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Vacation rentals in Wisconsin

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wisconsin vacation rentals

Self check-in
Monthly stays
Pool
Private bathroom
Indoor fireplace

Private vacation rentals in Wisconsin

Guest favorite
A cabin featuring a log structure is surrounded by a winter landscape. A spacious deck wraps around the upper level, while a stone lower level adds character. Fresh snow blankets the ground and branches, creating a serene atmosphere.
Cabin in Wisconsin Dells
4.9 out of 5 average rating, 10 reviews

Cozy 3BR + Loft: Sauna, Golf, Fire Pit, close toDt

Guest favorite
Cottage in Tomahawk
4.9 out of 5 average rating, 147 reviews

Rowyn's Resort - Cabin w/ Hot Tub Lakeside Retreat

Guest favorite
A cozy outdoor seating area is surrounded by tall trees, featuring several wooden Adirondack chairs arranged around a central fire pit. The ground is covered with gravel, creating a natural setting that invites relaxation and conversation under the shade of the foliage.
Cabin in Phelps
4.78 out of 5 average rating, 167 reviews

Hussienda

Guest favorite
A spacious villa is set against a backdrop of rolling hills and cloudy skies. The exterior features a blend of wood and grey siding, with a welcoming porch that extends around the lower level. Chickens can be seen freely roaming on the lush green lawn.
Villa in Benton
5 out of 5 average rating, 12 reviews

The stay with the story

Top guest favorite
A rustic home with a green roof is set on a grassy area, surrounded by large trees under a clear blue sky. The house features multiple windows, providing a welcoming appearance amidst the natural landscape.
Home in Salem
4.92 out of 5 average rating, 26 reviews

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage

Guest favorite
Apartment in Florence
4.93 out of 5 average rating, 169 reviews

Secluded Spread Eagle Sanctuary

Guest favorite
A well-maintained pathway winds through lush greenery leading towards a multi-level house framed by tall trees. The home features large windows that provide a view of the expansive lawn and landscaped gardens, inviting a sense of tranquility and natural beauty.
Chalet in Wausau
4.94 out of 5 average rating, 102 reviews

Spectacular Garden/Ski Chalet in woods

Guest favorite
A serene view of a calm lake is complemented by the presence of wooden docks, leading up to a spacious green area framed by tall trees. A boat is docked, while pathways guide the way towards a building nestled among the foliage.
Cabin in Minocqua
4.9 out of 5 average rating, 134 reviews

Minocqua Lake Condo with Boat Slip - Walk to Town

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Family friendly vacation rentals in Wisconsin

Superhost
A charming coastal home is presented with shingle siding and a large covered porch. Lush greenery and flowering plants accentuate the front yard, while a tree stands centrally, framed by the inviting facade of the residence. The pathway leads to the inviting entrance.
Home in Kenosha
4.92 out of 5 average rating, 272 reviews

Where Family & Friends Gather to Create & Remember

Guest favorite
The exterior of a spacious log cabin is shown, featuring a large screened-in porch and a stone chimney. The surrounding area is filled with trees and grassy spaces, providing a natural and serene setting for relaxation.
Cabin in New Lisbon
4.93 out of 5 average rating, 135 reviews

Cozy, dog friendly, cabin, Castle Rock Lake area.

Top guest favorite
A charming cabin exterior is presented, featuring a covered porch with ample seating and a stone chimney. The green lawn surrounds the structure, while large windows enhance natural light. A front door with decorative elements provides an inviting entrance.
Cabin in Cushing
4.94 out of 5 average rating, 286 reviews

Family Cabin Retreat / Polk County Permit #76713

Superhost
A covered patio area features a set of four cushioned chairs and a small decorative table. The view overlooks a calm stretch of water, with boat docks visible in the distance and gently sloping green grass leading down to the water's edge.
Condo in Wisconsin Dells
4.83 out of 5 average rating, 231 reviews

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

Top guest favorite
A view from the kitchen showcases a dining area with a countertop and four black chairs. The open floor plan leads into a living room with a green sofa and a large television, illuminated by natural light from a nearby window.
Cottage in Hudson
4.98 out of 5 average rating, 266 reviews

Cozy cottage in historic downtown Hudson!!

