A lighthouse and a house with a red roof.

Search Holiday Rentals in Southern Wisconsin

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Southern Wisconsin holiday rentals

A modern glass enclosure with a view of a forest interior, including a bed and various plants.

1. Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (160 reviews)
"Absolutely amazing little getaway"
United States
Alyssa
The price is Rp1.682.277
Rp2.538.158 total
includes taxes & fees
8 Dec - 9 Dec
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

2. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (214 reviews)
"Good location"
United States
ANCA
The price is Rp1.992.419
Rp2.301.243 total
includes taxes & fees
19 Nov - 20 Nov
The Dylin
A spacious living area with a fireplace, a sofa, and a dining area in the background.

3. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,129 reviews)
"Quiet place near the lake."
United States
Vivian
The price is Rp2.170.680
Rp2.463.723 total
includes taxes & fees
10 Nov - 11 Nov
Grandstay Residential Suites Hotel - Sheboygan
An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

4. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,264 reviews)
"This place was very comfortable an cozy an the food in the cafe was amazing definitely worth the money an ill be staying there again"
United States
Savannah
The price is Rp2.602.284
Rp3.068.075 total
includes taxes & fees
22 Nov - 23 Nov
The Plaza Hotel
A hotel with a large outdoor pool, lounge chairs, and a water slide.

5. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,529 reviews)
"Great hotel amazing staff and amazing waterpark"
United States
Lindsey
The price is Rp1.823.371
Rp2.739.072 total
includes taxes & fees
9 Dec - 10 Dec
Timber Ridge Lodge and Waterpark
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Wisconsin Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Staff was helpful and knowledgeable,"
Susan 1-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club

Find out more about Southern Wisconsin

Search for holiday rentals in Southern Wisconsin on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Southern Wisconsin using one of the methods below:

  • View our selection of featured holiday rentals in Southern Wisconsin
  • Use the map to find apartments and other holiday homes in the Southern Wisconsin neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southern Wisconsin while they last

Look no further and take a look at our great range of rental properties in Southern Wisconsin!