Wisconsin vacation rentals

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Popular amenities for Wisconsin vacation rentals

Other great vacation rentals in Wisconsin

Guest favorite

Apartment in Arbor Vitae

4.87 out of 5 average rating, 195 reviews

Retreat B on Little Spider Lake (Towering Pines)

Apr 4 – 11

G$24,843 GYD per night
Guest favorite

Cabin in Kenosha

4.81 out of 5 average rating, 534 reviews

Lake Michigan Writer’s Cabin

Jan 21 – 28

G$23,408 GYD per night
Guest favorite

Cabin in Sarona

4.93 out of 5 average rating, 221 reviews

Hunt Hill's Rustic Log Cabin

Dec 10 – 17

G$23,197 GYD per night
Guest favorite

Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Dec 20 – 27

G$21,529 GYD per night
Guest favorite

Tiny home in Arbor Vitae

4.94 out of 5 average rating, 276 reviews

The croquet cabin your year round romantic escape

Feb 25 – Mar 4

G$37,556 GYD per night
Guest favorite

Cabin in Hayward

4.89 out of 5 average rating, 399 reviews

Fancy Fireflies-Charming studio Cabin in Hayward

Mar 12 – 19

G$22,835 GYD per night
Guest favorite

Cottage in La Crosse

4.88 out of 5 average rating, 261 reviews

Sunsets on the Edge

Mar 18 – 25

G$31,013 GYD per night
Guest favorite

Cabin in Crivitz

4.96 out of 5 average rating, 305 reviews

Whippoorwill Valley Cabin quiet waterfront cabin

Dec 7 – 14

G$33,561 GYD per night

Vacation rentals with pools in Wisconsin

Guest favorite

Condo in Lake Geneva

4.93 out of 5 average rating, 427 reviews

Charming, Cozy & Quaint Condo in Lake Geneva!

Sep 22 – 29

G$28,071 GYD per night
Guest favorite

Condo in Wisconsin Dells

4.97 out of 5 average rating, 418 reviews

Cool Lake Front Condo, COZY, Fireplace

Feb 28 – Mar 7

G$23,869 GYD per night
Guest favorite

Condo in Egg Harbor

4.91 out of 5 average rating, 160 reviews

Our Piece of the Door-Landmark Resort, Egg Harbor

May 5 – 12

G$23,584 GYD per night
Guest favorite

Condo in Lake Geneva

4.97 out of 5 average rating, 100 reviews

Cozy Lake Geneva retreat! Fireplace! King bed!

Dec 1 – 8

G$32,122 GYD per night
Guest favorite

Guest suite in Spring Green

4.9 out of 5 average rating, 112 reviews

Spring Green River Pines

Oct 7 – 14

G$26,766 GYD per night
Guest favorite

Condo in Wisconsin Dells

4.98 out of 5 average rating, 176 reviews

1BR Riverfront w/in-room jacuzzi, pool & hot tub

May 28 – Jun 4

G$41,854 GYD per night
Guest favorite

Boat in Racine

4.98 out of 5 average rating, 229 reviews

Charming Sailboat Stay

May 28 – Jun 4

G$36,780 GYD per night
Guest favorite

Home in Somerset

4.99 out of 5 average rating, 224 reviews

Resort LeMire

Nov 30 – Dec 7

G$179,489 GYD per night

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