Guest favorite
Home in Wisconsin Dells
4.88 out of 5 average rating, 215 reviews

Spacious Pine Cabin at Island Pointe

Guest favorite
A tranquil view of Lake Michigan at sunset, where calm waters reflect soft hues of orange and pink. The sky showcases wispy clouds, and a distant bird is seen soaring above the serene landscape, creating a peaceful setting.
Home in Sheboygan
4.94 out of 5 average rating, 198 reviews

Beachfront getaway in Sheboygan

Guest favorite
A cozy living area features a comfortable blue sofa with decorative pillows and a light-colored accent chair. A wooden coffee table sits in the center, while large windows offer views of the outdoors. A television is positioned on a console table, enhancing the inviting space.
Home in Sister Bay
4.9 out of 5 average rating, 107 reviews

Family Friendly Retreat in the Heart of Sister Bay

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Home rentals in Wisconsin

Top guest favorite
A spacious deck is illuminated by warm string lights, creating a cozy atmosphere in the evening. It features a round table with matching chairs, alongside a smaller table, with an umbrella providing shade. A colorful outdoor rug adds a touch of comfort to the wooden flooring.
Home in Sturgeon Bay
5 out of 5 average rating, 10 reviews

Maple Magic

Top guest favorite
A modern red house is set within a spacious front yard, surrounded by tall pine trees. A paved driveway leads to a detached garage. The inviting porch is visible, enhancing the home's welcoming appearance in a serene wooded setting.
Home in Hayward
4.97 out of 5 average rating, 101 reviews

Hayward House

Top guest favorite
A well-lit bedroom features a spacious bed with a yellow quilt and white linens. Two bedside lamps are positioned on either side of the bed. Light enters through a window adorned with sheer curtains, while two closets are visible in the background.
Home in McFarland
4.88 out of 5 average rating, 147 reviews

Lovely Waterfront Two Bedroom House

Top guest favorite
A cozy living area features a sectional sofa adorned with yellow accent pillows, complemented by a light-colored armchair. A glass coffee table rests on an area rug, and natural light filters through sheer curtains covering two windows.
Home in Marinette
4.97 out of 5 average rating, 75 reviews

Fully Furnished Cozy Nest! Long or Short Term

Guest favorite
A modern kitchen displays sleek cabinetry in dark hues, paired with light countertops. A central island with bar seating for four is present. Soft pendant lights hang above, while large windows provide natural light, illuminating the spacious layout equipped with stainless steel appliances.
Home in Lake Geneva
4.9 out of 5 average rating, 21 reviews

Newly Renovated House Steps from Downtown and Lake

Superhost
A large tree provides shade to a swing hanging from its sturdy branch. Lush greenery surrounds the area, and a winding gravel path leads into the distance. Tall evergreen trees are present in the background, contributing to the serene outdoor setting.
Home in Marshfield
4.81 out of 5 average rating, 47 reviews

Spacious Private Suite w/kitchen, Marshfield

Guest favorite
A dining room features a handmade barnwood table surrounded by six white chairs. A chandelier hangs from the ceiling, and the walls are painted in a calming blue hue. Glass-paneled doors lead to a sunlit area, enhancing the room's spacious feel.
Home in Appleton
4.88 out of 5 average rating, 107 reviews

King Bed, Quiet Area, Central Location

Guest favorite
A spacious backyard is framed by tall trees, providing ample shade. A set of colorful kayaks and canoes is neatly arranged on a rack. Steps lead up to a charming house, while outdoor seating options are visible near a firepit, allowing for relaxation and social gatherings.
Home in Racine
4.94 out of 5 average rating, 158 reviews

Root River Home - Waterfront property - Sleeps 8+

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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

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