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Vacation rentals in Wisconsin

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Top-rated vacation rentals in Wisconsin

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Top guest favorite
A modern tiny house is set within a lush green yard, featuring wooden siding and a metal roof. Large windows provide views of surrounding trees and landscaping. Decorative stones and plants enhance the outdoor space, while a wooden deck offers an entryway to the home.
Tiny home in Black River Falls
4.97 out of 5 average rating, 463 reviews

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

Top guest favorite
A cozy cabin is situated among lush greenery, featuring a spacious deck that extends from the entrance. The gravel driveway leads up to the cabin, surrounded by trees and wild foliage, creating a serene, natural atmosphere.
Cabin in Westby
4.99 out of 5 average rating, 125 reviews

Nature's Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Top guest favorite
An aerial view of Wanderloft reveals its modern architectural design set against a lush green landscape. The cabin features large windows, a rooftop deck with seating, and a path leading down to the natural surroundings by Manuel Lake.
Cabin in Phelps
4.98 out of 5 average rating, 116 reviews

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin provides stunning 360-degree views from various levels overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Top guest favorite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.91 out of 5 average rating, 260 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Top guest favorite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 411 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Top guest favorite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 129 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region. New workout center for all our guest to use.

Top guest favorite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 170 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Top guest favorite
A charming farmhouse is nestled among lush greenery, surrounded by tall trees. The two-story structure features a gabled roof and a covered front porch. Natural landscaping, including shrubs and grass, frames the house, creating a serene and private atmosphere amidst the forested hills.
Cabin in Gays Mills
4.98 out of 5 average rating, 372 reviews

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

Top guest favorite
Cabin in Hayward
4.99 out of 5 average rating, 139 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Top guest favorite
A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.
Cabin in Avoca
5 out of 5 average rating, 222 reviews

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Top guest favorite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 107 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Top guest favorite
The exterior of a cozy cabin is framed by lush greenery, with a rustic red façade and a stone chimney. A pathway leads to the entrance, while the serene Grass Lake glimmers in the background, surrounded by trees and natural landscaping.
Cabin in Crivitz
4.97 out of 5 average rating, 251 reviews

Scenic, Serene Lakefront Cabin — Wood Stove

Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

Popular amenities for Wisconsin vacation rentals

All about 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.

What are the 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