Holiday rentals in Wisconsin

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Top-rated holiday rentals in Wisconsin

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Guest favourite

Tiny home in Black River Falls

4.98 out of 5 average rating, 371 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

Guest favourite

Tiny home in La Crosse

4.95 out of 5 average rating, 112 reviews

Come unwind with us at Kindred Tiny House.

Come unwind with us at Kindred Tiny House. Take in beautiful Wisconsin outdoors in a Scandinavian-inspired tiny home themed with simplicity & relaxation in mind. This home features a full bath, kitchenette, & room to sleep three. Step out to experience a wooded private outdoor space featuring a fire pit, access to trails, & seasonally available shared access to a large salt water pool. Located approximately 15 minutes from downtown La Crosse, you’ll be able to enjoy all the area has to offer!

Guest favourite

Cabin in Mindoro

4.97 out of 5 average rating, 214 reviews

Stunning Views! - Bunker Hill @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Bunker Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us. *Check out our six other one-of-a-kind retreats listed on Airbnb located in Mindoro, WI

Guest favourite

Place to stay in Saint Croix Falls

4.95 out of 5 average rating, 228 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!

Guest favourite

Cabin in Hancock

4.94 out of 5 average rating, 401 reviews

Peaceful Wooded Sanctuary- with private dog park!

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. The cabin accommodates every guest, dogs too! New in 2023, a 1,200 sq. ft. dog park.

Guest favourite

Cabin in Richland Center

4.92 out of 5 average rating, 150 reviews

The Water Villa - NEW! @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. Downstairs there is a small kit

Guest favourite

Guest house in Sayner

4.98 out of 5 average rating, 170 reviews

Treetop Heaven & Sauna-Lands End at the Edge Loft!

QUIET private zenny retreat with large screened-in deck overlooks NHAL wilderness. Ponder a skyline of pines & a plethora of stars! Howling wolves, Woody, our resident pileated woodpecker sure to stop by. Gas grill, firetable. Rustic SAUNA steps away. WIFI elect FP kitch kayaks. LostCanoe Lake, WhiteSand Lake BoatLaunch&Beach, Escanaba & Lumberjack State Trails in 5min. HeartofVilas paved Trl, Fallison Lake St Trl 15min.Enjoy RusticRd #60 on the way. Semi-secluded, yet 8mi to BJ restaurants!

Guest favourite

Tiny home in Darlington

4.98 out of 5 average rating, 658 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Guest favourite

Tiny home in Grantsburg

4.97 out of 5 average rating, 548 reviews

Snowshoe Creek & Little Wood Lake Tiny House

New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

Guest favourite

Cabin in Fox Lake

4.96 out of 5 average rating, 156 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Guest favourite

Cabin in Wild Rose

4.9 out of 5 average rating, 509 reviews

Getaway Wild Rose - Milwaukee

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

Guest favourite

Cabin in Lone Rock

4.98 out of 5 average rating, 140 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!