Wisconsin vacation rentals
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Top-rated vacation rentals in Wisconsin
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Other great vacation rentals in Wisconsin
Apartment in Arbor Vitae
4.87 out of 5 average rating, 195 reviewsRetreat B on Little Spider Lake (Towering Pines)
Apr 2 – 9
Cabin in Hayward
4.89 out of 5 average rating, 399 reviewsFancy Fireflies-Charming studio Cabin in Hayward
Jan 31 – Feb 7
Cabin in Kenosha
4.81 out of 5 average rating, 534 reviewsLake Michigan Writer’s Cabin
Feb 13 – 20
Cabin in Sarona
4.93 out of 5 average rating, 221 reviewsHunt Hill's Rustic Log Cabin
Dec 4 – 11
Tiny home in Arbor Vitae
4.94 out of 5 average rating, 276 reviewsThe croquet cabin your year round romantic escape
Jan 10 – 17
Cabin in Edgerton
4.89 out of 5 average rating, 197 reviewsThe Overlook on Lake Koshkonong - Custom Log Cabin
Nov 24 – Dec 1
Cottage in La Crosse
4.88 out of 5 average rating, 261 reviewsSunsets on the Edge
Jan 27 – Feb 3
Cabin in Crivitz
4.96 out of 5 average rating, 305 reviewsWhippoorwill Valley Cabin quiet waterfront cabin
Dec 6 – 13
Vacation rentals with pools in Wisconsin
Condo in Lake Geneva
4.93 out of 5 average rating, 426 reviewsCharming, Cozy & Quaint Condo in Lake Geneva!
Sep 23 – 30
Condo in Wisconsin Dells
4.97 out of 5 average rating, 417 reviewsCool Lake Front Condo, COZY, Fireplace
Feb 23 – Mar 2
Condo in Egg Harbor
4.91 out of 5 average rating, 160 reviewsOur Piece of the Door-Landmark Resort, Egg Harbor
May 3 – 10
Condo in Bayfield
4.79 out of 5 average rating, 314 reviewsOne Minute Walk to Lake Superior. Brookside #11
Jan 1 – 8
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, 224 reviewsResort LeMire
Feb 19 – 26
Boat in Racine
4.98 out of 5 average rating, 229 reviewsCharming Sailboat Stay
May 28 – Jun 4
Home in Allouez
4.86 out of 5 average rating, 188 reviewsAmazing Six Bedroom Green Bay Vacation Home!!
Sep 6 – 13
Wisconsin homes
Home in Pepin
4.9 out of 5 average rating, 155 reviewsWaterfront A-Frame w/ Perfect View of Lake Pepin!
Jan 14 – 21
Home in Argyle
4.9 out of 5 average rating, 183 reviewsRelaxing 3 Bedroom Cabin with Hot Tub and Scenery
Dec 14 – 21
Home in Campbellsport
4.99 out of 5 average rating, 137 reviewsGleason's Chouse
Sep 10 – 17
Home in Two Rivers
4.93 out of 5 average rating, 323 reviewsStill Bend/Frank Lloyd Wright's Schwartz House
Feb 11 – 18
Home in Hilbert
4.92 out of 5 average rating, 105 reviewsState Park A-Frame Getaway with Arcade
Jun 17 – 24
Home in Ladysmith
4.95 out of 5 average rating, 199 reviewsNorth Country Cottage
Dec 4 – 11
Home in Poplar
4.97 out of 5 average rating, 274 reviewsTimber Trails Cabin, near Middle River!
Jan 2 – 9
Home in Galesville
4.96 out of 5 average rating, 337 reviewsThe BarnWood Company Guest House
Mar 10 – 17
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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