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!

StepsToBeach HotTub Fireplace North Coast 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.

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!

Chalet | Shanty Creek | Golf | Torch Lake | Pool

Nestled in the trees, private Chalet @ Schuss Mo. offers 4-bed/3-bath retreat all seasons. Sleeps 12. Close to chain of lakes, golf/ski resorts. 4 bedrooms, 3 full baths, cozy loft, & walk-out basement. Main floor boasts a 30’ cathedral ceiling, creating an inspiring & open atmosphere. Fully equipped kitchen has 8 person table, fridge, microwave, DW, & oven. Walk-out basement is a kid’s paradise with a 65” TV, air hockey, record player, darts, board games, & more! Pool access (indoor & out).

Creekside Escape-Hot Tub-Golf-Deer Lake-Water Park

Experience Basin Creekside at Boyne Mtn: The Alpine Escape, a private ski-in/ski-out Boyne Mountain condo with hot tub, 2-sided indoor/outdoor fireplace, and wooded views. Sleeps 10 with 4 queen beds + sleeper sofa, full kitchen, and gas fireplace. Enjoy free parking, self check-in, and unbeatable access to the new Disciples 8 lift—your perfect mountain retreat awaits! Book your stay at The Alpine Escape today—where comfort meets adventure, and every moment feels like a true mountain getaway!

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.

Cozy Offline A-Frame 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!