Wisconsin

16 Best Wisconsin Airbnbs From Across the State

Posted by
Brittany Varano
October 13, 2020
Updated March 18, 2022

best wisconsin airbnbs
Photo: Airbnb

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There’s more to America’s Dairyland than cheese and cows, and these incredible Wisconsin Airbnbs will have you immediately packing your bags to see for yourself.

Regardless of whether you’re Packers fan or not, Wisconsinites are known for their warm midwestern hospitality — unless you root for the Vikings, in which case you may want to keep that to yourself. Football rivalries aside, Wisconsin is home to sprawling farmland, wooded hiking trails, and natural gems like Devil’s Lake, the Apostille Islands, and the shores of Lake Michigan.

And if that’s not enough to sell you on Wisconsin, Milwaukee and Madison each boast their own unique and vibrant atmospheres that are widely underrated as far as U.S. destinations go. With craft breweries, gourmet eateries, historic landmarks, and lovely city green spaces, there’s a lot to do in Wisconsin’s largest cities. And whatever you do, be sure to try the cheese curds.

Before venturing to the land of cheese, beer, and football, here are some of the best Wisconsin Airbnbs for your trip-planning pleasure.

Related Read: 11 Peacefully Secluded Cabin Rentals in Wisconsin

1. Bark Point Home

bark point airbnb rental
Photo: Airbnb

Why you should stay: Pet-friendly and structurally unique contemporary home.

  • Nearest town: Herbster
  • Sleeps: 8
  • Minimum stay: 2 nights
  • Rates start from: $199/night

Bark Point home is truly one of the most beautiful Wisconsin Airbnbs available, with tons of natural light, a glamorous interior, and breathtaking views of Lake Superior’s south shore from the comfort of a cozy patio. In the winter, don’t miss the chance to witness the impressive ice caves of Superior’s cliffs, and in the summer, swimming, fishing, and kayaking are a must.

The bedrooms are all lofted, so it’s best for families or groups of friends all traveling together — there’s not a lot of private space like you’d find in the bedrooms of a traditional home.

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Related Read: The 9 Best Airbnbs in Madison, Wisconsin

2. Wood River Retreat

Wood River Retreat wisconsin
Photo: Airbnb

Why you should stay: Stay in a wooded oasis just a short drive from the Crex Meadows Wildlife Refuge.

  • Nearest town: Grantsburg
  • Sleeps: 4
  • Minimum stay: 2 nights
  • Rates start from: $149/night

Wood River Home is the epitome of peaceful seclusion, located deep in the north woods with a large deck overlooking the winding river that flows by the property. Spend quality time out on the screened-in porch, next to the bonfire, or snuggled up beside the wood stove in the living room.

This cute cabin has lovely little touches such as coffee equipment, breakfast supplies, board games, and a solid DVD collection. It’s pet-friendly for up to. two well-behaved pups and sits on 16 acres, so you don’t even have to leave the property to take a nature stroll.

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Related Read: The 9 Absolute Best State Parks in Wisconsin

3. Riverside A-Frame

wisconsin a-frame airbnb rental
Photo: Airbnb

Why you should stay: Mid-century modern escape only an hour from Minneapolis.

  • Nearest town: Prairie Farm
  • Sleeps: 4
  • Minimum stay: 2 nights
  • Rates start from: $150/night

Run away to the middle of nowhere at this Riverside A-frame, where the main attraction is relaxing in the woods. nature. The home has a soothing jacuzzi bathtub, the heated stone floors, and thoughtful accents like a Bluetooth speaker, fireplace, and more.

There are cleared walking trails dotting the property, as well as two kayaks and a canoe for a bit of Hay River exploration from the home’s private dock. The owners also offer discounts on extended stays of a week or more for those who know in advance they’ll want to spend plenty of time in the the Badger State.

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Related Read: 9 Luxury Cabins in Wisconsin Where Nature Meets Splendor

4. Maiden Rock Barn

wisconsin barn airbnb
Photo: Airbnb

Why you should stay: A barn-turned-idyllic-rental with two bedrooms just a short drive from the Mississippi River.

  • Nearest town: Stockholm
  • Sleeps: 6
  • Minimum stay: 1 night
  • Rates start from: $89/night

It doesn’t get more Wisconsin than this Maiden Rock Barn Airbnb. The home is on a quiet and scenic property not too far from the Minnesota border and attractions like Frontenac State Park, the Lake Pepin overlook hike, and popular local wineries.

The home is a ground-floor apartment featuring stark white walls, wooden beams, a well-appointed kitchen, and an open floor plan that fosters togetherness. There’s plenty to see and do nearby, but it’s especially beautiful in autumn, when the leaves change throughout the town of Stockholm — and yes, it is named after actual Stockholm, Sweden.

