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Chalet holiday rentals in Wisconsin

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Wisconsin

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Top guest favourite
The chalet is set against the shoreline, showcasing a rustic exterior with a red and stone facade. Large windows reflect the evening light, while outdoor seating is positioned beneath overhanging trees. A private pier extends into the tranquil water, enhancing the serene lakeside setting.
Chalet in Sturgeon Bay
5 out of 5 average rating, 126 reviews

Chalet On The Shore

The Chalet is set on a quaint piece of Door County's shoreline. Just steps from the waters of Sturgeon Bay, its location is very private, yet convenient to the city. You will enjoy the early morning sunshine from the east and the evenings colors lighting up the surrounding bay. Whether you are searching for a kick back get-away or into exploring all the nearby outdoor activities... We think you're going to love the charm of our year-round shore-side retreat and its truly unique hidden setting.

Guest favourite
The chalet's exterior features rustic wooden architecture with a charming sign reading 'Ott to Yodel'. A welcoming front porch with a railing is visible, complemented by colorful landscaping and green foliage surrounding the entrance.
Chalet in New Glarus
4.85 out of 5 average rating, 151 reviews

Cheerful 3-bedroom chalet in Little Switzerland

Welcome to 'Ott to Yodel' chalet - an authentic swiss chalet, full of eclectic charm. The main level fts. a warm living room, full kitchen and dining area, half bath, and 3 season porch. Upstairs you'll find a full bath, Bedroom 1 (king bed), Bedroom 2 (queen bed and double bed), and Bedroom 3 (queen bed) w a side room (twin bed). This home is located close to Downtown New Glarus shops, dining, festivals, recreational trails, and more. Also visit the local winery and famous New Glarus Brewery!

Top guest favourite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 105 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Guest favourite
A serene lake is bordered by trees displaying vibrant autumn colors. The calm water reflects the warm hues of the foliage, creating a picturesque scene. Gentle ripples may disturb the surface, enhancing the peaceful atmosphere of this natural setting.
Chalet in Lakewood
4.92 out of 5 average rating, 100 reviews

Northwoods Family Retreat

Welcome to our family cabin up north. Our beautiful cabin features cathedral ceilings and raw wood work. The cabin is located on a beautiful and quiet lake perfect any time of the year for your special getaway. Our property has access to the hundreds of miles of Oconto county recreation trails and is near the Nicolet National Forest. Hate cleaning fees? So do we. Ours is refundable. We invite you to the full “Up North” experience. Forget your worries in this spacious and serene space.

Top guest favourite
The rustic chalet features a wooden exterior with a green metal roof, surrounded by lush trees. A spacious deck extends from the house, overlooking the river. The lawn is well-maintained, providing a serene outdoor space with natural views.
Chalet in Muscoda
4.92 out of 5 average rating, 178 reviews

Riverside Chalet, LLC.

Welcome to the Wisconsin River! Our 1750 sq. ft. cozy riverside chalet features 300 feet of river frontage, master bedroom in the loft, deck overlooking the river, bunk beds, full kitchen, propane fireplace, firepit, and a natural spring running through the yard. The property offers stunning views from every room in the house as well as easy access to the river. Our location has a beautiful view, stunning in fact, but we are very close to Hwy. 60 and there is heavy traffic noise.

Top guest favourite
Chalet in Campbellsport
4.97 out of 5 average rating, 111 reviews

Long Lake Chalet

This recently remodeled and tastefully furnished, PET FRIENDLY, cabin boasts a unique charm. Nestled along the shores of Long Lake in the heart of the Kettle Moraine Forest, this lakefront property offers 45’ of serene, peaceful beauty. This stunning home features a large yard, pier access and year round recreational activities. Disconnect, unwind and take in all that Kettle Moraine has to offer. Whether vacationing with family or friends this retreat is waiting for you.

