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Wisconsin vacation rentals

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Top-rated vacation rentals in Wisconsin

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

Guest favorite
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.
Dec 22 – 29
$183 per night
4.97 out of 5 average rating, 451 reviews
Guest favorite
Tiny home in Black River Falls
Tiny on the River
According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets
Nov 20 – 27
$129 per night
4.98 out of 5 average rating, 332 reviews
Guest favorite
Cabin in Richland Center
The Water Villa - NEW! @MillCreekCabinsWI
Overlooking a small pond and Mill Creek in the valley below, The Water Villa offers guests beautiful views of the countryside. Near the entrance of Mill Creek Cabins, The Water Villa is shielded by a large privacy fence. A sliding door opens up to reveal a pathway to the two-story cabin. The main floor features a king bed, balcony, small seating area, and fireplace. Reclaimed barn wood walls and large windows create a warm interior highlighting the outdoors. Downstairs there is a small kit
Nov 26 – Dec 3
$161 per night
4.91 out of 5 average rating, 128 reviews

Popular amenities for Wisconsin vacation rentals

Wisconsin fishing vacation rentals

Guest favorite
Cabin in Comstock
Lakefront Black Cabin : : : Sauna + Hot Tub
Jun 2 – 9
$363 per night
4.97 out of 5 average rating, 157 reviews
Guest favorite
Tiny home in Arbor Vitae
The croquet cabin your year round romantic escape
Nov 24 – Dec 1
$158 per night
4.94 out of 5 average rating, 274 reviews
Guest favorite
Home in Chippewa Falls
Moon Bay Getaway: 2BR on Lake Wissota with Hot Tub
Jul 24 – 31
$184 per night
4.95 out of 5 average rating, 199 reviews
Guest favorite
Cabin in Montello
BL Cottage - Lakefront, Firepit, Panoramic Views
Jun 1 – 8
$192 per night
4.98 out of 5 average rating, 118 reviews
Guest favorite
Cottage in Fond du Lac
Beautiful Lake Home.
Apr 12 – 17
$145 per night
4.98 out of 5 average rating, 225 reviews
Guest favorite
Yurt in Cambridge
YurtCation
May 23 – 30
$119 per night
4.97 out of 5 average rating, 542 reviews
Guest favorite
Home in Hilbert
State Park A-Frame Getaway with Arcade
May 10 – 17
$196 per night
4.92 out of 5 average rating, 101 reviews
Guest favorite
Cottage in La Crosse
Sunsets on the Edge
Dec 22 – 29
$130 per night
4.88 out of 5 average rating, 254 reviews
Guest favorite
Cabin in Fox Lake
Cabin on the Trail
Nov 23 – 30
$94 per night
4.95 out of 5 average rating, 115 reviews
Guest favorite
Cabin in Hayward
The Timberjack
Nov 17 – 24
$96 per night
4.93 out of 5 average rating, 184 reviews
Guest favorite
Cabin in Iron River
Log Cabin and Spider Lake
Aug 16 – 23
$140 per night
4.95 out of 5 average rating, 123 reviews
Guest favorite
Cabin in Birchwood
Lakefront Sunset Cabin w/Boats, Spa, FirePit & BBQ
Apr 20 – 27
$196 per night
4.9 out of 5 average rating, 115 reviews

Vacation rentals with pools in Wisconsin

Guest favorite
Home in Somerset
Resort LeMire
Feb 12 – 19
$750 per night
4.99 out of 5 average rating, 221 reviews
Superhost
Condo in Egg Harbor
Scenic Egg Harbor Getaway
Apr 8 – 15
$77 per night
4.78 out of 5 average rating, 261 reviews
Guest favorite
Condo in Egg Harbor
Landmark Resort-Bay and Breeze 1 BR Waterview
Apr 12 – 19
$113 per night
4.92 out of 5 average rating, 182 reviews
Guest favorite
Condo in Lake Geneva
Charming, Cozy & Quaint Condo in Lake Geneva!
Apr 8 – 15
$100 per night
4.94 out of 5 average rating, 416 reviews
Guest favorite
Guest suite in Spring Green
Spring Green River Pines
Sep 30 – Oct 7
$113 per night
4.9 out of 5 average rating, 112 reviews
Guest favorite
Condo in Egg Harbor
Our Piece of the Door-Landmark Resort, Egg Harbor
Mar 30 – Apr 6
$88 per night
4.9 out of 5 average rating, 156 reviews
Superhost
Condo in Bayfield
One Minute Walk to Lake Superior. Brookside #11
Oct 22 – 29
$92 per night
4.79 out of 5 average rating, 312 reviews
Guest favorite
Boat in Racine
Charming Sailboat Stay
May 16 – 23
$166 per night
4.98 out of 5 average rating, 229 reviews
Guest favorite
Condo in Wisconsin Dells
1BR Riverfront w/in-room jacuzzi, pool & hot tub
Jul 30 – Aug 6
$185 per night
4.99 out of 5 average rating, 169 reviews
Guest favorite
Condo in Wisconsin Dells
Kate's Place - Newly Remodeled - Romantic
May 7 – 14
$107 per night
4.88 out of 5 average rating, 105 reviews
Guest favorite
Condo in Lake Geneva
Lake Geneva Cloud 9
Jan 18 – 25
$139 per night
4.98 out of 5 average rating, 173 reviews
Superhost
Condo in Fish Creek
Evergreen Hill B Condo by Peninsula State Park
Jan 30 – Feb 6
$133 per night
4.86 out of 5 average rating, 185 reviews

Wisconsin home rentals

Guest favorite
Home in Argyle
Relaxing 3 Bedroom Cabin with Hot Tub and Scenery
Feb 26 – Mar 5
$165 per night
4.9 out of 5 average rating, 179 reviews
Guest favorite
Home in Sturgeon Bay
Lily Pad Cottage, Door County: Waterfront Cottage
Nov 19 – 26
$108 per night
4.98 out of 5 average rating, 204 reviews
Guest favorite
Home in Baileys Harbor
Winding Down - A Retreat on the "Quiet Side"
Jan 25 – Feb 1
$293 per night
5.0 out of 5 average rating, 137 reviews
Guest favorite
Home in Wales
Beautifully Restored Historic Victorian
Mar 24 – 31
$105 per night
4.92 out of 5 average rating, 141 reviews
Guest favorite
Home in Campbellsport
Gleason's Chouse
Apr 2 – 9
$112 per night
4.99 out of 5 average rating, 134 reviews
Guest favorite
Home in La Farge
Kickapoo Lookout Retreat
Apr 1 – 8
$163 per night
4.97 out of 5 average rating, 141 reviews
Superhost
Home in Twin Lakes
Cove at 420: Modern Lake Front Home near Chicago
May 19 – 26
$486 per night
4.92 out of 5 average rating, 132 reviews
Superhost
Home in Pepin
Lake Pepin A-Frame Cabin on the Marina!
Nov 7 – 14
$245 per night
4.9 out of 5 average rating, 146 reviews
Guest favorite
Home in Sturgeon Bay
Door County Waterfront Cottage
Jan 12 – 19
$118 per night
4.86 out of 5 average rating, 536 reviews
Guest favorite
Home in Lynxville
Highland Hideaway
Oct 9 – 16
$160 per night
4.81 out of 5 average rating, 180 reviews
Guest favorite
Home in Gillett
The Nut House
Jul 25 – Aug 1
$164 per night
4.99 out of 5 average rating, 109 reviews
Guest favorite
Home in Menasha
Sunset View on Little Lake Butte Des Mortes
Oct 22 – 29
$211 per night
4.93 out of 5 average rating, 163 reviews

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