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

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

ValueFamilyComfort

4.98 out of 5 average rating, 200 reviews

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

Door County's 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.

FamilyValueAmenities

5.0 out of 5 average rating, 131 reviews

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

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!

LocationFamilyGetting around

4.86 out of 5 average rating, 283 reviews

Top Guest favourite

The chalet stands among lush trees, featuring a wooden deck that wraps around the structure. Large windows create an open feel, allowing natural light to flood the interior. Outdoor seating is arranged on the deck, enhancing the connection with nature.

Chalet in Bellaire

Chalet | Shanty Creek | Golf | Torch Lake | Pool

Nestled in the trees, private Chalet @ Schuss Mo. offers 4-bed/3-bath retreat all seasons. Sleeps 12. Close to chain of lakes, golf/ski resorts. 4 bedrooms, 3 full baths, cozy loft, & walk-out basement. Main floor boasts a 30’ cathedral ceiling, creating an inspiring & open atmosphere. Fully equipped kitchen has 8 person table, fridge, microwave, DW, & oven. Walk-out basement is a kid’s paradise with a 65” TV, air hockey, record player, darts, board games, & more! Pool access (indoor & out).

FamilyLocationBeach

4.98 out of 5 average rating, 102 reviews

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

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 Snowriver Mountain Resort, Copper Peak, numerous gorgeous waterfalls on Black River and 19 min away from the ABR cross country, Black River Harbor and Lake Superior. This is your all season destination!

FamilyValueAir conditioning

4.95 out of 5 average rating, 173 reviews

Guest favourite

Chalet in Traverse City

WalkToBeach HotTub Fireplace Authentically North

Discover idyllic charm meeting modern luxury at Oneida's Chalet, a 1940s artisan's workshop turned fully remodeled North Coast Cottage. Vaulted ceilings, log timber beams, & light dancing through the stained-glass window set the scene. Cozy up by the fireplace, unwind in the hot tub, cook like a chef, all steps from the beach. Nestled on Mitchell Creek, this central nature sanctuary offers a unique Northern experience right in the city, for those seeking authenticity in the heart of it all.

LocationFamilyBeach

4.93 out of 5 average rating, 315 reviews

Top 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

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.

ValueLocationCondition

4.93 out of 5 average rating, 113 reviews

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

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!

FamilyValueBathroom

4.97 out of 5 average rating, 135 reviews

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

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!

ValueLocationAccuracy

4.97 out of 5 average rating, 181 reviews

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

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.

ValueFamilyParking

4.84 out of 5 average rating, 124 reviews

Guest favourite

Chalet in Gaylord

Bear’s Den ~ Hot Tub, Kayaks, Skiing, Pet & Trails

Leave your worries behind at this spacious and charming 3-bedroom chalet, set on a peaceful lake with a private outdoor hot tub. Just 6 miles from downtown Gaylord, this Alpine retreat is perfect for year-round family fun. Spend your days kayaking, swimming, fishing, or barbecuing on the deck, then unwind on the dock or soak in the hot tub as the sun sets over the water. Whether summer adventures or snowy getaways, this lakefront chalet is the perfect Up North escape.

FamilyLocationAccess

4.96 out of 5 average rating, 256 reviews

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

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

FamilyLocationDecor

4.93 out of 5 average rating, 305 reviews