Chalet holiday rentals in Upper Peninsula

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

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!

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.

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.

The Cub Hill Chalet - Private Lakefront with Spa!

This is a beautiful, family and dog-friendly chalet on wonderfully pristine Cub Lake between Kalkaska and Grayling. The home features a huge multi-level deck with lakeview and a new year-round spa / hot tub on the deck with a view of the lake. Also includes private lakefront with a dock, raft, bonfire ring with chairs, 4 kayaks, 3 paddleboards, a canoe, and a pedal boat! Works both as a great family or small group vacation home as well as a wonderfully romantic getaway for couples!

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!

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.

Modern Chalet -AC, hot tub, sauna + pets welcome

No hidden cleaning fees! A recently updated chalet in the village at Big Powderhorn Mountain. Timbuktu is located at the end of a private cul-de-sac and within a short 10-minute walk to Big Powderhorn Lodge and ski lifts. Uniquely, Timbuktu is also a small farm and is powered by an on-site solar system which is supplemented by other renewables. Timbuktu is a duplex with the owners living next door. Who are happy to assist with questions and advice. Pets welcome at $20/pet/night.

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.

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