Chalet holiday rentals in Upper Peninsula

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Top-rated chalet rentals in Upper Peninsula

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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, 177 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

Guest favourite
Chalet in Traverse City
4.95 out of 5 average rating, 355 reviews

Steps to Beach|Hot Tub|Fireplace|A NorthCoast 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.

Superhost
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, 263 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!

Superhost
The exterior of the A-frame house is shown, surrounded by a winter landscape blanketed in snow. Two wooden benches are positioned in front of a fire pit, while snow-covered trees frame the scene. A balcony extends from the upper level of the house, contributing to the charming design.
Chalet in Grand Marais
4.88 out of 5 average rating, 164 reviews

MYSA HOUSE A-Frame

Staying at MYSA house is like coming home. Quaint, warm, & comfortable. Play a game, relax on the comfy furniture, watch a movie, make some drinks, grill some steaks on the pellet smoker grill, laugh, relax & enjoy the endless beauty & adventure of the North Shore. This unique A-frame is designed & built by our family to create a home away from home. Nestled in 5 acres of woods with stunning views of Lake Superior & the sounds of waves outside your door; you have to experience it for yourself.

Guest favourite
The chalet's exterior is framed by lush greenery, showcasing a striking A-frame structure with large windows. The natural wood tones blend harmoniously with the surrounding trees, creating a serene woodland setting. A hint of a deck is visible beyond the foliage.
Chalet in Harbor Springs
4.84 out of 5 average rating, 248 reviews

Harbor Springs Vacation Rental-Hot Tub

Beautiful Cedar ski chalet with large deck, located in woodsy area. Back deck with 7 person jacuzzi, get ready to relax after some skiing. Fire Pit located just off the back deck, completely covered fire pit also under deck,large gas grill on the front elevated deck. Chalet has a full kitchen. Billiards, pingpong, foosball and 6' air hockey table in the basement. Walking distance to Nubs Nob. Well trained pets are welcome for $35 nt or $150 wk. potty trained, non chewing, no going on furniture.

Top 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, 214 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.

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 exterior of a Swiss-inspired chalet is showcased, surrounded by a winter landscape with snow-covered trees. The building features distinct architectural details, such as wooden shutters and a decorative balcony. A pathway leads to the entrance, creating a welcoming approach.
Chalet in Ironwood
4.95 out of 5 average rating, 168 reviews

Swiss Chalet at Big Powderhorn resort

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!

Top Guest favourite
Chalet in Johannesburg
4.98 out of 5 average rating, 152 reviews

MCM A-Frame | HOT TUB | Skiing | Snowmobiling

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!

Guest favourite
Chalet in Gaylord
4.96 out of 5 average rating, 241 reviews

Bear’s Den ~ Hot Tub, 2 Pools,Kayaks,Skiing&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.

Top 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
4.95 out of 5 average rating, 283 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

Top Guest favourite
The exterior of the chalet is surrounded by towering trees, creating a serene, wooded atmosphere. The home features natural wood siding and stone accents. A driveway leads to the entrance, with a small flight of stairs visible at the front.
Chalet in Bellaire
4.92 out of 5 average rating, 390 reviews

Treehouse Cozy Chalet- Bellaire - Near Torch Lake

Comfortable, spacious chalet in the trees, short walk (across E. Torch Lake Dr.) to public access on beautiful Torch Lake. Close to downtown Bellaire, Short's Brewing, Shanty Creek, Schuss Mountain and Dockside and a short drive to Glacial Hills Nature Conservancy for Biking and Hiking. Great for family summer vacation or cozy ski weekends. Very strong Wifi for folks that want to school and work from "vacation"!

Popular amenities for Upper Peninsula chalet rentals

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