When you think of Wisconsin, you might think of beer, cheese, and maybe even That 70s Show. While the state is known for these things, it also has fantastic snowmobiling, city shopping, and hiking and is home to the waterpark capital of the world, the Wisconsin Dells. Regardless of your reason for visiting, there is something in the Badger State for every type of traveler.
Finding a vacation rental can be one of the most time-consuming parts of planning a holiday. We here at Road Affair want to lighten the load for you. We have compiled a list of the best Airbnbs in Wisconsin for every type of holiday so that you can spend more time packing and less time planning. Superhosts preside over all of the Airbnbs listed below to ensure you are truly getting the best of the best. For those unfamiliar with Airbnb, superhosts are rental owners with an impeccable track record of providing top-notch hospitality to their guests.
Converted Shipping Container in Viroqua
If you are looking for a unique Airbnb in Wisconsin, then consider staying in this stunning converted shipping container.
Inside, the home has been renovated and designed with modern motifs, creating a stylish and comfortable space. Stainless-steel appliances can be found throughout the full kitchen, along with a sizable island with a breakfast bar. In the living room, there is a pullout twin sofa bed and a rocking chair where guests can unwind with a book or cup of tea.
The bedroom has a plush queen-size bed, making this rental suitable for up to four guests. In the bathroom, there is a well-lit vanity and a tub and shower, along with complimentary soaps and shampoo.
Outside, guests can gather under the pergola and warm up by the fire in the chiminea. There is also a barbecue on the patio, perfect for afternoon cookouts.
This Wisconsin Airbnb is only minutes away from the restaurants and shops of downtown Viroqua. Vernon Vineyards and Sidie Hollow Park are less than a 10-minute drive away.
Pet-Friendly Cottage on Lake Superior
This gorgeous lakehouse for rent in Wisconsin is the perfect rental for families or small groups looking to spend some time on Lake Superior.
The artisan-crafted cottage is located right on the water just north of Herbster. The interior of the home features an open concept loft layout with high ceilings and an abstract-modern motif. In the main living room, guests can unwind on the leather furniture beside the electric fireplace and enjoy lake views from the floor-to-ceiling picture windows or take in some of the large art pieces lining the walls. The den features a double-sided fireplace, a comfortable sleeper sofa, and a Roku TV. In the full kitchen, there is plenty of counter space for cooking for larger groups, as well as a breakfast bar and a dining nook with a built-in wine rack.
A set of stairs leads to the upstairs catwalk, where there is a screened-in queen-size bed. The master bedroom features a platform queen-size bed, and the third bedroom has a futon bed, making this rental suitable for up to eight guests.
Outside, guests have access to 300+ feet of private sandy shoreline. There is also a patio with a built-in fireplace and pergola.
Cozy Cabin Near Governor Knowles State Forest
If you are looking for a vacation rental in Wisconsin that provides privacy and proximity to nature, this is the Airbnb for you.
This gorgeous pet-friendly cabin rental is nestled deep in the forest overlooking the Wood River. The home’s interior features rustic-contemporary décor and wood-paneled walls, creating a warm and inviting space. In the living room, guests can cozy up next to the woodstove and stream their favorite shows on the Smart TV. There is also a collection of DVDs, books, and board games to choose from. Superhost Douglas provides breakfast foods in the full kitchen, from oatmeal and fresh farm eggs to coffee.
In the master bedroom, there is a comfortable queen-size bed with a memory foam topper and a salt lamp for ambiance. The second bedroom features a full-size bed, a twin-size bed, and a TV with a DVD player.
Guests can enjoy their morning coffee on the Papasan couch on the screened-in front porch. The back porch has twinkling fairy lights hanging above a patio dining set and barbecue overlooking a ravine. After a day of exploring nearby hiking trails, guests can warm up at the firepit with a glass of wine and roast marshmallows.
The Maiden Rock Barn Apartment
This short-term rental in Wisconsin is ideal for small groups or families looking to be close to great river fishing.
