12522+ Rental Villas and Private Getaways in Southern Wisconsin |
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Southern Wisconsin Vacation Rentals & Execstays Homes

About Southern Wisconsin Vacation Rentals

There are more than 12522 vacation rentals that are available in Southern Wisconsin. These rentals, including vacation rentals, Execstays Homes (Execstays) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an Execstays property in Southern Wisconsin.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Execstays Southern Wisconsin, you have the flexibility of comparing different options of various deals with a single click. Looking for an Execstays with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by Execstays, and other popular Airbnb-style properties in Southern Wisconsin. Places to stay near Southern Wisconsin are 879.08 ft² on average, with prices averaging $390 a night.

Execstays makes it easy and safe to find and compare vacation rentals in Southern Wisconsin with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Southern Wisconsin

Type Count
Vacation Homes 5472
Holiday Apartments 2298
Cottages 462
Villas 191

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

★ Pro Tip: Execstays makes it easy to compare the best listings on Execstays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Execstays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect 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

ExecStays 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 2,127 Properties
Wisconsin Dells 1,639 Properties
Milwaukee County 1,446 Properties
Downtown Milwaukee 984 Properties
Sauk County 863 Properties
Lake Geneva 863 Properties
Walworth County 840 Properties
Lake Delton 682 Properties
Columbia County 669 Properties
Madison 665 Properties
Dane County 587 Properties
Sheboygan 557 Properties

Frequently Asked Questions About Southern Wisconsin?

What are the top hotels and resorts Southern Wisconsin?

There are a lot of options in Southern Wisconsin. If you plan on staying in the Southern Wisconsin area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southern Wisconsin:

How many vacation rentals have private pools in Southern Wisconsin?

There are 576 vacation rentals with private pools near Southern Wisconsin. Top-rated Execstays homes that have access to a swimming pool include:

Which vacation homes in Southern Wisconsin are best for families?

If you are looking for a family-friendly vacation home in Southern Wisconsin, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Southern Wisconsin:

How many Execstays vacation rentals are available in Southern Wisconsin?

Currently, the total number of properties listed by Execstays in 2025 is over 12522 in the Southern Wisconsin area, and still counting. By aggregating listings from multiple websites, Execstays offers an immense amount of choice of the best Execstays properties in Southern Wisconsin. 

Nearby Neighborhood (16) 
Neighborhood Property Count
East Town Vacation Rentals in Wisconsin 402
Downtown Vacation Rentals in Wisconsin 181
Lower East Side Vacation Rentals in Wisconsin 179
Historic Downtown La Crosse Vacation Rentals in Wisconsin 148
Fifth Ward Vacation Rentals in Wisconsin 90
Spring Brook Vacation Rentals in Wisconsin 61
Marquette Vacation Rentals in Wisconsin 35
Brewers Hill Vacation Rentals in Wisconsin 27
Historic Third Ward Vacation Rentals in Wisconsin 911
Regent Vacation Rentals in Wisconsin 148
Big Bay Vacation Rentals in Wisconsin 74
Upper East Side Vacation Rentals in Wisconsin 794
Concordia Vacation Rentals in Wisconsin 924
Indian Hills Vacation Rentals in Wisconsin 213
Maplewood Vacation Rentals in Wisconsin 42
Downtown Vacation Rentals in Wisconsin 61

People Also Ask

There are 12522 Southern Wisconsin, WI Vacation Rentals

Recently Booked Vacation Rentals in Southern Wisconsin