Chalet vacation rentals in Upper Peninsula of Michigan

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Top-rated chalet rentals in Upper Peninsula of Michigan

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Guest favorite

Chalet in Harbor Springs, Michigan, US

4.97 out of 5 average rating, 117 reviews

Cozy Cabin with Firepit close to Town

Cute A-frame conveniently located minutes from downtown Harbor Springs but 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 start of Tunnel of Trees Home Features: •2 bdrms with queen bed •Indoor fireplace •Outdoor fire •Front/back deck

Nov 8 – 15

R3,916 ZAR per night

Guest favorite

Chalet in Gaylord

4.86 out of 5 average rating, 203 reviews

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!

Apr 14 – 21

R2,060 ZAR per night

Superhost

Chalet in Traverse City

4.95 out of 5 average rating, 268 reviews

Steps to Beach|Hot Tub|Fireplace|A NorthCoast 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.

Oct 20 – 27

R10,208 ZAR per night

Guest favorite

Chalet in Harbor Springs

4.89 out of 5 average rating, 159 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.

Sep 4 – 11

R3,600 ZAR per night

Guest favorite

Chalet in Harbor Springs

4.96 out of 5 average rating, 158 reviews

Aspen Way Chalet! By Petoskey and Harbor Springs

We use the chalet as often as possible so dates open for guests are limited! We are allergy sensitive so NO PETS please. 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 Steps to Nubs Nob and Boyne Highland’s. Minutes to Petoskey and downtown Harbor Springs.

Oct 9 – 16

R6,216 ZAR per night

Guest favorite

Chalet in Gaylord

4.95 out of 5 average rating, 196 reviews

Bear'sDen~HotTub*PoolTable*Kayaks*Ski*Snowmobile!

This Spacious & Charming Chalet will let you leave your worries behind as you enjoy Michigan in its purest form on a lake with an outdoor hot tub! Enjoy this 3 BD Chalet & bring along the family for some 4-season fun in this newer Alpine Chalet. 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 or do whatever adventure you desire while ending the night enjoying the Sunset from your private hot tub! Priceless!

Oct 3 – 10

R6,661 ZAR per night

Guest favorite

Chalet in Bessemer, Michigan, US

4.97 out of 5 average rating, 100 reviews

Big Chalet 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 over 1000sq.' 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 to relax. Also a rec room Wi Fi, Cable

Mar 10 – 17

R5,070 ZAR per night

Guest favorite

Chalet in Lutsen

4.98 out of 5 average rating, 109 reviews

Let your adventure grow from 11 Wildflower Lane

This 4-bedroom, 3.5 bath home sits on over 8 acres of cedar, birch, spruce and pine with amazing Lake Superior views. The home has an open floor plan, with an expansive dining room, living room, kitchen and loft, flooded with natural light from dawn to dusk. Located 3 miles from Lutsen, and 1/8th mile downhill from the Norpine Trail system. 11WFL is located in the epicenter of Nordic & alpine cross-country, hiking, biking and 2 miles from Fika Coffee. Just minutes away from Grand Marais!

Jan 25 – Feb 1

R10,636 ZAR per night

Guest favorite

Chalet in Lutsen

4.99 out of 5 average rating, 193 reviews

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.

May 3 – 10

R9,781 ZAR per night

Guest favorite

Chalet in Ironwood

4.95 out of 5 average rating, 136 reviews

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!

Sep 9 – 16

R5,101 ZAR per night

Guest favorite

Chalet in Harbor Springs

4.99 out of 5 average rating, 181 reviews

Harbor Springs Sophie's Ski Chalet

Sophie’s Chalet is centrally located for all your summertime adventures. Golfing at The Highlands is only a 2 minute drive, 7 minutes from the Little Traverse Wheelway (26 mile bike trail) , Petoskey State Park and downtown Harbor Springs is a 10 minute drive, downtown Petoskey is 20 minutes away and Mackinaw City is only a 30 minute drive. The chalet is nestled on 2 wooded acres that has a country feel but close to everything. It’s the perfect place to relax and make memories.

Jan 27 – Feb 3

R3,543 ZAR per night

Guest favorite

Chalet in Bessemer

4.96 out of 5 average rating, 212 reviews

Hot Tub! Fireplace! The Wüdenknipple - 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). Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

Nov 24 – Dec 1

R6,104 ZAR per night