The Coolest Airbnbs in Wisconsin – Featuring Treehouses, Tiny Homes, Yurts, Barns & More!

Last Updated on September 9, 2020 by haveclotheswilltravel

One of my favorite things to do when we travel is to find unique and crazy places to stay. From a treehouse in the Amazon Rainforest to a Martian Tent in Wadi Rum and a hut on top of Mount Fuji – we’ve had some great experiences!

However, with being home in Wisconsin this summer, I didn’t want this crazy accommodation streak to end! And you know what – Wisconsin has some incredibly cool Airbnbs to stay in. There are treehouses, yurts, tons of tiny homes, barns, silos and even a converted train caboose!

I’d love to hear which is your favorite Airbnb in the comments at the end of the post. Enjoy!

• Read next: The Coolest Airbnbs in Minnesota 
• Read next: 10 Unique Hotels for Adventure Lovers

The Coolest Airbnbs in Wisconsin

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Tiny Houses

Tiny House by Off Grid Inn – Fall Creek, Wisconsin

Immerse yourself in the forest of Wisconsin without sacrificing the comforts of home. This tiny home has everything you need with a fantastic view, no matter what time of year you stay here!

• Click here for more info on this tiny home. 

The Monarch’s Paradise  – Green Lake, Wisconsin

This tiny house is so cool that it’s been featured on Tiny House Hunters! It’s also great for anyone looking for a place to stay during EAA, as it’s only a half-hour away. 

• Click here for more info on this tiny house. 

The Croquet Cabin Tiny House – Arbor Vitae, Wisconsin 

A cozy little cabin located in the heart of the North Woods and on a lake. Perfect for a couple’s getaway!

• Click here for more info on this tiny house. 

Treehouses

Boulderridge Treehouse –  Bayfield, Wisconsin

A handcrafted retreat near the Apostle Islands area – most of the wood used in the treehouse was harvested from the property!

• Click here for more info on this treehouse. 

Treehouse Queen and Bunk on Lagoon – Wisconsin Dells, Wisconsin

These treehouse units are perfect for families visiting Wisconsin Dells – as tickets to Noah’s Ark Waterpark & Timbavati Wildlife Park are included in their summer 2020 special. These also have 3 Indoor Pools, 1 Outdoor Pool, 3 Indoor Hot Tubs, 1 Outdoor Hot Tub, 3 Saunas, a Basketball Court, and Natural Lagoon on this property.

• Click here for more info on these treehouses.

Yurts

Yurtcation in Cambridge, Wisconsin

Enjoy the great outdoors in this yurt on a 17-acre semi-private lake.  This yurt is also only 2 miles from downtown Cambridge and 20 miles from Madison.

• Click here for more info on this yurt.

True nomad dwelling – Middleton, Wisconsin

Stay in an authentic Mongolia yurt in Middleton. This yurt is perfect for someone who wants to enjoy staying in a yurt – but only has to take a 100-foot stroll to the main house to use the shower, restroom and kitchen!

• Click here for more info on this yurt.

Frank Lloyd Wright House

Still Bend/Frank Lloyd Wright’s Schwartz House – Two Rivers, Wisconsin 

The famous American architect Frank Lloyd Wright is from Wisconsin and has many of his incredible creations in our lovely state. This Airbnb allows you the chance to stay in one of his homes! This house has even been featured on the Travel channel’s Amazing Vacation Homes, The Wall Street Journal, The New York Times, Town and Country and more. 

• Click here for more information on staying at this Frank Lloyd Wright home. 

Hobbit House

G-ma and Pa’s Hobbit Home – Elk Mound, Wisconsin

Want to spend a night underground? Then this is the Airbnb for you. Plus, this home has a beautiful outdoor area to enjoy too. 

• Click here for more info on this Hobbit home. 

Glamping

Heated GLAMPING Yurt – Oshkosh, Wisconsin

Glamping = camping but far more luxurious. The host, Jessie, has several super cool Airbnbs to choose from as well. She not only has the gorgeous glamping accommodations pictured above, but also a vintage camper and a cute studio apartment. 

• Click here for more info on this glamping experience with Jessie. 

