Wisconsin vacation rentals
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Top-rated vacation rentals in Wisconsin
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Other great vacation rentals in Wisconsin
Cabin in Cumberland
4.86 out of 5 average rating, 106 reviewsCozy Cabin on Kirby Lake - Stuga Wald
May 16 – 23
Cabin in Sarona
4.93 out of 5 average rating, 221 reviewsHunt Hill's Rustic Log Cabin
Mar 12 – 19
Tiny home in Arbor Vitae
4.94 out of 5 average rating, 275 reviewsThe croquet cabin your year round romantic escape
Feb 18 – 25
Tiny home in Grantsburg
4.97 out of 5 average rating, 524 reviewsSnowshoe Creek & Little Wood Lake Tiny House
Jan 28 – Feb 4
Cottage in Fond du Lac
4.98 out of 5 average rating, 231 reviewsBeautiful Lake Home.
Cottage in Medford
4.85 out of 5 average rating, 297 reviewsCozy A-frame on Clear Lake
Dec 25 – Jan 1
Tiny home in Chetek
4.94 out of 5 average rating, 304 reviewsBoho ESCAPE Tiny House
Apr 18 – 25
Cabin in Hayward
4.93 out of 5 average rating, 190 reviewsThe Timberjack
Aug 20 – 27
Vacation rentals with pools in Wisconsin
Condo in Lake Geneva
4.93 out of 5 average rating, 424 reviewsCharming, Cozy & Quaint Condo in Lake Geneva!
Sep 18 – 25
Condo in Bayfield
4.79 out of 5 average rating, 314 reviewsOne Minute Walk to Lake Superior. Brookside #11
Oct 22 – 29
Condo in Wisconsin Dells
4.98 out of 5 average rating, 174 reviews1BR Riverfront w/in-room jacuzzi, pool & hot tub
May 9 – 16
Guest suite in Spring Green
4.9 out of 5 average rating, 112 reviewsSpring Green River Pines
Oct 7 – 14
Condo in Egg Harbor
4.91 out of 5 average rating, 159 reviewsOur Piece of the Door-Landmark Resort, Egg Harbor
Apr 25 – May 2
Home in Allouez
4.86 out of 5 average rating, 187 reviewsAmazing Six Bedroom Green Bay Vacation Home!!
May 16 – 23
Boat in Racine
4.98 out of 5 average rating, 229 reviewsCharming Sailboat Stay
Sep 3 – 10
Home in Somerset
4.99 out of 5 average rating, 223 reviewsResort LeMire
Dec 30 – Jan 6
Wisconsin homes
Home in Hilbert
4.92 out of 5 average rating, 104 reviewsState Park A-Frame Getaway with Arcade
Oct 1 – 8
Home in Argyle
4.9 out of 5 average rating, 182 reviewsRelaxing 3 Bedroom Cabin with Hot Tub and Scenery
Oct 23 – 30
Home in Galesville
4.96 out of 5 average rating, 337 reviewsThe BarnWood Company Guest House
Mar 5 – 12
Home in Ladysmith
4.95 out of 5 average rating, 199 reviewsNorth Country Cottage
Feb 28 – Mar 7
Home in Two Rivers
4.93 out of 5 average rating, 323 reviewsStill Bend/Frank Lloyd Wright's Schwartz House
Mar 30 – Apr 6
Home in Pepin
4.9 out of 5 average rating, 154 reviewsWaterfront A-Frame w/ Perfect View of Lake Pepin!
Dec 6 – 13
Home in Campbellsport
4.99 out of 5 average rating, 135 reviewsGleason's Chouse
Nov 11 – 18
Home in Mauston
4.95 out of 5 average rating, 249 reviewsCozy Country Cabin
Dec 4 – 11
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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