
Vacation rentals in Wisconsin
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Top-rated vacation rentals in Wisconsin
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Popular amenities for Wisconsin vacation rentals
Private vacation rentals in Wisconsin

7 Pines La Pointe on Madeline Island

Hussienda

Retreat on the Beach! EV Friendly! Hot tub!

Cedarburg 2 br Apartment on prime Washington Ave

The stay with the story

Spectacular Garden/Ski Chalet in woods

Minocqua Lake with Boat Slip - Walk to Town

Luxury Mansion in the woods on 25acres
Home rentals in Wisconsin

Maple Magic

Hayward House

Lovely Waterfront Two Bedroom House

Fully Furnished Cozy Nest! Long or Short Term

Spacious Private Suite w/kitchen, Marshfield

King Bed, Quiet Area, Central Location

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage

Root River Home - Waterfront property - Sleeps 8+
Tiny home rentals in Wisconsin

Tiny on the River

Cozy Fireplace in a Northwoods Tiny House

Snowshoe Creek & Little Wood Lake Tiny House

Berrywood Acres Cabin

Tiny House @ Red Barn Farm - Private, Free Parking

Little Round Cabin on the Pine 2 - The "Pine Cone"

Our Little House in Door County

Sittin Pretty Tiny House nestled in Amish Paradise
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
- Serviced apartment rentals Wisconsin
- Hotel rentals Wisconsin
- Beachfront rentals Wisconsin
- Rentals with lake access Wisconsin
- RV rentals Wisconsin
- Rentals with a home theater Wisconsin
- Farmstay rentals Wisconsin
- Rentals with a washer and dryer Wisconsin
- Rentals with a fire pit Wisconsin
- Villa rentals Wisconsin
- Cabin rentals Wisconsin
- Chalet rentals Wisconsin
- Cottage rentals Wisconsin
- Smoking-friendly rentals Wisconsin
- Kid-friendly rentals Wisconsin
- Waterfront rentals Wisconsin
- Townhouse rentals Wisconsin
- Ski-in/ski-out rentals Wisconsin
- House rentals Wisconsin
- Loft rentals Wisconsin
- Rentals with a kayak Wisconsin
- Resort rentals Wisconsin
- Rentals with a fireplace Wisconsin
- Rentals with pools Wisconsin
- Boutique hotel rentals Wisconsin
- Tiny house rentals Wisconsin
- Apartment rentals Wisconsin
- Rentals with a hot tub Wisconsin
- Fitness-friendly rentals Wisconsin
- Barn rentals Wisconsin
- Lakehouse rentals Wisconsin
- Nature eco lodge rentals Wisconsin
- Rentals with an accessible height bed Wisconsin
- Condo rentals Wisconsin
- Yurt rentals Wisconsin
- Rentals with outdoor seating Wisconsin
- Rentals with a sauna Wisconsin
- Rentals with an accessible height toilet Wisconsin
- Rentals with an EV charger Wisconsin
- Campsite rentals Wisconsin
- Rentals with breakfast Wisconsin
- Family-friendly rentals Wisconsin
- Private suite rentals Wisconsin
- Rentals with a patio Wisconsin
- Guesthouse rentals Wisconsin
- Pet-friendly rentals Wisconsin
- Bed and breakfasts Wisconsin
- Rentals with beach access Wisconsin
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Wisconsin
- Art and culture Wisconsin
- Nature and outdoors Wisconsin
- Things to do United States
- Art and culture United States
- Tours United States
- Food and drink United States
- Wellness United States
- Sports activities United States
- Entertainment United States
- Sightseeing United States
- Nature and outdoors United States