Compare Southern Wisconsin Villas

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Featured Villas in Southern Wisconsin

Beach front luxury spacious villa !

Beach front luxury spacious villa !

Sheboygan WI
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
Gather the Fam! Close to everything, Home Theater, 2 Kitchens, 2 Living Rooms!

Gather the Fam! Close to everything, Home Theater, 2 Kitchens, 2 Living Rooms!

Wisconsin Dells WI
At this villa, guests have access to features like laundry facilities. This family-friendly villa also has barbecue grills.
Poolside Villa on Lake Delton

Poolside Villa on Lake Delton

Wisconsin Dells WI
This villa offers a water park, an outdoor pool, and laundry facilities. This family-friendly villa also has barbecue grills.
Pool
Kitchen
*LAKE GENEVA*⛵️ My Lake COMO WATERFRONT☀️ “My Place in the 🌞 Sun”❣️

*LAKE GENEVA*⛵️ My Lake COMO WATERFRONT☀️ “My Place in the 🌞 Sun”❣️

Lake Geneva WI
This villa features an indoor pool, an outdoor pool, and a gym. Additional amenities include a hot tub and barbecue grills.
Pool
Hot Tub
Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa

Racine WI
$656 nightly
The price is $692 total per night
$692 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Beach Lake Michigan King Bed Pet Friendly

Beach Lake Michigan King Bed Pet Friendly

Kenosha WI
$324 nightly
The price is $345 total per night
$345 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of this villa enjoy access to a water park, laundry facilities, and barbecue grills.
Interlaken Villa w/ Patio, Steps to Ridge Resort!

Interlaken Villa w/ Patio, Steps to Ridge Resort!

3 out of 5
Lake Geneva WI
An outdoor pool and free WiFi in public areas are features at this villa.
Historic Walker’s Point Home, Garage & Yard

Historic Walker’s Point Home, Garage & Yard

2 out of 5
Milwaukee WI
$275 nightly
The price is $313 total per night
$313 total
Dec 18 - Dec 19
Total with taxes and fees
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Sprawling Wisconsin Dells Home w/ Deck & Fire Pit

Sprawling Wisconsin Dells Home w/ Deck & Fire Pit

3.5 out of 5
1000 Hillside Dr Wisconsin Dells WI
Guests staying at this villa enjoy a marina, free WiFi in public areas, and barbecue grills. If you decide to drive, there's free parking.
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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.

Hotel Options in Southern Wisconsin

    The Pfister Hotel

    The Pfister Hotel

    424 E Wisconsin Ave Milwaukee WI
    $169 nightly
    The price is $199 total per night from Jan 5 to Jan 6
    $199 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (1,800 reviews)
    The Madison Concourse Hotel and Governor's Club

    The Madison Concourse Hotel and Governor's Club

    1 W Dayton St Madison WI
    $139 nightly
    The price is $161 total per night from Dec 21 to Dec 22
    $161 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.4/10 Exceptional! (3,374 reviews)
    Saint Kate - The Arts Hotel

    Saint Kate - The Arts Hotel

    139 E Kilbourn Ave Milwaukee WI
    $128 nightly
    The price is $151 total per night from Dec 28 to Dec 29
    $151 total
    Dec 28 - Dec 29
    Total with taxes and fees
    9.6/10 Exceptional! (2,472 reviews)

Luxury Villas

Book luxury villas in Southern Wisconsin
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Southern Wisconsin. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Southern Wisconsin, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Southern Wisconsin
You won’t have a problem finding your own space in Southern Wisconsin. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Southern Wisconsin on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Southern Wisconsin rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Southern Wisconsin Villas essential information

Accommodation
9 Villas
Lowest Price
$151
Highest Price
$692
Popular accommodation
Beach front luxury spacious villa !, Gather the Fam! Close to everything, Home Theater, 2 Kitchens, 2 Living Rooms!, Poolside Villa on Lake Delton, *LAKE GENEVA*⛵️ My Lake COMO WATERFRONT☀️ “My Place in the 🌞 Sun”❣️, Lake Michigan Waterfront Designer Villa , Beach Lake Michigan King Bed Pet Friendly, Interlaken Villa w/ Patio, Steps to Ridge Resort!, Historic Walker’s Point Home, Garage & Yard, Sprawling Wisconsin Dells Home w/ Deck & Fire Pit

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