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

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!

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!

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.

CabinFevers2 Sauna|Near Lake Superior & Waterfalls

Cabin Fevers is your cozy UP chalet getaway with lots of beautiful and awesome things to see nearby, every day. Wake up to the peace of Michigan's Upper Peninsula, sip coffee on the back deck, surrounded by woods, and end your day unwinding in your private SAUNA or by the fire pit under the stars. Whether you're here for motorcycling, snowmobile trails, chasing waterfalls, skiing the nearby slopes, or dipping your toes in Lake Superior, Cabin Fevers UP is your perfect year-round chalet.

Cozy Offline AFrame with Forest Trails + Pond

Enjoy the cozy vibes of this private A-Frame Chalet nestled on 80 peaceful, wooded acres in Benzonia, MI. Tucked behind a secure, gated entry alongside our home, your retreat features private hiking trails, a flowing creek, and a trout pond. Immerse yourself in Northern Michigan’s beauty and truly unwind—our property has NO Wi-Fi, offering the perfect excuse to disconnect. Remain a short drive from Crystal Mountain, Frankfort, Sleeping Bear Dunes, and Traverse City. A perfect home base!

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.

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!

Hot Tub | Sauna | King Bed | AC | Pets |Micro Farm

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!

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!

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