Chalet holiday rentals in Upper Peninsula of Michigan

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Top-rated chalet rentals in Upper Peninsula of Michigan

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Guest favourite

Chalet in Gaylord

4.96 out of 5 average rating, 158 reviews

SunsetBeach~HotTub*2Pools*Kayak*Golf*SxSTrails*Pet

This Spacious Cozy & Classic Chalet will let you leave your worries behind as you enjoy Michigan in its purest form on a lake with outdoor hot tub! Enjoy this updated Chalet & bring along the family for some 4-season fun in this popular area. Our chalet is located just 6 miles to downtown Gaylord & has full access to the lake with a deck & dock to enjoy! Kayak, barbecue, swim hike or do whatever adventure you desire while ending the night enjoying the Sunset from your private hot tub! Priceless!

Top Guest favourite

Chalet in Harbor Springs

4.96 out of 5 average rating, 192 reviews

Aspen Way Chalet! By Petoskey and Harbor Springs

ATTN: Fireplace damaged in ice storm - currently unusable - We are so sorry! This oh-so-cute A-frame (updated 2023) cozy new style! New beds, linens, furniture, tv’s, etc. are sure to help you have a very comfortable stay! Perfect getaway and adventures hiking, biking and skiing right out the front door! - New A/C - NO washer/dryer - Full size bed in master We are allergy sensitive so NO PETS please. Steps to Nubs Nob and Boyne Highland’s. Minutes to Petoskey and downtown Harbor Springs.

Top Guest favourite

Chalet in Harbor Springs

4.9 out of 5 average rating, 195 reviews

Ski Chalet in the Woods -Year round get-away fun!!

Chalet style cottage nestled in forest with creek and views year long. At the foot of Nubs Knob ski resort. Ski home for lunch! 10-15 minute drive to shopping in Gas Light District. Beautiful beaches/sunsets at Petoskey State Park and Harbor Springs, and Tunnel of Trees. Year-round activities -hiking, snowshoeing, beaches, golfing, biking, boating, hunting, fishing, birdwatching, and eating and drinking well. Private parking, large front/rear decks. Fire place inside / fire pit outside.

Guest favourite

Chalet in Bessemer

4.96 out of 5 average rating, 112 reviews

Big Chalet with Hot Tub on Big Powderhorn Mountain

This is it! Our place is a great place for your big family or group to ski, snowmobile or just relax. We offer plenty of room with 5 private bedrooms. We have an area of open space including a living room and kitchen that is MASSIVE. It has 2 fireplaces. A gas fireplace in the living room and if you prefer wood there is a wood one in the kitchen. Time to clean up, we have 3 full bathrooms stocked with shampoo, conditioner, soap. Then a sauna and hot tub to relax. Also a rec room Wi Fi

Guest favourite

Chalet in Glen Arbor

4.91 out of 5 average rating, 128 reviews

Clarity House, Downtown Glen Arbor

Walking distance to all Glen Arbor has to offer! Modern chalet cabin with 3 bedrooms & 3 full baths; dramatic open concept kitchen/great room; Polished concrete floors (with in-floor heat); large island is central gathering spot with focal points to oversized south/east/west-facing windows for max daylight; 24ft ceiling; stylish design and furnishings. Peaceful outdoor patio feels nearly hidden in the woods, despite being in the center of town! Find us on “the Gram” under Clarity_Guest_House.

Guest favourite

Chalet in Bellaire

4.97 out of 5 average rating, 142 reviews

Chalet Getaway | Hot tub | Sauna | Firepit | Pool

Escape to the embrace of nature at Chalet Getaway! Immerse yourselves in comfort & adventure: - 4 cozy bedrooms mattresses & pillows + 2 full baths for family slumber parties. - 2 inviting living areas w/fireplaces, TVs, & upstairs Sonos sound for movie nights. - Dine on the Polywood deck & gather around the firepit under starry string lights. - Unwind in the 8-person hot tub, wood-burning sauna, hammock, or swing on the unique chairlift! Chalet Getaway awaits - let the enchantment begin!

Top Guest favourite

Chalet in Bessemer

4.94 out of 5 average rating, 187 reviews

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.

Guest favourite

Chalet in Empire

4.95 out of 5 average rating, 123 reviews

Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table

-Private lakefront living in a modern chalet -6-person sauna for post-adventure relaxation -Paddleboards and kayaks for summer fun -Cozy fireplace and pool table in lounge -15 mins to Sleeping Bear, 20 mins to TC -In the heart of Michigan’s wine country Hosted by CateredStays LLC, we cater to the ideal guest experience. Kayaks and paddleboards are seasonal amenities (May-Sept). We look forward to hosting you, where you can relax, recharge, and create lasting memories with loved ones.

Superhost

Chalet in Kalkaska

4.8 out of 5 average rating, 172 reviews

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!

Guest favourite

Chalet in Ironwood

4.95 out of 5 average rating, 157 reviews

Swiss Chalet by waterfalls 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!

Top Guest favourite

Chalet in Ironwood Township

4.96 out of 5 average rating, 111 reviews

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.

Guest favourite

Chalet in Bessemer

4.95 out of 5 average rating, 247 reviews

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