The barn is located five miles from Maiden Rock, between the Mississippi River and the Chippewa River. Crystal Cave is about a 30-minute drive away, and the hiking trails at Five-Mile Bluff Prairie State Natural Area is roughly 20 minutes away by car.
Inside, the home features whitewashed wood-paneled walls and a soft contemporary motif. In the living room, guests can relax on one of the couches beside the gas fireplace and watch the game or read a book. The full kitchen comes well stocked with all the essentials, including a Keurig coffee maker.
Two of the bedrooms feature plush queen-size beds and room-darkening shades. A third full bed can be found tucked under the back staircase. In the bathroom, there is a tub and shower combo with an accessibility bar. Superhost Brenda even provides shampoos and soaps. Outside, guests can suntan on the sun loungers or enjoy a meal on the patio dining set.
Tiny House Outside Platteville
This cute little Airbnb in Wisconsin is ideal for parents or friends visiting students at the University of Wisconsin Platteville campus.
The tiny home measures 256-square-feet and features white shiplap walls and 10-foot high ceilings. The house was designed to maximize space in a smart and functional way. In the living room, guests can unwind on the reclining loveseat and watch a movie on the TV. There are two closets beside the TV, perfect for luggage storage. The full kitchen features a pullout coffee station with a drip coffee maker.
A staircase pulls out from the wall and leads to the loft-style bedroom, where there is a king-size gel memory foam mattress. The back of the stairs also doubles as a pantry, showing off the innovative designs in the home. In the bathroom, there is a walk-in shower and a washer-dryer combo. Outside, guests can sit around the portable firepit in Adirondack chairs with a glass of wine.
This vacation home for rent in Wisconsin is located just two minutes down the road from the University of Wisconsin Platteville campus.
Romantic Retreat Near Lake Chetac
This two-bedroom round cabin is the ideal Airbnb in Wisconsin for couples looking for a romantic getaway in nature.
The home is nestled on 40 acres of private forested property with lovely meadows and streams to explore. The cabin’s interior has an open floor plan and a gorgeous exposed log beam ceiling. Guests can pick a record from the living room’s vinyl corner and listen to some tunes while reading in front of the double-sided fireplace. On the other side of the fireplace, there is a sitting area with two rocking chairs and a small collection of books. In the full kitchen, guests will find complimentary homemade chocolate chip cookies, courtesy of superhosts David and Laurie.
A spiral staircase leads to the loft bedroom, where there is a queen-size bed, a library of books, and a small reading area with a futon couch. The bathroom comes fully stocked with soap, shampoo, and conditioner.
Outside, guests are free to hike the property. There is a hillside deck with patio furniture looking out towards Echo Meadow, perfect for enjoying a glass of wine at sunset. After a day of swimming in nearby lakes, guests can return for a good old-fashioned s’more roast at the firepit.
Chic House Near Lake Monona
If you are looking for an Airbnb in Madison, Wisconsin, look no further than this stylish one-bedroom house.
This stunning Wisconsin Airbnb features heated floors throughout and is fitted with elegant and comfortable furnishings. After a day of touring the city, guests can return for a luxurious bubble bath in the bathroom’s soaking tub. The bedroom boasts a queen-size organic pillow-top mattress fitted with Italian Percale cotton sheets.
In the living room, guests can access their favorite streaming services on the Smart TV. There is also a queen-size pullout couch and a dining table for two. The full kitchen boasts custom-made ash cabinets and gorgeous soapstone countertops, creating a boutique feel. Superhost Jackie goes above and beyond to make guests feel at home by providing a welcome basket filled with local cheeses, crackers, chocolates, and coffee.
There is a small sitting area in the backyard with a portable firepit surrounded by lush gardens.
This Airbnb in Wisconsin is located within walking distance of BB Clarke Beach on Lake Monona. The Wisconsin State Capitol Building and downtown Madison are less than a 10-minute drive away and also easily accessible by bus. Guests have access to a parking spot under the carport.
Log Cabin Near Wisconsin Dells
If you are looking for an Airbnb in the Wisconsin Dells with space to accommodate up to 10 guests, superhost Sondra has the cabin for you!
