11794+ Private Villas and Holiday Rentals in Southern Wisconsin |
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Southern Wisconsin Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Southern Wisconsin

Discover more than 11794 vacation rentals available in Southern Wisconsin. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Southern Wisconsin.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Southern Wisconsin, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Southern Wisconsin. On average, places to stay near Southern Wisconsin offer 906.87 ft², with nightly prices averaging CA $532.

With Casai, finding and comparing holiday rentals in Southern Wisconsin is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Southern Wisconsin

Type Count
Vacation Homes 5255
Holiday Apartments 2039
Cottages 473
Villas 187

Use these Quick Filters to Find a Holiday Rental in Southern Wisconsin

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Southern Wisconsin.

Weather in Southern Wisconsin, WI

View the weather forecast for Southern Wisconsin before booking your Southern Wisconsin Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Southern Wisconsin, WI

Casai offers a large selection of top attractions around Southern Wisconsin . Research things to do on your vacation before you visit Southern Wisconsin.


Kalahari Indoor Waterpark
University of Wisconsin-Madison
Miller Park
Fiserv Forum
Ho-Chunk Casino
Noah's Ark Waterpark
University of Wisconsin-Milwaukee
Harley-Davidson Museum
Alliant Energy Center
Top Secret
Kohl Center
The Rave-Eagles Club
Wisconsin Center
Kalahari Waterparks
Mt. Olympus Water and Theme Park
Marquette University
Cascade Mountain Ski Area
Riverside Theater
Milwaukee Public Museum
La Crosse Center

Other Places to Stay in Southern Wisconsin, WI


Milwaukee 2,333 Properties
Wisconsin Dells 1,971 Properties
Milwaukee County 1,498 Properties
Lake Geneva 1,077 Properties
Walworth County 1,042 Properties
Sauk County 1,032 Properties
Downtown Milwaukee 963 Properties
Madison 824 Properties
Lake Delton 803 Properties
Columbia County 803 Properties
Sheboygan 778 Properties
Dane County 711 Properties

Frequently Asked Questions About Southern Wisconsin?

What are the top holiday rentals in Southern Wisconsin?

With numerous options available in Southern Wisconsin, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Southern Wisconsin:

How many holiday rentals have private pools in Southern Wisconsin?

Discover a selection of holiday rentals with private pools near Southern Wisconsin with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Southern Wisconsin are best for families?

If you're searching for a family-friendly holiday home in Southern Wisconsin, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Southern Wisconsin:

How many Casai.ca holiday rentals are available in Southern Wisconsin?

As of 2025, Casai boasts over 11794 properties listed in the Southern Wisconsin area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Southern Wisconsin.

Nearby Neighborhood (16) 
Neighborhood Property Count
East Town Vacation Rentals in Wisconsin 466
Downtown Vacation Rentals in Wisconsin 245
Historic Downtown La Crosse Vacation Rentals in Wisconsin 192
Lower East Side Vacation Rentals in Wisconsin 164
Spring Brook Vacation Rentals in Wisconsin 102
Fifth Ward Vacation Rentals in Wisconsin 90
Brewers Hill Vacation Rentals in Wisconsin 31
Historic Third Ward Vacation Rentals in Wisconsin 911
Big Bay Vacation Rentals in Wisconsin 74
Marquette Vacation Rentals in Wisconsin 880
Upper East Side Vacation Rentals in Wisconsin 794
Indian Hills Vacation Rentals in Wisconsin 213
Regent Vacation Rentals in Wisconsin 148
Maplewood Vacation Rentals in Wisconsin 42
Concordia Vacation Rentals in Wisconsin 924
Downtown Vacation Rentals in Wisconsin 61

People Also Ask

There are 11794 Southern Wisconsin, WI Holiday Rentals

Recently Booked Holiday Rentals in Southern Wisconsin