
Chalet vacation rentals in Upper Peninsula
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Top-rated chalet rentals in Upper Peninsula
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Light-filled Lake House Nestled in the North Woods
Snuggled on the shore of Caribou lake, this home is surrounded by water on two sides with over 500 ft. of lakeshore. The house combines stunning Scandinavian design with cozy touches to make you feel at home in the woods. The property features a sauna house, dock, canoes, deck, screen porch, and a long sweeping driveway. Located in Lutsen, MN- a short drive from the ski hill and 20 minutes from Grand Marais. The house has heated floors, vaulted ceilings, and sweeping window views from all sides.

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

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!

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.

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.

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.

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!

Honeymoon House on Superior Pebble Beach
Nestled in the woods on the shore of Lake Superior, this home provides everything the North Shore has to offer. The house features sweeping lake views from all three bedrooms, a creek and bridge, two private pebble beeches, kayaks, and beautiful trees. Located in Lutsen, Minnesota only 15 minutes from Grand Marais. The house has heated floors, North woods art from local artists, comfortable beds, and unique architectural features. Perfect escape for weekend away or special occasion.

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!

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.

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

Treehouse across from Torch Lake, Sleeps 6
Across the street from Torch Lake, this 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, Golf Shanty Creek, Ski 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
Family-friendly chalet rentals

sleekChalet in Boyne City near Charlevoix/Petoskey

Door County Forest Chalet, Walk to Beach/Town

Ephraim Chalet - Large Yard & Family Friendly

The Hot Nubs Time Machine A-Frame

Chalet | Shanty Creek | Golf | Torch Lake | Pool

The Snuggery @ Whitecap ~ Ensuite Sauna *Now with

North Straits Chalet-Fast Drive to Mackinaw Ferry

Au Sable Busted Grouse Cabin
Luxury chalet rentals

Hot Tub|Game Room|King Beds|Firepit|Pool Access

Private Cozy Cabin w/ Hot Tub; Near Lakes & Hikes

Woodland Lodge - Perfect Family Ski Chalet! Close

private sauna/firepit/BBQ - Grey

Charming Log Cabin Just Steps from the Slopes

4BR/2BA Private Cabin @ Nubs Nob & The Highlands

Ski & Golf Family Chalet 26 in Harbor Springs

Modern Chalet With Stunning Forest Views
Lakefront chalet rentals

Ski Chalet of Whitecap Mountain

Lakefront Chalet w/Pontoon

Lakefront 3 Bedroom Getaway at Northwood Chateau 2

Tunnel of Trees Chalet • Private Beach Access

Chalet On The Shore

Mineshaft Chalets 2 at Whitecap Mountain Resort

Beautiful Wildwood Lakefront Home

The Cub Hill Chalet - Private Lakefront with Spa!
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