Book Holiday Homes in Wisconsin

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Featured Holiday Homes in Wisconsin

Tamarack Wisconsin Dells a Ramada by Wyndham

Tamarack Wisconsin Dells a Ramada by Wyndham

3 out of 5
874 Xanadu Rd., Wisconsin Dells, WI
Stay at this 3-star family-friendly vacation home in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...
Tamarack Wisconsin Dells a Ramada by Wyndham
Elegant country retreat near Spring Green w expansive views of Driftless Region

Elegant country retreat near Spring Green w expansive views of Driftless Region

Spring Green
Book a stay at this golf vacation home in Spring Green. Enjoy free WiFi, a garden, and patios. Popular attractions The House on the Rock and Meadow Valley Trailhead ...
Elegant country retreat near Spring Green w expansive views of Driftless Region
One Bedroom King with Den with views of Lake Monona in the heart of downtown.

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

Madison
The price is NZ$526 per night from 27 Mar to 28 Mar
NZ$526
includes taxes & fees
27 Mar - 28 Mar
Stay at this vacation home in Madison. Enjoy cable/satellite TV service. Popular attractions Camp Randall Stadium and Alliant Energy Center are located ...
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
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Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

Avoca
Stay at this vacation home in Avoca. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the helpful staff and the property condition ...
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Sturgeon Bay
Book a stay at this family-friendly vacation home in Sturgeon Bay. Enjoy free WiFi, private pools, and a sauna. Our guests praise the pool and the helpful staff ...
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!
Home w/ Fireplace < 1 Mi to Peninsula State Park!

Home w/ Fireplace < 1 Mi to Peninsula State Park!

Fish Creek
Stay at this vacation home in Fish Creek. Enjoy balconies, an in-room coffeemaker, and in-room fireplaces. Popular attractions The Skyway Drive-In Theatre and ...
Home w/ Fireplace < 1 Mi to Peninsula State Park!
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Sheboygan
Stay at this vacation home in Sheboygan. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions St. Peter Claver Parish and Blue Harbor Resort ...
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.

Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.

Blanchardville
Book a stay at this family-friendly vacation home in Blanchardville. Enjoy a garden, patios, and an in-room coffeemaker. Our guests praise the helpful staff ...
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.
Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

Stoddard
Stay at this vacation home in Coon Valley. Enjoy free WiFi, a water park, and patios. Our guests praise the helpful staff in our reviews. Popular attractions ...
Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.
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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.

Wisconsin Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wisconsin vacation homes are the perfect way for you to wing it.

Holiday houses in Wisconsin let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wisconsin in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wisconsin adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wisconsin with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wisconsin vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wisconsin Holiday Homes essential information

Accommodation
5894 Holiday Homes
Lowest Price
NZ$228
Highest Price
NZ$526
Popular accommodation
Tamarack Wisconsin Dells a Ramada by Wyndham, Elegant country retreat near Spring Green w expansive views of Driftless Region, One Bedroom King with Den with views of Lake Monona in the heart of downtown., Stunning, serene, rustic house in the woods near Spring Green, Wisconsin, Indoor Pool, Game RM, Movie RM! Sleep 24! Private!, Home w/ Fireplace < 1 Mi to Peninsula State Park!, Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!, Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA., Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

Top trending hotels in Wisconsin

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
The price is NZ$294 per night from 27 Mar to 28 Mar
NZ$294
includes taxes & fees
27 Mar - 28 Mar
Stay at this 3.5-star luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
The Madison Concourse Hotel and Governor's Club
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
The price is NZ$380 per night from 20 Apr to 21 Apr
NZ$380
includes taxes & fees
20 Apr - 21 Apr
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is NZ$228 per night from 31 Mar to 1 Apr
NZ$228
includes taxes & fees
31 Mar - 1 Apr
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Drury Plaza Hotel Milwaukee Downtown
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Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is NZ$338 per night from 16 Apr to 17 Apr
NZ$338
includes taxes & fees
16 Apr - 17 Apr
Stay at this 3.5-star spa aparthotel in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
Timber Ridge Lodge and Waterpark
Don't see what you're looking for?
See all available properties in Wisconsin
View all properties
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.

More ways to explore Wisconsin

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^Subject to availability and chosen travel dates.