Twisting Twig Gardens and Orchard Wall Tent – Bayfield, Wisconsin

This comfortable tent is located on a small organic farm and is about 6 miles from Meyers Beach in the Apostle Islands National Lakeshore. 

• Click here for more info on this glamping experience in Bayfield. 

Hope Floats! Glamping on water – Washington, Wisconsin

This just might be the coolest Airbnb on this whole list! This is glamping at its finest. This custom made boat features a HOT shower, queen size bed, fire pit and a toilet (self-contained compost unit). It also comes with two kayaks. Talk about a cool experience!

• Click here for more info on this glamping on-water experience. 

Barns

Maiden Rock Barn (Pine Creek Rustic Road) – Stockholm, Wisconsin

This is Wisconsin, after all, and I can’t make a list of cool Airbnbs without including a couple of barns! Although, most of these “barns” are nicer than my actual house, haha. The Maiden Rock Barn is just a few miles from the Mississippi River/Lake Pepin. 

• Click here for more info on the Maiden Rock Barn. 

Barn Stay – Oshkosh, Wisconsin

This barn hosts up to 16 people and has a large pond with Koi in the backyard as well as free-range chickens. There are also 2 silos that have been remodeled and one contains a unique spiral staircase!

• Click here for more info on this barn stay. 

Silo

Silo Suite at Inn Greener Pastures – Chetek, Wisconsin

Or if you’d rather just stay in a silo – then this incredible Airbnb has you covered. This converted silo includes a private bathroom, bedroom and a top floor that overlooks a rock garden sculpture park.

• Click here for more info on this Silo suite. 

Shipping Containers

Life Uncontained – Viroqua, Wisconsin

If you’ve ever been curious about what it’s like to stay in a shipping container – now is your chance to find out! These are two shipping containers that have been converted into a 640 square ft. living space that features a private bathroom, full kitchen, 1 Queen size bed and sofa pulls out into twin bed, and a chair that unfolds into a single bed.

• Click here for more info on staying in a shipping container. 

Caboose!

Nostalgic End of the Line Caboose – Lake Geneva, Wisconsin

This is a converted train caboose that features a kitchen, bathroom, Queen size bed plus a futon. Crazy! It’s also within walking distance of downtown Lake Geneva. 

• Click here for more info on this caboose. 

Winery

Campo di Bella Winery & Family Farm LLC – Mount Horeb, Wisconsin

I don’t know about anyone else, but waking up on top of a winery is pretty much my idea of paradise!  Campo di Bella has created a private retreat above their winery for guests to stay in. 

• Click here for more info on staying at this winery.

Boats

Charming Sailboat Stay – Racine, Wisconsin

Stay aboard the 29′ sailboat “Clementine.” She is set up as a full-time Airbnb at Reefpoint Marina, which has amenities like a heated pool with two hot tubs, laundry facilities, Reefpoint Brewhouse restaurant, and top-notch shower facilities.

• Click here for more info on Clementine. 

Pirate Ship Adventure cabin – Lyndon Station, Wisconsin

This pirate ship sleeps up to 6 people and is decked out in the coolest pirate-themed decor! (Your kids will love it.) Plus, it not far from Wisconsin Dells.

• Click here for more info on this pirate ship. 

Luxury stays

Most Fun House In WI! – Fond du Lac, Wisconsin

This house is absolutely bonkers! It features everything from a basketball court to a pool and a rock wall, a trampoline, indoor rec room and more. If you and 16+ of your closest friends and family are looking for a fun getaway – this is it!

• Click here for more info on the most fun house in Wisconsin. 

Plush lakefront lodge w/dock, theater room, & game room! – Eagle River, Wisconsin

This gorgeous lodge offers nine bedrooms, six bathrooms, and 8,800 square feet of luxury and privacy. It can sleep up to 36 guests!

• Click here for info on this lodge. 

Waterfront Timber Frame Lodge – New Auburn, Wisconsin

This timber frame home is on the water with two other lakes on the 30+ acres. (There is excellent walleye fishing and trout fishing on the back lake.) It has 4 fireplaces, a loft, a master bedroom suite w/sunroom and jacuzzi tub.

• Click here for more info on this lodge.

Now, I’m curious, which of these Airbnbs is your favorite? Let me know in the comments!

• Read next: The Coolest Airbnbs in Minnesota 
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