Vacation rentals in Wisconsin

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Popular amenities for Wisconsin vacation rentals

Private vacation rentals in Wisconsin

Top guest favorite
A quaint stone cottage with a gable roof and light-colored siding is shown. The front door, framed by two large windows, provides a welcoming touch. A well-maintained lawn with potted plants is visible, enhancing the cottage's charm in a peaceful neighborhood setting.
Cottage in Avoca
4.96 out of 5 average rating, 50 reviews

The Avoca Stone Cottage

EmilyRating, 5 stars5 months ago
This was a great place to stay, even with a toddler. Dawn is very thoughtful. We felt right at home and hope to stay again sometime.
Superhost
A cozy outdoor seating area is surrounded by tall trees, featuring several wooden Adirondack chairs arranged around a central fire pit. The ground is covered with gravel, creating a natural setting that invites relaxation and conversation under the shade of the foliage.
Cabin in Phelps
4.78 out of 5 average rating, 166 reviews

Hussienda

GretchenRating, 5 stars4 weeks ago
We were so happy to stay at this cabin! It was very cozy and warm which was great because we got a snow storm. The cabin had everything we needed and was very homey! We would definitely recommend to anyone else to stay there. We would like to come back in the summer so we could use the nice fire pit!
Superhost
Cabin in Necedah
4.89 out of 5 average rating, 44 reviews

Private Retreat * Fire pit * Gazebo * Tennis table

MarkRating, 5 stars5 months ago
We have been coming to Necedah to hunt for years and have rented several houses in the past, the antlers nest is at the top. The house was clean, had all the amenities we needed. Was comfortable, spacious and exceeded our expectations. Kasia was great, quick to respond and worked with us on early checkin/late checkout. Overall a great house, property and experience, we will be renting again!
Guest favorite
A spacious villa is set against a backdrop of rolling hills and cloudy skies. The exterior features a blend of wood and grey siding, with a welcoming porch that extends around the lower level. Chickens can be seen freely roaming on the lush green lawn.
Villa in Benton
5 out of 5 average rating, 12 reviews

The stay with the story

DemetrioRating, 5 stars1 month ago
Great people. We had a swift check-in and were welcomed by a beautiful space that provides absolute privacy. Could have been better if it was warm so you can enjoy the enormous space around the property. Can be suitable for retreats, intimate wedding venue.
Guest favorite
Villa in Sheboygan
4.96 out of 5 average rating, 23 reviews

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi

MikeRating, 5 stars6 months ago
Great host!! Great location!! Great property!! We came in town for a golf trip and this property was a perfect location and comfortable. Nice to start each morning with a quick walk to the beach and watch the sun rise over the lake. Would definitely stay here again and would recommend it to anyone looking to stay in the area.
Guest favorite
A serene landscape is visible, showcasing a calm body of water surrounded by lush greenery. Tall trees frame the scene, with a clear blue sky filled with soft clouds overhead, creating a peaceful natural setting.
Home in Salem
4.92 out of 5 average rating, 26 reviews

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage

KevinRating, 5 stars6 months ago
the host was amazing! very responsive and made check in a breeze. place was great and close to restaurants and shopping.
Guest favorite
A serene view of a calm lake is complemented by the presence of wooden docks, leading up to a spacious green area framed by tall trees. A boat is docked, while pathways guide the way towards a building nestled among the foliage.
Cabin in Minocqua
4.9 out of 5 average rating, 134 reviews

Minocqua Condo - Lake Access - Walk to Downtown

DebbieRating, 5 stars3 weeks ago
Very nice place and was exactly as expected…..wait, we actually thought it was better. Pictures do not do it justice. Sometimes you see pictures on Airbnb and then you get there and think, how did they make this place look that good and big? Not the case here. The space is even better than the photos!! Spacious, clean and very comfortable!
Guest favorite
A spacious wooden deck features a barbecue grill alongside several outdoor seating options, including plush chairs and a glass-topped table. Lush greenery surrounds the area, offering a natural and serene setting for outdoor gatherings.
Home in Grand Marsh
4.91 out of 5 average rating, 151 reviews

Luxury Mansion in the woods on 25acres

MartinRating, 5 stars2 weeks ago
Peaceful gateway with friendly people. House is clean and Marek is very responsive host. I will recommend to book it if you need place to stay in the area .

