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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
Located in Wisconsin Dells, Tamarack Wisconsin Dells a Ramada by Wyndham is in a rural location, within a 5-minute drive of Mirror Lake State Park and Crystal ...
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 AU$466 per night from 25 Nov to 26 Nov
AU$466
includes taxes & fees
25 Nov - 26 Nov
When you stay at this vacation home in Winneconne, you'll be on the waterfront and within a 5-minute drive of Lake Poygan.
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Welcome to Our Lakeview Haven: A Spacious Family Retreat in Algoma, Wisconsin

Welcome to Our Lakeview Haven: A Spacious Family Retreat in Algoma, Wisconsin

Algoma
With a stay at this vacation home, you'll be centrally located in Algoma, just a 3-minute walk from Lake Michigan and 5 minutes by foot from von Stiehl ...
Welcome to Our Lakeview Haven: A Spacious Family Retreat in Algoma, Wisconsin
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A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts

Sun Prairie
With a stay at this vacation home in Sun Prairie, you'll be within a 10-minute walk of Sun Prairie Historical Library and Museum and Angell Park Speedway.
A Pleasant Retreat- No Cleaning Fee & New Discounts
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Waldo
Located in Waldo, this vacation home is within a 15-minute drive of Evergreen Golf Course and Sheboygan County Fairgrounds.
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Sister Bay Vintage Log Cabin - Recent Remodel

Sister Bay Vintage Log Cabin - Recent Remodel

Sister Bay
With a stay at this vacation home in Sister Bay, you'll be a 1-minute walk from Lake Michigan and 6 minutes by foot from Sister Bay Marina.
Sister Bay Vintage Log Cabin - Recent Remodel
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Baileys Harbor
When you stay at this vacation home in Baileys Harbor, you'll be on the beach, just steps from Lake Michigan and a 4-minute drive from Cana Island ...
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Lakefront, dog-friendly home with beach access, kayaks and firepit

Lakefront, dog-friendly home with beach access, kayaks and firepit

Phelps
When you stay at this vacation home in Phelps, you'll be on the waterfront and steps from Nicolet National Forest.
Lakefront, dog-friendly home with beach access, kayaks and firepit
Secluded Lake House Retreat - Book Now!

Secluded Lake House Retreat - Book Now!

Hilbert
With a stay at this vacation home in Hilbert, you'll be on the waterfront, just a 1-minute walk from High Cliff State Park and 15 minutes by foot from Lake ...
Secluded Lake House Retreat - Book Now!
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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
4611 Holiday Homes
Lowest Price
AU$114
Highest Price
AU$466
Popular accommodation
Tamarack Wisconsin Dells a Ramada by Wyndham, Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! , Welcome to Our Lakeview Haven: A Spacious Family Retreat in Algoma, Wisconsin, A Pleasant Retreat- No Cleaning Fee & New Discounts, NEW Three bedroom ranch style pet friendly home with a patio & theatre room!, Sister Bay Vintage Log Cabin - Recent Remodel, Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!, Lakefront, dog-friendly home with beach access, kayaks and firepit, Secluded Lake House Retreat - Book Now!

Top trending hotels in Wisconsin

Hilton Milwaukee City Center

Hilton Milwaukee City Center

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 22 Dec to 23 Dec
AU$168
includes taxes & fees
22 Dec - 23 Dec
With a stay at Hilton Milwaukee, you'll be centrally located in Milwaukee, just a 3-minute walk from Marquette University and 10 minutes by foot from Fiserv ...
Hilton Milwaukee City Center
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 AU$198 per night from 1 Dec to 2 Dec
AU$198
includes taxes & fees
1 Dec - 2 Dec
With a stay at The Madison Concourse Hotel and Governor's Club, you'll be centrally located in Madison, within a 5-minute drive of University of Wisconsin-Madison ...
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 AU$234 per night from 15 Dec to 16 Dec
AU$234
includes taxes & fees
15 Dec - 16 Dec
With a stay at Saint Kate - The Arts Hotel, you'll be centrally located in Milwaukee, within a 10-minute walk of Riverside Theater and Fiserv Forum.
Saint Kate - The Arts Hotel
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Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 1 Dec to 2 Dec
AU$114
includes taxes & fees
1 Dec - 2 Dec
Located in Wisconsin Dells, Mt. Olympus Water & Theme Park Resort is within a 5-minute drive of Ghost Outpost and Top Secret.
Mt. Olympus Water & Theme Park Resort
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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.