Guest favourite
Chalet in New Lisbon
4.92 out of 5 average rating, 203 reviews

Cabin of Contentment

Built with the comforts of home, yet you will be in the woods, with no neighbors on either side and a small river in the backyard. This chalet/cabin is full of knotty pine and stonework to give you a sense of peace and serenity. Our hope is to create a beautiful space for people to relax and enjoy "hygge" time together. Note: 8 ADULTS MAXIMUM plus children please. The cabin is not meant for bachelor/bachelorette parties or similar-style events.

Guest favourite
A spacious chalet is nestled among lush trees, featuring a wooden exterior and a sloped roof. The wraparound deck offers direct access to the scenery. A gravel path leads to the entrance, which is surrounded by natural greenery, creating a serene and private environment.
Chalet in Birchwood
4.94 out of 5 average rating, 130 reviews

Mia's Black Dog Lodge on beautiful Big Lake Chetac

Book a wonderful vacation Up North! Large, welcoming chalet is perched on a wooded hillside overlooking Lake Chetac. Stunning lake views, abundant wildlife & great fishing. Fish house w/water (warm months), electricity, counter, double sink, a freezer and propane heat. Sandy lake bottom at shoreline. Private dock has room for 2 boats. Direct ATV and snowmobile trail access. Please note: must use steps to reach lakeside area of property (see photos).

Top guest favourite
A charming chalet is nestled among tall trees, featuring a stone and wood exterior. The expansive deck wraps around the house, with an inviting gas grill positioned for outdoor cooking. The sun sets in the background, casting a warm glow through the leaves.
Chalet in Oxford
4.99 out of 5 average rating, 127 reviews

Lakefront Chalet | Ice Fishing | 20 Mins to Dells

Welcome to Parker Lake Chalet! Your perfect lakeside getaway awaits at this modern 3-bedroom lake house in Oxford, WI—just 20 minutes from the Dells and an hour from Madison. Enjoy stunning lake views from huge windows, paddle the crystal-clear waters, or kick back on the deck, dock, or around the fire. Inside, we've thought of everything to make your stay effortless and fun. In winter? Hit the slopes at Cascade Mountain, just 30 minutes away.

Guest favourite
A log cabin is framed by lush greenery, with a driveway leading to two garage doors. A pathway of stones meanders through well-kept grass, while shrubs and small plants decorate the front yard. The cabin features a covered porch, creating a welcoming entrance.
Chalet in Turtle Lake
4.91 out of 5 average rating, 100 reviews

Turtle Lodge on Upper Turtle Lake

Beautiful Log Cabin 90 minutes from the Twin Cities and steps away from prime recreational/fishing lake. Enjoy the deck overlooking lake and fire pit. In the evenings, enjoy dinner on the deck, tell stories around a campfire, savor s'mores and listen to the loons. The dock is out of the lake from Oct 1st until the week before memorial weekend. Only minutes from the ATV and Snowmobile Trails. Pontoon rental not available.

Guest favourite
Chalet in Sister Bay
4.87 out of 5 average rating, 38 reviews

Modern Chalet With Stunning Forest Views

Lakewood Lodge is a striking modern chalet set on five private wooded acres just outside Sister Bay. Soaring floor to ceiling windows nearly 30 feet tall flood the home with natural light and frame peaceful views of the woods and on site pond. Enjoy central air, a cozy fireplace, sunroom, private deck, fire pit, and a quiet setting just minutes from dining, shops, and the waterfront.

Guest favourite
Chalet in Wisconsin Dells
4.95 out of 5 average rating, 240 reviews

16 ppl | Sauna. Theater. Games. Spa bath & more

Welcome to Spacious New 6BR Retreat – Sleeps 16! Bring everyone together in this brand-new home designed for relaxation and fun. Enjoy spa-style baths, a home theater, game area, and a cozy fireplaces. Step onto the huge patio or gather around the outdoor fire ring under the stars. Bonus: Get discounted access to golf, waterparks, and theme parks nearby!

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