This three-bedroom rental has an open floor plan and features rustic décor and comfortable furnishings. In the living room, guests can cozy up on one of the couches beside the woodstove and watch the game on the large flatscreen TV. The full kitchen comes well stocked with all the essentials for preparing a meal, including a toaster, a microwave, and cooking oils. Downstairs, there is a second entertainment room with a flatscreen TV and a pullout couch.
In the master bedroom, there is a comfortable queen-size bed and a built-in closet with sliding mirror doors. The second bedroom features two single beds and a skylight. The third bedroom is located in the basement and has a queen-size bed and a single bed. In the downstairs bathroom, there is a luxurious jetted soaking tub.
After a day of touring the Dells, guests can return and enjoy a cold beer on the front porch rocking chairs or head down for a nap on the hammock. There is also a firepit and barbecue.
The Frank Lloyd Wright House
This stunning four-bedroom house was built by famed American architect Frank Lloyd Wright, who was known for designing buildings that reflected a harmony between humanity and the environment.
One look inside the home, and it’s not hard to see why it hits our list as one of the best Airbnb rentals in Wisconsin. The 63-foot long living room features a mixture of red bricks and wood panels. There are three fireplaces, a library of books and games, and plenty of seating options on sectional couches and chairs. For those planning on working remotely while on holiday, there are two dedicated workspaces with desks – one downstairs and one upstairs. The full kitchen boasts high ceilings and a skylight and is well stocked with essentials like sugar, coffee, tea, and cooking oils.
The master bedroom has a queen-size bed, while the other three rooms have double beds. Guests can spend their days discovering the architectural genius of the home and finish the day off with a cocktail on the patio.
This one-of-a-kind Wisconsin Airbnb is in the small vacation town of Two Rivers, located on the shores of Lake Michigan. The beach is about a mile from the home, and Fairview Golf Course is only five minutes away by car.
The Evergreen Yurt
This is the ideal Airbnb in Bayfield, Wisconsin, for families or small groups looking to experience glamping.
The yurt boasts outstanding panoramic views of Lake Superior and offers direct access to both the CAMBA mountain bike trails and Mt. Ashwabay ski trails. The Airbnb is located in the middle of Bayfield County Forest, so it is only accessible by foot, ski, bike, or snowshoe. It is less than a mile hike to the rental.
The yurt does not have electricity or running water. There is an outhouse steps from the front door that is open all year round. A wood-burning stove heats the home, and firewood is provided. There are two bunk beds, each with a double bed on the bottom and a single on top, making this rental suitable for up to six guests. A large picnic table sits between the beds.
Outside, there is a bear-proof storage box where guests can store their food during the trip. Guests can play card games or enjoy a meal on the deck’s picnic table. The firepit overlooks the lake and valley below.
Stylish Flat in Milwaukee
If you are looking for an Airbnb in Milwaukee, Wisconsin, then look for further than this bright and airy flat in the Bay View neighborhood.
This stunning apartment is perfect for couples or solo travelers. The interior is decorated with colorful artwork and lush green plants, creating a relaxing and chic space. In the bedroom, there are blackout shades and a plush queen-size bed where guests can get a good night’s sleep before heading out to explore the city. A set of glass French doors opens from the bedroom into the living room. Guests can unwind on the lounge chairs and stream their favorite shows on the Smart TV.
The kitchenette is stocked with all the essentials, including a two-burner stovetop, a toaster oven, and a minifridge. Superhosts Brett and Anna even supply complimentary tea and local coffee. In the bathroom, guests will find complimentary toiletries and robes, as well as a luxurious glass walk-in shower.
This Wisconsin Airbnb is located steps away from restaurants, bars, and coffee shops. The Harley-Davidson Museum and Potawatomi Hotel & Casino are roughly 10 minutes away by car or 25 minutes by public transit. Guests have access to free on-site garage parking.
Related: 15 Best Airbnbs in Milwaukee, WI
Modern Cottage Near Lake Geneva
This stunning two-bedroom Airbnb in Lake Geneva, Wisconsin, is perfect for families or small groups looking to have some summer lake fun.
