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Wisconsin vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Wisconsin

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost
Cabin in Hill Point
Big R's Retreat Secluded and located in Nature
Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.
$194 per night
Superhost
Place to stay in Racine
Wisconsin Treehouse Getaway!
Featured in Timeout Magazine as Chicago's Top 10 secluded Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!
$147 per night
Superhost
Tiny home in Darlington
Arbor Crest Cottage- Peaceful farm stay getaway.
Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.
$99 per night

Wisconsin summer vacation rentals

Superhost
Tiny home in Black River Falls
Tiny on the River
$143 per night
Superhost
Cabin in Hayward
Fancy Fireflies-Charming studio Cabin in Hayward
$79 per night
Superhost
Cabin in Grantsburg
Quiet Seclusion at Trade River Retreat Cabin
$151 per night
Superhost
Cabin in Wild Rose
Getaway Wild Rose - Milwaukee
$85 per night
Superhost
Cabin in Ferryville
Walnut Creek Cabin: Modern + rustic luxury getaway
$245 per night
Superhost
Tiny home in Grantsburg
Snowshoe Creek & Little Wood Lake Tiny House
$96 per night
Superhost
Place to stay in Saint Croix Falls
The Wissahickon Inn - The Cozy Cabin In The Woods
$100 per night
Superhost
Cabin in Richland Center
The Water Villa - NEW! @MillCreekCabinsWI
$193 per night
Superhost
Cottage in Fond du Lac
Beautiful Lake Home.
$139 per night
Superhost
Cabin in Hubertus
Hugel Hutte - Log Cabin Getaway
$193 per night
Superhost
Home in Chippewa Falls
Moon Bay Getaway: 2BR on Lake Wissota with Hot Tub
$225 per night
Superhost
Cabin in Prairie Farm
*Secluded Luxury* Riverside Cabin in the Woods
$188 per night

Wisconsin beach vacation rentals

Superhost
Cabin in Algoma
Modern Lakefront Cabin 50 min to Lambeau- HOT TUB!
$126 per night
Superhost
Apartment in Lake Geneva
NEW! Boutique Inspired 2BR Loft, Lake Geneva
$159 per night
Home in Two Rivers
Red Barn on the River Peaceful, Cozy Escape
$372 per night
Home in Racine
Lake Michigan Beach Bliss near Milwaukee
$318 per night
Superhost
Cottage in Algoma
Lakefront Cabin 50 min to Lambeau! Insane Views!
$86 per night
Superhost
Cabin in Wautoma
Waterfront Cabin w/Hot Tub! 5mi to Nordic Mtn!
$113 per night
Superhost
Cabin in Sturgeon Bay
Rustic Waterfront Cabin | Fireplace, Bikes, Kayaks
$85 per night
Superhost
Cabin in Sturgeon Bay
Lakefront Log Cabin | Game Room, Fireplace, Kayaks
$160 per night
Superhost
Home in Markesan
NEW Waterfront Rental! Sleep 40. 11k SF! Game Room
$476 per night
Superhost
Cabin in Markesan
Cabin steps from the Lake! Gameroom, Kayaks, Bikes
$60 per night
Superhost
Cabin in Sister Bay
Authentic Log Cabin - Incredible Scenery
$135 per night
Superhost
Cabin in Markesan
Cozy Cabin steps from Little Green Lake!
$65 per night

Wisconsin home rentals

Superhost
Home in Pepin
Lake Pepin A-Frame Cabin w/ Harbor View, Hot Tub!
$150 per night
Superhost
Home in Whitewater
Mid-Century Masterpiece on Secluded 18-Acre Woods
$172 per night
Superhost
Home in Comstock
Loon Lodge on Long Lake with hot tub
$168 per night
Superhost
Home in Lake Geneva
Beautiful Home w/ Hot Tub in Lake Como, Wisconsin
$59 per night
Superhost
Home in Two Rivers
Still Bend/Frank Lloyd Wright's Schwartz House
$618 per night
Superhost
Home in Madison
Cottage Suite + Whirlpool Tub.
$135 per night
Superhost
Home in Twin Lakes
Cove at 420: Modern Lake Front Home near Chicago
$486 per night
Superhost
Home in Ellison Bay
Ellison Bay Eclectic Style Cottage
$190 per night
Superhost
Home in Oostburg
Lake Michigan Beach Home by Frank Lloyd Wright pro
$250 per night
Superhost
Home in Galesville
The BarnWood Company Guest House
$140 per night
Superhost
Home in Poynette
Quietwater-Hot Tub, Peaceful, On Water, Sandbars!
$166 per night
Superhost
Home in Sturgeon Bay
Lily Pad Cottage, Door County: Waterfront Cottage
$114 per night