Dog friendly vacation rentals in Wisconsin

Guest favorite
A fenced-in backyard features a well-maintained lawn surrounding a fire pit area. Four white chairs are arranged around a small table, inviting gatherings. Lush green trees provide shade, enhancing the peaceful ambiance.
Home in Sturgeon Bay
4.93 out of 5 average rating, 107 reviews

Fenced-In Yard | Dog Friendly | Quiet Neighborhood

PaulRating, 5 stars3 days ago
Great place to stay. Very cosy and clean. Exactly as advertised.
Superhost
A spacious backyard features a wooden deck with an umbrella and steps leading down to a grassy area. Two bright blue Adirondack chairs are positioned near a firepit, surrounded by a fenced yard that offers ample greenery. A stack of firewood is neatly arranged nearby.
Home in Lake Geneva
5 out of 5 average rating, 10 reviews

Charming, Pet-Friendly Lake Retreat

LindaRating, 5 stars6 months ago
We had a wonderful time in our hometown. Nick was great and easy to get ahold of with any questions. The house was great,a great place to stay for the month. We would definitely use Airbnb again in other places. And if we come home again for another long time we would love to have Nick again as host.
Guest favorite
A rustic cabin is surrounded by tall evergreen trees, creating a serene and secluded atmosphere. The wooden structure has a covered porch with a small table visible, inviting outdoor relaxation amidst nature.
Farm stay in Sparta
4.93 out of 5 average rating, 130 reviews

Grapevine Log Cabins 2

CaitlinRating, 5 stars5 months ago
This cute, cozy cabin was the perfect place for my sister and I to stay in town while we attended a funeral nearby. Patty was friendly & very responsive to messages!
Superhost
Home in Poynette
4.85 out of 5 average rating, 261 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

BridgetRating, 5 stars3 weeks ago
This place provided exactly what we needed: peace, ease & a beautiful view of the water! The cottage is nostalgic and comfortable, providing the perfect getaway for a small group of people (although it feels extra special when it’s just two visitors). We watched movies from the DVD collection, bird watched, listened to oldies on the radio, and chilled out in the (very clean) hot tub! It was, without a doubt, the most relaxing time we’ve had in a long time.
Top guest favorite
A gated entry leads to a spacious green yard, surrounded by trees and shrubs. A vintage home stands in the background, with a gray roof and white siding. Picnic tables can be seen under the canopy of trees, set against a cloudy sky.
Home in Stockholm
4.95 out of 5 average rating, 229 reviews

Bogus Valley Holm Country/Farm Pepin/Stockholm

PaulRating, 5 stars2 weeks ago
This is one of the best Airbnbs where we have stayed. This old farmhouse has been well updated, the other buildings are lovely, and the sauna was very enjoyable. Lots of room in the house, great well supplied kitchen, too.
Guest favorite
The exterior of a cabin is seen nestled among tall trees, featuring a large picture window that reflects natural light. The surrounding foliage creates a serene and secluded atmosphere in a wooded setting.
Cabin in Wild Rose
4.91 out of 5 average rating, 680 reviews

Postcard Cabins Wild Rose - Milwaukee

MichaelRating, 5 stars1 day ago
I would 10/10 recommend staying here & I will be back! I brought my dog, they had bowls & a little treat for him as well as a lead line already ready outside. The cabins are beautiful there’s absolutely no denying that, there’s everything you’ll need to cook, sleep, shower & just be without stress… The only thing I didn’t agree with was only including 1 bundle of wood for a 4 night stay then charge 9$ a bundle. So I did go find my own wood that was b reasonably priced, which is easy to find in the area. Such a peaceful escape from the city. I actually ended up extending my trip a day while I was there. Thank you so much to Postcard Cabins! I look forward to exploring their other locations as well!
Guest favorite
A comfortable living room showcases a reclining sectional and two armchairs with a plaid pattern. A coffee table sits centrally, accompanied by a decorative throw and a plant. Natural light filters through the window, accentuating the warm decor and smart TV mounted on the wall.
Home in Sheboygan
4.95 out of 5 average rating, 221 reviews

Dog Friendly Blue Door Cottage / Fully Fenced Yard

ChristineRating, 5 stars1 week ago
I can’t gush enough about this place! I wish I would have stayed longer, and hope to return with my family later this summer. The yard is huge! Both local recommended restaurants I tried were fantastic. The shopping near by is plentiful, and the lake isn’t far away either although that’s not why I came. I just wanted to get out of Chicago for some peace and quiet. As a city girl, I ran into a little more wildlife than I was used to, but Jordan and his brother were super fast to respond, and quick to help me manage it! Throughout your stay, you can tell Jordan truly encourages traveling with your dog(s), and that kind of warm welcome is priceless.
Top guest favorite
An elevated screened-in porch features a comfortable seating area with a sectional couch and a coffee table. Large windows provide unobstructed views of the lake and surrounding landscape, creating a serene atmosphere for relaxation.
Cabin in Herbster
4.95 out of 5 average rating, 135 reviews

Last Second May Cancellation Discounts, 3 Open!

ZouaRating, 5 stars3 weeks ago
It is a beautiful home. My family enjoyed the place. The sound of the waves is nice to listen to. Luke is very responsive and helpful! I would book the place again and would like to bring the kids along.

