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
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Winneconne
The price is NZ$574 per night from 23 Feb to 24 Feb
NZ$574
includes taxes & fees
23 Feb - 24 Feb
Stay at this vacation home in Winneconne. Enjoy a garden, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions ...
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts

Sun Prairie
The price is NZ$503 per night from 17 Feb to 18 Feb
NZ$503
includes taxes & fees
17 Feb - 18 Feb
Book a stay at this family-friendly vacation home in Sun Prairie. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff and the property ...
A Pleasant Retreat- No Cleaning Fee & New Discounts
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Cherry Cabana- Walk to Downtown Sister Bay

Cherry Cabana- Walk to Downtown Sister Bay

Sister Bay
Stay at this vacation home in Sister Bay. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Pirate's Cove Adventure Golf and Frykman ...
Cherry Cabana- Walk to Downtown Sister Bay
Charming house just 15 miles from Wausau!

Charming house just 15 miles from Wausau!

Marathon City
The price is NZ$547 per night from 27 Feb to 28 Feb
NZ$547
includes taxes & fees
27 Feb - 28 Feb
Stay at this vacation home in Marathon City. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attraction Wausau 525 Racetrack ...
Charming house just 15 miles from Wausau!
Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.

Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.

Egg Harbor
Book a stay at this beach vacation home in Egg Harbor. Enjoy a beach locale, a garden, and a pool table. Popular attractions Woodwalk Gallery and Frank E. Murphy ...
Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.
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
Location, Location, Location! Private Dock & Firepit, Walk 2 Town, Dog Friendly

Location, Location, Location! Private Dock & Firepit, Walk 2 Town, Dog Friendly

Manitowish Waters
Stay at this vacation home in Manitowish Waters. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Frank B. Koller Memorial Park and Vance ...
Location, Location, Location! Private Dock & Firepit, Walk 2 Town, Dog Friendly
Amazing Five Bedroom Milwaukee Vacation Home!!

Amazing Five Bedroom Milwaukee Vacation Home!!

Sussex
Stay at this vacation home in Sussex. Enjoy private pools, a garden, and patios. Popular attractions Sussex Bowl and Purloin Studio are located nearby.
Amazing Five Bedroom Milwaukee Vacation Home!!
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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
4775 Holiday Homes
Lowest Price
NZ$254
Highest Price
NZ$574
Popular accommodation
Tamarack Wisconsin Dells a Ramada by Wyndham, Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! , A Pleasant Retreat- No Cleaning Fee & New Discounts, Cherry Cabana- Walk to Downtown Sister Bay, Charming house just 15 miles from Wausau!, Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline., Stunning, serene, rustic house in the woods near Spring Green, Wisconsin, Location, Location, Location! Private Dock & Firepit, Walk 2 Town, Dog Friendly , Amazing Five Bedroom Milwaukee Vacation Home!!

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$291 per night from 23 Feb to 24 Feb
NZ$291
includes taxes & fees
23 Feb - 24 Feb
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
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is NZ$266 per night from 9 Mar to 10 Mar
NZ$266
includes taxes & fees
9 Mar - 10 Mar
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular ...
Saint Kate - The Arts Hotel
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$345 per night from 2 Mar to 3 Mar
NZ$345
includes taxes & fees
2 Mar - 3 Mar
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
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Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue, Madison, WI
Fully refundableReserve now, pay when you stay
The price is NZ$254 per night from 23 Feb to 24 Feb
NZ$254
includes taxes & fees
23 Feb - 24 Feb
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. ...
Best Western Plus InnTowner Madison
Don't see what you're looking for?
See all available properties in Wisconsin
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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.

More ways to explore Wisconsin

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^Subject to availability and chosen travel dates.