Family-Friendly rentals near The Highlands at Harbor Springs

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.

Cozy Lake Front Condo - 2 Kayaks + Boat Slip

* Lakefront *Beachfront * All sports lake * Boat slip included * 8-minutes to Nubs Nob/Boyne * Skier friendly * Golfers welcome *Mackinaw Island Ferry 30 minutes. * 5 minutes to downtown Petoskey and Harbor Springs Enjoy AMAZING VIEWS on this cozy lakefront condo. Bring a boat (or rent one) and enjoy a leisure ride through the chain of lakes. Crooked Lake flows all the way into Lake Huron. * Petoskey State Park 5 minutes. * Close to all Northern Michigan attractions * Snowmobilers welcome

Lake Street Retreat - In town Harbor Springs

This Lake Street apartment is a one of a kind. The apartment is partially above commercial businesses, including your host, The Harbor Barber (no chemical services offered - so no funky odors from below). This space was 100% improved in 2021. The property is a short walk/bike-ride from the bike path, and iconic downtown Harbor Springs, the Lyric theatre, a dog beach, a bathing beach and so much more. Your host freely shares his knowledge of the history and current events happening around town.

Pet friendly Tiny Home 5 min to Boyne Mtn.

Grandma Jo's Farm boasts a 310 square foot tiny home with a modern farmhouse flare! Thirteen acres of cherished family farmland and a unique space blending nature and simple living with the comforts of modern luxury. Grandma Jo's farm is conveniently located 5 minutes from Boyne Mountain and close to Northern Michigan's most visited attractions. With a fully stocked kitchen, extra linens, and kids activities, this retreat is the perfect escape for the stress free getaway you deserve.

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft located minutes from downtown Harbor Springs (6.6 mi). Notable attractions include: • Nubs Nob (6.4 mi) • Tunnel of Trees (6.7 mi) • The Highlands (7 mi) • Snowmobile trails (0.5 mi) • Easy access to many area mountain bike trails • Petoskey State Park (11.3 mi) • Pellston Airport (14 mi) • Inland Waterway Burt Lake (14.8 mi) • Mackinac Bridge (30 mi) Owner is on site in the main house, but you will enjoy your own private entrance and space.

The Rhubarbary Ruins - with an outdoor sauna

We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.

Disconnect at our Ski Chalet in Nubs Nob

Newly remodeled A Frame Cabin in the woods of Hidden Hamlet in Harbor Springs, Michigan. Located in the little neighborhood at the base of Nubs Nob Ski Resort, this is a peaceful and quiet neighborhood surrounded by beautiful trees. Currently we are renting this as an open bedroom loft with a queen bed. There is also a pull out sofa sleeper on the main floor, but you know the comfort level of those... Check us out on Instagram @potters_cottage

Little Hathaway in Harbor Springs

Little Hathaway is the perfect destination for all the activities, restaurants, and adventures you need. Relax in our amazing hot tub, walk around our beautiful towns while watching the sunset on the beaches. Ski, Snowboard, and have snowball fights in the winter. Soak up the beautiful scenery of the changing leaves in the tunnel of trees. Winter, Spring, Summer or Fall it's the perfect place to be with your family.

Golf and Sun Lovers Up North Getaway

Enjoy our bright and peaceful home for all four seasons in beautiful Harbor Springs. Our condo includes: Master bedroom loft with king bed & jacuzzi, fully equipped kitchen, gas fireplace, large balconies, mountain views. Community amenities include: indoor and outdoor pools during peak season, fitness center, nature trails, sand volleyball court, soccer field, playground, tennis courts, and stocked trout pond.