Family friendly vacation rentals in Wisconsin

Superhost
An open living space features exposed brick walls and wooden beams. A large brown leather sofa faces a wall-mounted TV. A dining table with metal chairs is placed on a textured area rug, while decorative wheels adorn the walls, enhancing the room's unique character.
Home in Kenosha
4.92 out of 5 average rating, 271 reviews

Where Family & Friends Gather to Create & Remember

AliciaRating, 5 stars2 weeks ago
We had an amazing stay! The place is beautiful & looked exactly like the pictures. We would highly recommend staying here.
Guest favorite
The exterior of a spacious log cabin is shown, featuring a large screened-in porch and a stone chimney. The surrounding area is filled with trees and grassy spaces, providing a natural and serene setting for relaxation.
Cabin in New Lisbon
4.93 out of 5 average rating, 135 reviews

Cozy, dog friendly, cabin, Castle Rock Lake area.

DawnRating, 5 stars3 months ago
A perfect winter getaway! Cozy, especially with the fireplace, and homey. Plenty of space for a family get together - good communal spaces while also enough room for individual retreat. All the amenities one could need are provided. SO grateful for a place that allows dogs. The owner is timely in response and kind. Understandably so due to environment but there were some insects in the home and dead bugs in some area (ladybugs, flies, etc). Overall, a great stay and wonderful place - would recommend.
Top guest favorite
A spacious cabin stands surrounded by greenery, featuring a welcoming porch with hammocks for relaxation. A two-and-a-half car garage is visible to the left, and sunlight casts a bright glow on the tranquil setting.
Cabin in Cushing
4.94 out of 5 average rating, 285 reviews

Family Cabin Retreat / Polk County Permit #76713

SallyRating, 5 stars2 weeks ago
Wonderful views of the lake from both front and back! Nice surprise that we were on a little island! The home was comfortable and had lots of supplies.
Top guest favorite
A clean bathroom is presented with a white toilet and a modern sink. A shower area is enclosed by a textured grey curtain. A wall-mounted mirror reflects soft lighting from wall sconces, while a small decorative item sits discreetly on the sink.
Cottage in Hudson
4.98 out of 5 average rating, 263 reviews

Cozy cottage in historic downtown Hudson!!

JohnRating, 5 stars3 weeks ago
Wow! Matthew’s home in Hudson was absolutely wonderful! It was just as described (better!), very clean, had everything you could possibly need, and everything was so comfortable. Definitely will stay again. Thank you!
Guest favorite
Home in Sheboygan
4.94 out of 5 average rating, 196 reviews

Beachfront getaway in Sheboygan

Laura KRating, 5 stars3 weeks ago
What a beautiful home! And a beautiful setting right on a sandy beach Lake Michigan. Plenty of board games and puzzles and music to listen to in the house. And we enjoyed trying local restaurants, all close by, and drove up to the dunes Park which was otherworldly and a short drive from the house.
Guest favorite
A bright entryway features a striking red front door, inviting guests inside. A small, dark wood console table is placed against the wall, topped with a potted plant. A round mirror hangs above the table, reflecting the openness of the space.
Home in Sister Bay
4.9 out of 5 average rating, 107 reviews

Family Friendly Retreat in the Heart of Sister Bay

KristenRating, 5 stars2 months ago
We had a last minute problem with our reservation at a nearby place and made a last minute request to stay at Pam's. She responded within minutes and we were on our way. Pam's place is in a great location, is very spacious and was perfect for our needs. The place is very clean, very nicely decorated and well maintained. We would love to stay here again.
Superhost
A cozy log cabin is depicted at dusk with illuminated windows, showcasing a welcoming atmosphere. In front, a circular fire pit is surrounded by four red Adirondack chairs, with a tree-lined background providing a serene setting.
Chalet in Williams Bay
4.88 out of 5 average rating, 249 reviews

The Bay Chalet

YanRating, 5 stars2 weeks ago
it was a wonderful holiday!!! the house in real life is better than in the pictures! very cozy, great fireplace and bbq! Holly was always responsive to requests and made our stay in the house wonderful!
Guest favorite
A spacious brown house is nestled among lush greenery, showcasing multiple windows that reflect natural light. The well-maintained lawn features colorful flower beds and rock landscaping. The inviting outdoor area extends from the house, blending harmoniously with the surrounding forested landscape.
Chalet in Wausau
4.94 out of 5 average rating, 102 reviews

Spectacular Garden/Ski Chalet in woods

CatrionaRating, 5 stars1 week ago
We had an amazing time at Doris's place. The home and property was absolutely beautiful!! The house was welcoming and very clean. It was quiet, peaceful, and everything you would want for a weekend getaway or a longer stay. It was nice sitting on the deck watching all the wildlife come through the property during the day and then enjoying the jacuzzi tub and foosball table in the evenings. Doris was great at communicating before, during, and after our stay. I would absolutely stay here again!

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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