Wisconsin vacation rentals
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Top-rated vacation rentals in Wisconsin
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Tiny home in Black River Falls
4.98 out of 5 average rating, 334 reviewsTiny 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
Dec 16 – 23
Cabin in Hayward
4.92 out of 5 average rating, 186 reviewsThe 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!
Jan 10 – 17
Cabin in Hancock
4.94 out of 5 average rating, 380 reviewsPeaceful Wooded Sanctuary- with private dog park!
Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. The cabin accommodates every guest, dogs too! New in 2023, a 1,200 sq. ft. dog park.
Dec 7 – 14
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wisconsin vacation rentals
Wisconsin fishing vacation rentals
Cabin in Comstock
4.97 out of 5 average rating, 157 reviewsLakefront Black Cabin : : : Sauna + Hot Tub
Feb 21 – 28
Home in Hilbert
4.92 out of 5 average rating, 103 reviewsState Park A-Frame Getaway with Arcade
Apr 19 – 26
Cabin in Cumberland
4.86 out of 5 average rating, 105 reviewsCozy Cabin on Kirby Lake - Stuga Wald
Oct 22 – 29
Cabin in Edgerton
4.89 out of 5 average rating, 196 reviewsThe Overlook on Lake Koshkonong - Custom Log Cabin
Apr 12 – 19
Tiny home in Arbor Vitae
4.94 out of 5 average rating, 275 reviewsThe croquet cabin your year round romantic escape
Jan 14 – 21
Cottage in Fond du Lac
4.98 out of 5 average rating, 226 reviewsBeautiful Lake Home.
Sep 20 – 27
Cabin in Sarona
4.93 out of 5 average rating, 220 reviewsHunt Hill's Rustic Log Cabin
Dec 30 – Jan 6
Cabin in Frederic
5.0 out of 5 average rating, 259 reviewsNordlys Lodging Co. - MetalLark Tower
Feb 3 – 10
Cottage in Medford
4.84 out of 5 average rating, 296 reviewsCozy A-frame on Clear Lake
Oct 22 – 29
Cabin in Kenosha
4.8 out of 5 average rating, 526 reviewsLake Michigan Writer’s Cabin
Oct 10 – 17
Tiny home in Chetek
4.94 out of 5 average rating, 303 reviewsBoho ESCAPE Tiny House
May 8 – 15
Tiny home in Lake Nebagamon
4.97 out of 5 average rating, 348 reviewsBerrywood Acres Cabin
Sep 13 – 20
Vacation rentals with pools in Wisconsin
Condo in Lake Geneva
4.94 out of 5 average rating, 419 reviewsCharming, Cozy & Quaint Condo in Lake Geneva!
Sep 16 – 23
Condo in Egg Harbor
4.9 out of 5 average rating, 156 reviewsOur Piece of the Door-Landmark Resort, Egg Harbor
Apr 11 – 18
Condo in Bayfield
4.81 out of 5 average rating, 255 reviewsOne Minute Walk to Lake Superior. Brookside #3
May 4 – 11
Guest suite in Spring Green
4.9 out of 5 average rating, 112 reviewsSpring Green River Pines
Oct 7 – 14
Home in Somerset
4.99 out of 5 average rating, 221 reviewsResort LeMire
Jan 30 – Feb 6
Condo in Egg Harbor
4.78 out of 5 average rating, 261 reviewsScenic Egg Harbor Getaway
Oct 21 – 28
Home in Allouez
4.87 out of 5 average rating, 184 reviewsAmazing Six Bedroom Green Bay Vacation Home!!
Sep 8 – 15
Condo in Fish Creek
4.91 out of 5 average rating, 206 reviewsEvergreen Hill A Whirlpool Condo by Pen State Park
Apr 17 – 24
Boat in Racine
4.98 out of 5 average rating, 229 reviewsCharming Sailboat Stay
Sep 2 – 9
Condo in Lake Geneva
4.96 out of 5 average rating, 138 reviewsRelaxing Villa with Amazing Amenities!
Nov 12 – 19
Condo in Wisconsin Dells
4.99 out of 5 average rating, 169 reviews1BR Riverfront w/in-room jacuzzi, pool & hot tub
Aug 11 – 18
Condo in Lake Geneva
4.98 out of 5 average rating, 174 reviewsLake Geneva Cloud 9
Sep 22 – 29
Wisconsin home rentals
Home in Lake Geneva
4.8 out of 5 average rating, 138 reviewsCozy Cottage 2 Blocks From The Lake
May 3 – 10
Home in Winneconne
4.79 out of 5 average rating, 126 reviewsWonderful Escape @ Ro's Lakehouse (w/ Hot Tub)!
Apr 7 – 12
Home in Ladysmith
4.95 out of 5 average rating, 199 reviewsNorth Country Cottage
Mar 12 – 19
Home in Twin Lakes
4.93 out of 5 average rating, 134 reviewsCove at 420: Modern Lake Front Home near Chicago
Apr 2 – 9
Home in Two Rivers
4.93 out of 5 average rating, 320 reviewsStill Bend/Frank Lloyd Wright's Schwartz House
Feb 9 – 16
Home in Poplar
4.98 out of 5 average rating, 269 reviewsTimber Trails Cabin, near Middle River!
Nov 19 – 26
Home in Galesville
4.96 out of 5 average rating, 334 reviewsThe BarnWood Company Guest House
Mar 21 – 28
Home in Argyle
4.9 out of 5 average rating, 181 reviewsRelaxing 3 Bedroom Cabin with Hot Tub and Scenery
Feb 6 – 13
Home in Campbellsport
4.99 out of 5 average rating, 134 reviewsGleason's Chouse
Oct 25 – Nov 1
Home in Wales
4.92 out of 5 average rating, 144 reviewsBeautifully Restored Historic Victorian
Oct 6 – 11
Home in Onalaska
4.94 out of 5 average rating, 131 reviewsLittle House on the Prairie
Jan 8 – 15
Home in Cuba City
4.95 out of 5 average rating, 187 reviewsRecharge your soul at “The Church”!
Apr 25 – May 2
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
- Beachfront rentals Wisconsin
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