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Related Read: 10 Relaxing Wisconsin Cabin Rentals with Hot Tubs

5. Rustica Retreat

Rustica Retreat Tiny House
Photo: Airbnb

Why you should stay: A well-styled tiny home with pitched wooden ceilings, wood flooring, and bright white walls.

  • Nearest town: Platteville
  • Sleeps: 3
  • Minimum stay: 2 nights
  • Rates start from: $59/night

Rustica Retreat is a comfy tiny home with plenty of storage, a well-equipped kitchenette, and even a full-sized bathroom and onsite washer and dryer.

The property is just outside of Platteville and only 25 minutes from Dubuque, Iowa. It’s one of the best Wisconsin Airbnbs for animal lovers, since the home is on a hobby farm where friendly animals roam free.

“Horses and a donkey are right outside and are so gorgeous to watch, and the patio of the tiny home has the most stunning sunset view,” says guest Taylor.

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Related Read: 10 Incredible Dog-Friendly Cabins in Wisconsin

6. Lakefront Apartment

madison wi airbnb rental
Photo: Airbnb

Why you should stay: A ground-level, one-bedroom apartment with lake views, luxury amenities, and a private sauna.

  • Nearest town: Madison
  • Sleeps: 2
  • Minimum stay: 1 night
  • Rates start from: $106/night

For your next trip to Madison, this lakefront apartment on Lake Monona is a well-equipped home on Willie Street, where you’ll find unique restaurants and vintage shops. The neighborhood is a quiet alternative to staying downtown but still close enough that you can easily walk or bike to the city center.

During your stay, you’ll have full access to the apartment’s private dock, kayaks, paddleboards, campfire space, and wooden sauna where you can relax and witness a vibrant Madison sunset. A college town, Madison is super hip and outdoorsy – it’s a great weekend trip for anyone in the midwest.

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Related Read: 10 Best Resorts in Wisconsin for Some Rest & Relaxation

7. ESCAPE Tiny House

wisconsin tiny house airbnb
Photo: Airbnb

Why you should stay: A visually stunning tiny home designed by a nationally recognized Wisconsin-based brand.

  • Nearest town: Chetek
  • Sleeps: 2
  • Minimum stay: 1 night
  • Rates start from: $150/night

Natural knotty pine, large windows, and well-optimized amenities make the ESCAPE Tiny House a bright and airy space. This beaut is part of Canoe Bay’s tiny home resort, an expanse of land with other exceptional tiny homes and a direct view of Mallard Lake.

During your stay, spend your time relaxing on the patio or out exploring nearby Brunet Island State Park. There’s no Wi-Fi in the unit, but you’ll find it elsewhere on property if you desperately need to check your email.

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Related Read: 9 Cozy Cabins in Northern Wisconsin For Your Next Trip Up North

8. The Blue Cabin

birchwood blue cabin airbnb
Photo: Airbnb

Why you should stay: A charming circular cabin with a hilltop deck, a fire circle, and stellar wildlife watching.

  • Nearest town: Birchwood
  • Sleeps: 4
  • Minimum stay: 2 nights
  • Rates start from: $125/night

The Blue Cabin is a quaint and unique two-bedroom home nestled in the woods of Northern Wisconsin, about 15 minutes from Hayward.

Its eclectic decor makes this Wisconsin Airbnb rental special, as does the exposed log ceiling, the spiral staircase up to the loft, and the retro vinyl record nook. The property itself is an oasis on 40 acres of forest, where a meadow and passing stream welcomes hiking and swimming.

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9. Lake Michigan Beach Home

lake michigan airbnb rental
Photo: Airbnb

Why you should stay: Escape to two acres near Kohler-Andrae and Harrington Beach State Parks.

  • Nearest town: Oostburg
  • Sleeps: 5
  • Minimum stay: 7 nights
  • Rates start from: $170/night

Lay your head down at night in a historic Lake Michigan beach home designed in the prairie style popularized by  Frank Lloyd Wright. Showcasing the classic architectural touches Wright was celebrated for, the home’s central fireplace, low and sloping ceilings, and expansive windows offer an authentic midwest experience.

While the home is beautiful, it’s worth mentioning that it’s on a private and sandy stretch of shore and has a backyard patio and firepit overlooking Lake Michigan.

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10. Fat Porcupine Cabin

wisconsin airbnb cabin
Photo: Airbnb

Why you should stay: Warm and inviting cabin in a small town about an hour from Lacrosse.

  • Nearest town: Black River Falls
  • Sleeps: 10
  • Minimum stay: 2 nights
  • Rates start from: $130/night

Whether you’re traveling with your large family in tow or it’s just you and your partner, the Fat Porcupine Cabin is a pet-friendly cabin stationed along the shores of Robinson Creek and its striking limestone formations. The backyard features a screened-in gazebo, fire pit, and a hammock for a classic day of lounging in the woods.