The home is located a short walk down the street from the Linn boat launch and just a few minutes’ drive from Big Foot Beach. The interior of the cottage features exposed wood beam vaulted ceilings, modern furniture, and sleek black finishes. In the full kitchen, there are stainless-steel appliances and an expandable dining table for six. Guests can cuddle up on the pullout couch in the living room for a movie night on the Smart TV.
The master bedroom boasts large windows with views of the surrounding forest, as well as a queen-size bed and a Smart TV. In the second bedroom, there is a set of bunk beds and a Smart TV. A closet in the hallway opens to reveal a stacked washer and dryer. After a day on the lake, guests can return for a relaxing rinse in the bathroom’s walk-in shower.
Outside, guests are free to explore the half-acre wooded property. There is a small patio with a dining set and a parking pad with space for two cars.
Tiny House on a Private Lake
This is the perfect rental for couples or solo travelers looking to rent a lakehouse in Wisconsin.
The tiny home is located on 100 acres of private forested property with a private lake. Guests can watch the sunset over the water on Adirondack chairs on the deck or along the lakeshore. Inside, the home has been impeccably designed to maximize space. In the living room, guests can relax on the sofa bed beside the electric fireplace and watch a movie on the TV. The bathroom features a sizable vanity, as well as a bathtub and shower. In the kitchen, guests won’t be able to use the oven or stovetop but will have access to a microwave, fridge, and coffee maker. There is a comfortable queen-size bed in the bedroom, along with a small collection of books and cabinets for storage.
This lakeside cabin rental in Wisconsin is located 15 minutes from the restaurants and shops in Chetek. Minneapolis−Saint Paul International Airport and Pattison State Park are about two hours away by car. Flambeau River State Forest is just over an hour’s drive away.
The Glamping Silo Near Helenville
If you are on the hunt for a unique rental, then this is one of the best Wisconsin Airbnbs for you.
This renovated turn-of-the-century silo has been completely renovated into a five-story glamping experience. The first four levels are accessed by a spiral staircase, and the loft can be accessed by a custom-engineered folding ladder. On the ground floor, there is a dining area known as the barn bar where guests can play card games or enjoy a glass of wine. On the fourth floor, there is a small collection of books, DVDs, and a hammock chair where guests can sit and take in 360° views of the surrounding farmland.
A small kitchenette provides the basics, such as a French press, a griddle, an electric kettle, complimentary coffee, and utensils. There is a converted milkhouse steps from the silo that is now a bathroom with a toilet and walk-in rain shower.
In the loft bedroom, there is a cozy queen-size bed where guests can relax and watch a movie on the wall-mounted TV. There is also a unique light with a built-in Bluetooth speaker above that guests can use to jam to tunes or listen to an audiobook before bed.
Luxury Treehouse in Bayfield
This breathtaking treehouse rental in Wisconsin is ideally located two miles from Bayfield and the shores of Lake Superior.
Inside, the rental features fantastic wood finishings and is decorated with modern furniture, creating a stylish and comfortable space. Guests can unwind on the leather reclining sofa in front of the woodstove in the living room and stream their favorite shows on the Smart TV or read a book. There is a small kitchenette with a microwave, minifridge, coffee maker, and four-person dining table.
Driftwood from Lake Superior was collected to custom-make gorgeous diamond willow railings on the stairs. Upstairs, the two open bedrooms are connected via a catwalk. One side has a queen-size bed, and the other side has a twin bed and a sleeper sofa. In the bathroom, shampoo and soap are provided, and there is a lovely shower.
Outside, guests can enjoy a glass of wine on the deck’s sun loungers surrounded by tall pine trees. Near the treehouse, there is a pond with walking trails that go through the nearby wooded area.
There you have the best Airbnbs in Wisconsin. Whether you are looking to stay in a glamping yurt, a cozy cabin, a lakehouse, or a luxury house, they are all here. All you have to do is pick one and start packing!