price is £119
includes taxes & fees
30 Jun - 1 Jul
Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.
A Comfy Cozy Cottage on Clowney
Outdoor dining

A Comfy Cozy Cottage on Clowney

9.8 out of 10, Exceptional, (99)
"What an amazing step back in time!! The history of this area and the buildings is really interesting and beautiful. Everything is so clean and well cared for. Wish we could have stayed longer but on our way north. Thanks for sharing this piece of our country’s history with us. "
The price is £156
includes taxes & fees
2 Jul - 3 Jul
A Comfy Cozy Cottage on Clowney
Charming 2-bedroom cottage close to UW Platteville
Exterior

Charming 2-bedroom cottage close to UW Platteville

10.0 out of 10, Exceptional, (4)
"Great nice cute house and property. Definitely will stay again when in the area!"
The price is £133
includes taxes & fees
7 Jul - 8 Jul
Charming 2-bedroom cottage close to UW Platteville
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 £220
includes taxes & fees
29 Jun - 30 Jun
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Private kitchen

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

2.0 star property
The price is £179
includes taxes & fees
30 Jun - 1 Jul
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
Interior

Cozy 3 Bedroom Cottage- Breathtaking Lake Views

9.2 out of 10, Wonderful, (15)
"We will be back"
The price is £313
includes taxes & fees
6 Jul - 7 Jul
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
Tiny House on the River
Exterior

Tiny House on the River

10.0 out of 10, Exceptional, (61)
"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 £185
includes taxes & fees
8 Jul - 9 Jul
Tiny House on the River
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Property grounds

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

9.4 out of 10, Exceptional, (28)
"We really enjoyed our stay!"
The price is £238
includes taxes & fees
30 Jun - 1 Jul
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Exterior

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

The price is £215
includes taxes & fees
1 Jul - 2 Jul
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Fridge, microwave, oven, stovetop

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

The price is £320
includes taxes & fees
30 Jun - 1 Jul
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
RiverFront Cottage>Private Pier>Firepit & Wildlife
Smart TV

RiverFront Cottage>Private Pier>Firepit & Wildlife

10.0 out of 10, Exceptional, (32)
"Beautiful place, definitely gives a cozy vibes. Good location. We had a wonderful stay, we will definitely book here again in the future. "
The price is £211
includes taxes & fees
1 Jul - 2 Jul
RiverFront Cottage>Private Pier>Firepit & Wildlife
Secluded luxury accommodations with woodland pond view and private hiking trails
Fridge, microwave, oven, stovetop

Secluded luxury accommodations with woodland pond view and private hiking trails

10.0 out of 10, Exceptional, (24)
"What a lovely little home. My sister and I stayed here for a weekend away. We loved this little home, it was thoughtfully decorated, well labeled, easy to get to / get in / check out. We enjoyed hiking in the snow in the property and met a sweet pup. From here we drove just 5 minutes to the Omaha trail to have a lovely 5 mile hike. I was delighted by the coffee supply, and my sister by the mini-bar. Lovely linens, and kitchen supplies and immaculately clean. We're hoping to make this spot...
The price is £220
includes taxes & fees
7 Jul - 8 Jul
Secluded luxury accommodations with woodland pond view and private hiking trails
Studio cottage at Lake Road Campground, on the Majestic Mississippi River.
Exterior

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

10.0 out of 10, Exceptional, (3)
"We did hiking at the state park, went for a drive north along river. Stopped at 2 wineries. Nice area."
The price is £119
includes taxes & fees
1 Jul - 2 Jul
Studio cottage at Lake Road Campground, on the Majestic Mississippi River.
Charming Nekoosa Home with Lake access
Smart TV, fireplace

Charming Nekoosa Home with Lake access

10.0 out of 10, Exceptional, (4)
"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 £425
includes taxes & fees
30 Jun - 1 Jul
Charming Nekoosa Home with Lake access
Lake Life, Fire Nights, Hot Tub Vibes
2 bedrooms, iron/ironing board, travel cot, free WiFi

Lake Life, Fire Nights, Hot Tub Vibes

10.0 out of 10, Exceptional, (7)
"Every once in awhile my sisters and I go away for a weekend of fun and relaxation. We had a great stay. "
The price is £466
includes taxes & fees
1 Jul - 2 Jul
Lake Life, Fire Nights, Hot Tub Vibes
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Property grounds

Blue Beach Cottage - 5 Minute Walk to Private Beach!

9.8 out of 10, Exceptional, (12)
"The place is in great location close to Lake Geneva. Great fenced back yard which was great for our dogs. Clean and owner was responsive "
The price is £507
includes taxes & fees
7 Jul - 8 Jul
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Cozy cottage on the Fox River, in town location
Pool

Cozy cottage on the Fox River, in town location

The price is £195
includes taxes & fees
29 Jun - 30 Jun
Cozy cottage on the Fox River, in town location
Charming Cottage
Exterior

Charming Cottage

10.0 out of 10, Exceptional, (19)
"The host was so wonderful all our needs were met very nice place to stay quiet neighborhood "
The price is £208
includes taxes & fees
29 Jun - 30 Jun
Charming Cottage
Relax. Recharge. Reconnect.
Outdoor dining

Relax. Recharge. Reconnect.

2.0 star property
10.0 out of 10, Exceptional, (6)
"We were in town for a volleyball tournament and could not have been happier with our stay here! We felt very safe and welcome and the home owner was very responsive and accommodating. Property is clean and really has that homey feel with lots of natural light and comfortable beds. The shower head is amazing and felt like a massage! This is also in a cute little town with a bar/restaurant just blocks away that has excellent food. We will definitely stay here any time we are in the area. Very...
The price is £222
includes taxes & fees
20 Jul - 21 Jul
Relax. Recharge. Reconnect.
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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Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between £119 and £507 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 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.