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
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 Hayward
The Timberjack
Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!
Nov 17 – 24
$96 per night
4.93 out of 5 average rating, 184 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 18 – 25
$163 per night
4.91 out of 5 average rating, 128 reviews

Popular amenities for Wisconsin vacation rentals

Wisconsin fishing vacation rentals

Superhost
Cabin in Cumberland
Cozy Cabin on Kirby Lake - Stuga Wald
Apr 9 – 16
$90 per night
4.86 out of 5 average rating, 105 reviews
Guest favorite
Home in Chippewa Falls
Moon Bay Getaway: 2BR on Lake Wissota with Hot Tub
Aug 15 – 22
$184 per night
4.95 out of 5 average rating, 199 reviews
Guest favorite
Cabin in Comstock
Lakefront Black Cabin : : : Sauna + Hot Tub
Oct 2 – 9
$377 per night
4.97 out of 5 average rating, 157 reviews
Guest favorite
Cabin in Sarona
Hunt Hill's Rustic Log Cabin
Jun 26 – Jul 3
$98 per night
4.93 out of 5 average rating, 219 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
Tiny home in Grantsburg
Snowshoe Creek & Little Wood Lake Tiny House
Dec 11 – 18
$126 per night
4.97 out of 5 average rating, 516 reviews
Guest favorite
Tiny home in Arbor Vitae
The croquet cabin your year round romantic escape
Mar 26 – Apr 2
$158 per night
4.94 out of 5 average rating, 274 reviews
Guest favorite
Cottage in Neshkoro
Nostalgic Lakehouse with Ferry Pontoon & Hot Tub
Aug 8 – 15
$417 per night
4.95 out of 5 average rating, 111 reviews
Guest favorite
Cottage in La Crosse
Sunsets on the Edge
Dec 15 – 22
$130 per night
4.88 out of 5 average rating, 254 reviews
Guest favorite
Tiny home in Chetek
Boho ESCAPE Tiny House
Apr 7 – 14
$106 per night
4.94 out of 5 average rating, 302 reviews
Guest favorite
Tiny home in Lake Nebagamon
Berrywood Acres Cabin
Sep 5 – 12
$120 per night
4.97 out of 5 average rating, 348 reviews
Guest favorite
Cabin in Montello
BL Cottage - Lakefront, Firepit, Panoramic Views
Sep 11 – 18
$197 per night
4.98 out of 5 average rating, 118 reviews

Vacation rentals with pools in Wisconsin

Superhost
Condo in Egg Harbor
Scenic Egg Harbor Getaway
Nov 17 – 24
$68 per night
4.78 out of 5 average rating, 261 reviews
Guest favorite
Condo in Lake Geneva
Charming, Cozy & Quaint Condo in Lake Geneva!
May 11 – 18
$104 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 Wisconsin Dells
1BR Riverfront w/in-room jacuzzi, pool & hot tub
May 10 – 17
$145 per night
4.99 out of 5 average rating, 169 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 7 – 14
$92 per night
4.79 out of 5 average rating, 312 reviews
Guest favorite
Home in Somerset
Resort LeMire
Dec 16 – 23
$750 per night
4.99 out of 5 average rating, 221 reviews
Guest favorite
Condo in Lake Geneva
Relaxing Villa with Amazing Amenities!
Dec 3 – 10
$122 per night
4.96 out of 5 average rating, 136 reviews
Guest favorite
Condo in Lake Geneva
Lake Geneva Cloud 9
Apr 24 – May 1
$139 per night
4.98 out of 5 average rating, 173 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 Egg Harbor
Landmark Resort-Bay and Breeze 1 BR Waterview
Sep 28 – Oct 5
$191 per night
4.92 out of 5 average rating, 182 reviews
Guest favorite
Condo in Wisconsin Dells
Cool Lake Front Condo, COZY, Fireplace
Sep 3 – 10
$178 per night
4.97 out of 5 average rating, 411 reviews

Wisconsin home rentals

Guest favorite
Home in Argyle
Relaxing 3 Bedroom Cabin with Hot Tub and Scenery
Jan 7 – 14
$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
Dec 26 – Jan 2
$122 per night
4.98 out of 5 average rating, 204 reviews
Guest favorite
Home in Campbellsport
Gleason's Chouse
Feb 8 – 15
$112 per night
4.99 out of 5 average rating, 134 reviews
Guest favorite
Home in Holcombe
Behind The Pines 2, Spacious Home Away From Home
Aug 9 – 16
$107 per night
4.98 out of 5 average rating, 106 reviews
Guest favorite
Home in Ladysmith
North Country Cottage
Feb 18 – 25
$90 per night
4.95 out of 5 average rating, 198 reviews
Guest favorite
Home in Two Rivers
Still Bend/Frank Lloyd Wright's Schwartz House
Dec 15 – 22
$587 per night
4.93 out of 5 average rating, 320 reviews
Guest favorite
Home in Norwalk
Historic Bank Building on Elroy-Sparta State Trail
Nov 17 – 24
$96 per night
4.95 out of 5 average rating, 196 reviews
Guest favorite
Home in Poplar
Timber Trails Cabin, near Middle River!
Aug 24 – 31
$124 per night
4.98 out of 5 average rating, 267 reviews
Guest favorite
Home in Galesville
The BarnWood Company Guest House
Aug 14 – 21
$121 per night
4.96 out of 5 average rating, 334 reviews
Guest favorite
Home in Sturgeon Bay
Door County Waterfront Cottage
Jan 11 – 18
$118 per night
4.86 out of 5 average rating, 536 reviews
Guest favorite
Home in Wales
Beautifully Restored Historic Victorian
Nov 17 – 22
$118 per night
4.92 out of 5 average rating, 141 reviews
Guest favorite
Home in Cuba City
Recharge your soul at “The Church”!
May 30 – Jun 6
$99 per night
4.95 out of 5 average rating, 186 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