Chalet holiday rentals in Upper Peninsula

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Top-rated chalet rentals in Upper Peninsula

Guests agree: These chalets are highly rated for location, cleanliness and more.

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Top Guest favourite

An A-frame cabin surrounded by vibrant autumn foliage, featuring an outdoor fire pit with two chairs positioned nearby. Pumpkins are scattered throughout the naturally landscaped area, adding a seasonal touch to the serene setting. The cabin's warm windows hint at comfort inside.

Chalet in Harbor Springs

4.97 out of 5 average rating, 197 reviews

Cozy Aframe on Tunnel of Trees Harbor Springs

Cozy A-frame perfectly located minutes from downtown Harbor Springs. Nestled in the trees across from a nature preserve so you get that “cabin-in-the-woods” feel while being close to everything the area has to offer. Perfect homebase for “Up North” adventuring: •5 min from downtown Harbor Springs •20 min from Petoskey •40 min to Mackinaw •10 min to Nubs Nob/Highlands •5 min to Tunnel of Trees M-119 Home Features: •2 bdrms w queen beds •Indoor & Outdoor firepit •Stocked kitchen •Front/back deck

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Top Guest favourite

Chalet in Gaylord

4.96 out of 5 average rating, 181 reviews

Sunset Beach Chalet | Hot Tub•Golf•Trails•Nature

Escape to this spacious lakefront chalet, where you can leave your worries behind & experience Michigan in its purest form.This updated Alpine-style home is perfect for family fun year-round, offering full access to the lake with a deck & dock.Kayak, swim, barbecue, or simply relax while enjoying endless outdoor adventures, then cap the day with priceless sunset views from your private outdoor hot tub.Just 6 miles from downtown Gaylord, this chalet is the perfect blend of relaxation & adventure!

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Guest favourite

A charming A-frame cabin is set among tall trees, showcasing a triangular roofline. The front porch features a white railing and steps leading to a welcoming door. A mix of natural surroundings and a gravel pathway enhances the cabin's rustic appeal.

Chalet in Gaylord

4.86 out of 5 average rating, 280 reviews

Morgan’s Cozy A-frame: near golf skiing & downtown

This A frame was built with character, it’s older charm will surely help you rest and relax. However, if you want a renovated space, this cabin is not for you. It’s clean, cozy, northern charm is perfect for the guest who wants to get away & spend some time close to nature. the cabin is minutes from snowmobiling, hiking, golfing, ski resorts, & Downtown Gaylord. More details on activities in the Welcome Binder. The cabins large U shape driveway perfect for hauling snowmobiles and trailers!

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Top Guest favourite

Chalet in Traverse City

4.96 out of 5 average rating, 377 reviews

StepsToBeach HotTub Fireplace North Coast Gem

Feel the allure of this elegant 1940s North Coast Log Chalet. This fully remodeled chalet seamlessly blends vintage charm with modern amenities & trendy design. Cozy up by the stunning stone fireplace, relax in the hot tub under glimmering string lights & towering pines, or gather by a creek-side fire. Nestled on the rippling flow of Mitchell Creek, steps to the beach, nature in the city locale, a timeless log cabin aura. For those seeking an enchanting Northern escapade in the heart of it all.

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Guest favourite

Chalet in Boyne City

4.89 out of 5 average rating, 134 reviews

Creekside Escape-Hot Tub-Golf-Deer Lake-Water Park

Experience Basin Creekside at Boyne Mtn: The Alpine Escape, a private ski-in/ski-out Boyne Mountain condo with hot tub, 2-sided indoor/outdoor fireplace, and wooded views. Sleeps 10 with 4 queen beds + sleeper sofa, full kitchen, and gas fireplace. Enjoy free parking, self check-in, and unbeatable access to the new Disciples 8 lift—your perfect mountain retreat awaits! Book your stay at The Alpine Escape today—where comfort meets adventure, and every moment feels like a true mountain getaway!

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Guest favourite

A dining table is set with a neutral table runner and a decorative centerpiece featuring flowers. Surrounding the table are four white chairs, with natural wood walls adding warmth to the space. Large windows with subtle curtains provide ample natural light, illuminating the cozy interior.

