Tiny house holiday rentals in Wisconsin

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Top-rated tiny home rentals in Wisconsin

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Top guest favourite
A modern tiny house is set within a lush green yard, featuring wooden siding and a metal roof. Large windows provide views of surrounding trees and landscaping. Decorative stones and plants enhance the outdoor space, while a wooden deck offers an entryway to the home.
Tiny home in Black River Falls
4.97 out of 5 average rating, 448 reviews

Tiny on the River

According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Top guest favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 379 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Top guest favourite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 101 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region. New workout center for all our guest to use.

Guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.91 out of 5 average rating, 230 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our newly-built eco-friendly tiny home perched right on the edge of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, the loft or the many windows looking out over the valley. Enjoy our private electric barrel-sauna, fire-pit, gas grill, pond with canoes and kayak, Wolf Creek with swimming hole or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Top guest favourite
Cabin in Comstock
4.96 out of 5 average rating, 226 reviews

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

We finished building this modern Scandinavian cabin in spring 2020. It’s been featured in Vogue and on Magnolia Network. The cabin sits at the end of the road on a private lot with a perfect view of sunsets over the nature side of the lake. Drive past farm fields, into the woods, and onto our private gravel road, arriving at the driveway. Watch loons, tundra swans, eagles, beavers and deer while you relax by the lake. Pontoon boat rental is available as an add on! Pets welcome for a $90 fee!

Top guest favourite
A rustic cabin features wood siding and large windows, providing natural light. A welcoming porch with railings extends across the front, overlooking a grassy area. The surrounding landscape includes blooming trees and a hint of outdoor equipment nearby.
Farm stay in Ontario
4.94 out of 5 average rating, 271 reviews

Rustic cabin in an orchard at Echo Valley Farm

Rustic cabin near Wildcat Mountain State Park and Kickapoo Valley Reserve. A quiet place to disconnect, hike, and enjoy the Driftless. The cabin has electricity, supplied water and a non chemical port-o-let, a heater, wood stove (we supply all indoor wood), fire pit and charcoal grill. Our Bakery is open Saturday-Sunday 9-4, May -October or order in advance off season. Short walk from parking to the cabin; we will transport your gear if needed. Enjoy our trails! LGBTQ owned. BIPOC welcome.

Guest favourite
An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.
Cabin in Fontana-on-Geneva Lake
4.93 out of 5 average rating, 160 reviews

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Top guest favourite
A serene sleeping area features a queen bed with a green quilt and decorative pillows. Flanking lamps provide soft lighting next to the bed. A forest-themed wall mural enhances the calming atmosphere, while a window offers a glimpse of the outdoors.
Guest house in Sayner
4.97 out of 5 average rating, 220 reviews

Sauna&Silent Starry Eves at Lands End at Edge Loft

PRIVATE zenny retreat in Wisconsin's Northwoods! Rustic SAUNA.Screened-in deck overlooks NHAL wilderness. AS OF 11/30/25, 15" SNOW! Winman Ski Trls open. Melt into nature on the deck: Birdwatch, listen to howling wolves, watch snow fall via floodlight. Just be. Gas grill, firetable.WIFI, elect FP, kitch, full fridge. Escanaba/ Lumberjack St Trls in 5min. Glide ice skate ribbon: 10. Winman Trls groomed Xcountry skiing: 30. Snowshoe trl out your door! Semi-seclud yet 8mi to BJ restaurants!!

Top guest favourite
The exterior of the storage container unit is showcased in a serene setting, featuring large windows and a sleek black facade. The surrounding area is landscaped with grass and bordered by a stone path, under a sky painted with soft hues of sunset.
Shipping container in South Range
4.98 out of 5 average rating, 185 reviews

Sölveig Stay: Shipping Container with Nordic SAUNA

Storage containers converted into a Nordic sauna and living space. Set in the woods half a mile from the sandy south shore of LAKE SUPERIOR. Our two-person occupancy and minimal design are curated to re-focus and re-fresh its inhabitants. Located on 80 acres of private land, you will fall in love with the peace and quiet. Whether you’re looking for a romantic couples getaway, spa weekend, or workspace as a digital nomad, Sölveig Stay was designed to spark creativity and relaxation.

Guest favourite
A well-appointed interior space features a cozy sleeping area with a light-colored bed and natural wood accents. A small dining table is set with plates and candles, while a comfortable seating area includes a leather couch adorned with a green throw pillow. Large windows offer views of the surrounding woods.
Tiny home in Elroy
4.96 out of 5 average rating, 179 reviews

Emerald Little Lodge Overlooking Woodland Pond

Check out Opal Little Lodge also! - - - - - - - - - - - - - - - - - - - - - This cozy modern little lodge designed and built by Wisconsin Tiny Homes, is tucked into the woods 150 ft above a small woodland pond in the valley below. A bird lover's paradise. Comfortably and thoughtfully appointed, it's the perfect getaway to enjoy with a companion or as a solo retreat. Immerse yourself in nature and treat yourself with luxurious accommodations and private hiking trails.

Top guest favourite
The two-story cabin, framed by tall trees, features large windows that provide glimpses of the interior. A balcony extends from the upper level, and the exterior displays a combination of dark wood and natural stone elements, enhancing the cabin's connection to the surrounding forest.
Cabin in Richland Center
4.93 out of 5 average rating, 186 reviews

The Water Villa - @MillCreekCabinsWI

Overlooking a small pond and Mill Creek in the valley below, The Water Villa offers guests beautiful views of the countryside. Near the entrance of Mill Creek Cabins, The Water Villa is shielded by a large privacy fence. A sliding door opens up to reveal a pathway to the two-story cabin. The main floor features a king bed, balcony, small seating area, and fireplace. Reclaimed barn wood walls and large windows create a warm interior highlighting the outdoors.

Top guest favourite
An open living space features warm wooden beams and a mix of modern and rustic decor. A comfortable sofa and armchair are arranged around a coffee table, while a dining area accommodates six. Natural light enters through large windows, complemented by a vintage map on the wall.
Cabin in Winneconne
4.97 out of 5 average rating, 290 reviews

Barndominium with Goats, Hot Tub, Forest & River

The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats and chickens that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!

Popular amenities for tiny home rentals in Wisconsin

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