Chalet holiday rentals in Upper Peninsula

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

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.

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.

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.

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 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!

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!

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.

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.