Your guide to Wisconsin

Welcome to Wisconsin

Wisconsin offers some of the most varied and beautiful terrain in the Midwest. People from outside the Great Lakes states are always surprised to discover that the eastern edge of Wisconsin is America’s third coast, with dramatic bluffs over Lakes Superior and Michigan, massive ships docked at the ports, and placid beaches. The Northwoods, a region stretching across the top third of the state, is a stunning expanse of pines and maples riddled with freshwater lakes. In the southwest, rocky buttes and rolling hills cover the Driftless Area. There’s a reason outdoor activities such as hiking, fishing, ATV riding, and cross-country skiing are so big here.

But the landscape isn’t the only appeal. Milwaukee buzzes with energy and creativity. In Madison, the state’s food-obsessed capital, the glorious farmers’ market supplies world-caliber restaurants. Whether you’re passing through tiny towns tucked amid the cornfields or eating Friday night fish fry at a lakeside supper club, it’s hard not to fall in love with Wisconsin.


The best time to stay in a vacation rental in Wisconsin

Wisconsin’s four seasons shout at you in all caps. In winter, there are snowdrifts that reach your shoulder and temperatures below the freezing point making it a good time to cozy up in your cabin rental. But Wisconsinites make the most of the season with activities such as the annual snow sculpting competition in Lake Geneva, ice fishing in the middle of the massive Lake Winnebago, or weekly snowshoe baseball games in the villages of the Northwoods. Summer is just as dramatic, a time of year when Wisconsinites spend as little time as possible indoors. You’ll find arts festivals and farmers’ markets all summer long in the cities and fishing boats on every lake. Nearly every Native American tribe hosts a powwow that brings people from all over for dancing, singing, and food.

The farther north you go, the shorter the spring and fall. That doesn’t make either season any less lovely. Every plant in the state rushes to put out its leaves and flowers in April and May. Fall comes on fast in a glorious profusion of reds and yellows — not to mention Oktoberfest celebrations all over the state.


Top things to do in Wisconsin

Milwaukee

Milwaukee has spectacular views of Lake Michigan, ornate factories and churches, and a thrumming nightlife scene. With a new symphony hall, improvements to the Milwaukee Art Museum and America’s Black Holocaust Museum, and a patio-lined Riverwalk through the heart of town, the city grows more charming every year. You can stroll along the shore at Lakeside Park, kayak on the Milwaukee River, tour houses designed by famous architects, or spend the day boutique-hopping. Milwaukee’s old nickname, Brew City, endures in the dozens of microbreweries and pubs all over town.

Door County

Just north of Green Bay, a pointy little finger of land juts into Lake Michigan. That’s Door County, whose rugged coasts and 35 islands are a popular summer destination for city-dwelling Wisconsinites. The area is rural enough to have preserved the architecture and culture of its Belgian and Scandinavian settlers. Check out the Sturgeon Bay lighthouse, the Belgian roadside chapels (and rice pie) surrounding Brussels, the old harbor at Ephraim, and the Stavkirke, a breathtaking recreation of a Nordic church, on Washington Island.

Driftless Area

If you’re accustomed to the Midwestern plains, the limestone towers and undulating hills of the Driftless Area may cause a shock: The glaciers that flattened the center of North America missed this 24,000-square-mile region. In the Wisconsin stretch, the winding Kickapoo River and the wide Mississippi have carved out their own valleys. Tucked amid the bluffs are thousands of farms, settled by the Amish and hippie back-to-the-landers. You can spend days meandering around towns such as Viroqua and Prairie du Chien, hiking and fishing for trout on the streams, and stopping to taste local wines and cheeses.

Destinations to explore