Chalet in Bessemer

4.94 out of 5 average rating, 230 reviews

Hot Tub • Sauna • Fireplace • Big Powderhorn

Welcome to Carini Cavern, your private guest chalet designed with comfort, fun, and attention to detail. This cozy retreat is ideal for both romantic getaways and family adventures. Nestled at the heart of Big Powderhorn and just a short drive from the area's top attractions, our chalet features all the essentials, including a gas fireplace and an outdoor hot tub, blending homey warmth with the indulgence of a luxurious escape. Come unwind and enjoy a truly memorable stay at Carini Cavern.

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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

4.93 out of 5 average rating, 110 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.

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Top Guest favourite

The exterior of a Swiss-inspired chalet is presented, featuring a colorful sign and decorative windows. The patio area includes a stone pathway, along with a grill and a hot tub. Surrounded by trees, the setting exemplifies a serene forest location.

Chalet in Ironwood

4.95 out of 5 average rating, 171 reviews

Swiss Chalet near Copper Peak and Lake Superior

You will love our Swiss-inspired Chalet in the Alpine Village at the Big Powderhorn Mountain Resort. The 1500 sq feet Chalet is surrounded by 0.6 acres of woods for your privacy and enjoyment of this gorgeous area. You are 5 minutes away from the ski slopes at Big Powderhorn, 15 minutes from Indianhead and Blackjack resorts, Copper Peak, numerous gorgeous waterfalls on Black River and 19 min away from the Black Harbor Pavillion and Lake Superior. This is your all season destination!

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Top Guest favourite

The exterior of the renovated chalet is shown, featuring red wood siding and multiple levels. A spacious deck is visible, equipped with seating and surrounded by greenery. Solar panels are installed on the roof, and a garden area is located below.

Chalet in Ironwood Township

4.97 out of 5 average rating, 134 reviews

Welcome to Timbuktu Chalet, your Scandinavian-inspired retreat in Bessemer, Michigan. This 4 bedroom, 2 bathroom ski chalet features a private 7 person hot tub and cedar sauna, perfect for unwinding after an active day. Just 2 minutes to Big Powderhorn, and close to Snowriver, Lake Superior beaches, and the Porcupine Mountains. Set on a peaceful micro-farm with on-site hosts, you can enjoy a seasonal variety of fresh eggs, jams, syrups, and local produce for purchase. Pets welcome!

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Guest favourite

The mid-century A-frame cabin is set among trees, illuminated by string lights in the evening. A spacious deck features seating and an umbrella, providing a welcoming atmosphere for relaxation. The cabin's distinctive triangular roof highlights its architectural charm and rustic appeal.

Chalet in Johannesburg

4.97 out of 5 average rating, 178 reviews

MCM A-Frame | HOT TUB | Lake | Nature | Hike

Haven in the Wood is a mid-century A-frame nestled in a lake community right across the street from a private all-sports lake. This recently renovated cabin features an open concept floor plan and boasts a modern-rustic aesthetic. The cabin resides in the heart of northern Michigan with proximity to many golf and ski resorts, nature and snowmobile trails, lakes and state parks. Listen to records, have a bonfire, relax in the hot tub, or take a walk along the beautiful Lake Louise!

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Top Guest favourite

A charming cabin is surrounded by trees, featuring a sloped roof and a deck. Colorful chairs in red and blue are arranged on the deck, offering a spot to relax outdoors. A fire pit is visible in the grassy area, enhancing the outdoor experience.

Chalet in Gaylord

4.83 out of 5 average rating, 118 reviews

Place of Peace Cozy cabin in woods 20 acres/lake

This cozy yet spacious cabin in the woods offers 20 private acres. Close to golf, Otsego lake state park, canoe and kayak on three different rivers, downtown Gaylord and shopping. ORV and snowmobile trails from the property to main state maintained trails. Small spring fed swimming lake located within the association neighborhood. With grills and sandy beach area. Close vicinity to many small towns with local bars and restaurants, some are accessible by orv right from the house.

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Guest favourite

A charming A-frame chalet is surrounded by vibrant autumn foliage. The exterior features a blue metal roof and large windows that allow natural light to fill the interior. A wooden deck extends from the front, providing outdoor seating options, while a small shed is visible to the right.

Chalet in Bessemer

4.93 out of 5 average rating, 303 reviews

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

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