Inside, chill next to the fireplace and nod off to sleep in the main bedroom for two, or upstairs in the spacious, open layout room for eight. Don’t forget to stop and take a photo next to the adorable “Fat Porcupine” wood-carved sign.

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11. East Side Oasis

milwaukee wisconsin airbnb rental
Photo: Airbnb

Why you should stay: An all-brick, Tudor-style home a short walk from Lake Michigan.

  • Nearest town: Milwaukee
  • Sleeps: 7
  • Minimum stay: 3 nights
  • Rates start from: $198/night

Live life like a true Milwaukeean in this artistic east side oasis within walking distance to some of Milwaukee’s best attractions like Bradford Beach and Downer Avenue.

While you’re home, cook up delectable home-cooked meals in the high-end kitchen equipped with stainless steel appliances, and then curl up next to the fireplace before bed. There are three bedrooms, two baths, a balcony, and a study for your private use.

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12. Evergreen Yurt

Bayfield Rustic Yurt
Photo: Airbnb

Why you should stay: A refreshing glamping experience “up north”, not far from Apostle Islands National Lakeshore.

  • Nearest town: Bayfield
  • Sleeps: 6
  • Minimum stay: 1 night
  • Rates start from: $70/night

The Evergreen Yurt is one of two rustic yurts in Bayfield. To get to this unique Wisconsin Airbnb, you’ll need to take a 15 minute hike through the woods – but you’re then rewarded with sweeping views of the lush valley that leads onward to Lake Superior.

This no-frills vacation rental is equipped with an attached wooden deck, a wood stove, picnic table, and two single-over-double bunk beds. You’ll need to bring your own sleeping bag, and maybe some extra blankets, too, if you come in the middle of winter.

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13. The Pine Cone

pine cone yurt rental
Photo: Airbnb

Why you should stay: An affordable Wisconsin Airbnb that helps support a good cause.

  • Nearest town: Richland Center
  • Sleeps: 2
  • Minimum stay: 2 nights
  • Rates start from: $65/night

The Pine Cone is a sturdy yurt with its own stone patio, fire pit, and wooden benches roughly 90 minutes from Madison. This little cabin will make you feel like you’re camping but with the convenience of a kitchenette, WiFi, an electric heater, and a memory foam-topped queen bed.

The owners donate a portion of each booking to Renewed Hope/Esperanza Renovada, the non-profit organization founded by the owners to assist people dealing with and recovering from a cancer diagnosis.

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14. Deer Haven

Lake Nebagamon tiny house
Photo: Airbnb

Why you should stay: An unsuspecting mini home bursting with charm and comfortable amenities close to Hayward, Duluth, and Bayfield.

  • Nearest town: Lake Nebagamon
  • Sleeps: 2
  • Minimum stay: 2 nights
  • Rates start from: $95/night

Deer Haven is a mini cottage that shares a yard and fire pit with the hosts’ home. From first glance, the tiny home doesn’t look like much, but one step inside and you’re immediately greeted with a pleasant interior complete with comfortable seating, glass patio doors, and a metal basin bathtub.

When it’s time to get some shut-eye, climb the ladder up to the lofted queen bed that sits above the kitchenette. There’s even a full-size fireplace to make this tinyhouse feel extra luxurious.

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15. Door County Lakehouse

Door County Lake House
Photo: Airbnb

Why you should stay: Tranquil beach home on the water near one of Door County’s most popular small towns.

  • Nearest town: Egg Harbor
  • Sleeps: 8
  • Minimum stay: 3 nights
  • Rates start from: $360/night

Relax with your group during your Wisconsin vacation at the pleasant Door County Lakehouse, which has a private beachfront, dock, and fire pit. The cabin’s all-wooden interior is decked out in quaint midwestern touches that’ll make you feel right at home, and there’s also a cast-iron wood-burning stove, a fully stocked kitchen, and seven beds in two bedrooms for your comfort.

There’s a noise curfew after 10 p.m., making this a great place to get a good night’s sleep after spending the day in adorable Egg Harbor.

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16. Eagles Nest

Eagles Nest airbnb wisconsin

Why you should stay: Wisconsin Airbnb with a spacious yard, rooftop deck, and panoramic views of Lake Pepin.

  • Nearest town: Maiden Rock
  • Sleeps: 7
  • Minimum stay: 1 night
  • Rates start from: $219/night

Sleep on top of the world at the Eagles Nest, a beautiful four-bedroom home with a spacious, well-appointed kitchen that can feed your big family’s equally big appetite. In the living room, a cozy fireplace will warm your soul, and floor-to-ceiling windows ensure you’ll always have an epic lake view.

The home also features a ping-pong table, balcony with patio seating, and a basketball hoop.  The house is large, so there’s plenty of room for everyone to spread out and have their own room — it’s great for families with older kids.

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