Family-Friendly rentals near The Highlands at Harbor Springs

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Top-rated family-friendly rentals near The Highlands at Harbor Springs

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Top guest favorite

An A-frame cabin surrounded by vibrant autumn foliage, featuring an outdoor fire pit with two chairs positioned nearby. Pumpkins are scattered throughout the naturally landscaped area, adding a seasonal touch to the serene setting. The cabin's warm windows hint at comfort inside.

Chalet in Harbor Springs

4.98 out of 5 average rating, 164 reviews

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

Top guest favorite

An A-frame chalet is visible through a canopy of trees, showcasing a spacious deck with outdoor seating. A pathway of wooden steps leads to the porch, surrounded by autumn foliage. A swing sits nearby, with a stack of firewood resting nearby.

Chalet in Harbor Springs

4.9 out of 5 average rating, 207 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 favorite

The image showcases a serene lakefront with sandy beach areas leading to the water. A dock extends into the lake, providing access for boating. Lush green grass borders the beach, creating a tranquil outdoor space under a clear blue sky.

Condo in Harbor Springs

4.89 out of 5 average rating, 261 reviews

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

Top guest favorite

The exterior of a wooden house is nestled among tall trees, featuring a warm brown finish. A welcoming front door is flanked by a large window, and a decorative star adorns the side of the house. A gravel pathway leads to the entrance, surrounded by lush greenery.

Home in Harbor Springs

4.97 out of 5 average rating, 150 reviews

Highland View Cottage of Harbor Springs

Our home is beautifully decorated, spacious, and very clean. It is your home away from home. Relax and enjoy the many amenities it has to offer. Whether you like to cook or eat out, our home has all the comforts of home. It is a SMOKE FREE and PET FREE home. Our guest MAXIMUM IS 8. Highland View is a great place to gather with friends and loved ones to create memories for years to come. Other things to do: Mackinac Island 35 minutes away Fishing Golf Skiing Biking Hiking Beaches Etc.

Top guest favorite

The kitchen features modern white cabinetry and updated whirlpool appliances. A wooden dining table with blue placemats is positioned in the foreground, complemented by white chairs. Bright light is provided by overhead fixtures and a nearby window, contributing to an inviting atmosphere.

Apartment in Harbor Springs

4.93 out of 5 average rating, 123 reviews

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.

Guest favorite

A cozy living area is shown with a large sectional sofa and a patterned area rug. A television is mounted on the wall opposite the couch. Natural light fills the space through three windows, and a pool table adds an element of leisure to the room.

Apartment in Harbor Springs

4.83 out of 5 average rating, 172 reviews

Harbor Springs Farm Apartment

A recently remodeled lower level apartment on a farm in Harbor Springs. Located just miles from downtown, Lake Michigan, world class skiing and golf, biking and hiking trails, this is the perfect home base for any adventure. Enjoy breathtaking views of the sunrises and sunsets on the farm out the panoramic windows. We do live upstairs and you will be able to hear us through the floors. The entire apartment is private, with your own driveway, entrance, kitchen, bathroom, and living space.

Top guest favorite

A modern tiny home is set against a backdrop of green fields, featuring large windows and a sturdy deck adorned with colorful flowers. A charming red barn structure stands nearby, contributing to the tranquil rural ambiance.

Tiny home in Boyne Falls

4.99 out of 5 average rating, 161 reviews

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.

Top guest favorite

A welcoming living area features a comfortable brown leather sofa paired with a cozy armchair. A wooden coffee table sits in front, and a flat-screen TV is mounted on the wall. Natural light enters through a window, enhancing the simplicity of the space.

Guest suite in Harbor Springs

4.99 out of 5 average rating, 158 reviews

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.

Top guest favorite

A cabin is nestled among lush green trees, featuring a sloped roof and a combination of wood and green siding. Large windows allow natural light to illuminate the interior. Surrounding foliage creates a serene and private atmosphere.

Cabin in Harbor Springs

5 out of 5 average rating, 320 reviews

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.

Guest favorite

An A-frame cabin is nestled among lush greenery, showcasing large windows that invite natural light. A wooden staircase leads to the entrance, framed by a wooden deck. A bicycle rests against the cabin, complementing the serene outdoor environment.

Cabin in Harbor Springs

4.9 out of 5 average rating, 347 reviews

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

Superhost

A cozy seating area is highlighted by an inviting gray couch adorned with several cushions. The space features warm orange walls and soft lighting from above, while a plush area rug adds comfort underfoot. A white door is visible on one side.

Guest suite in Harbor Springs

4.88 out of 5 average rating, 243 reviews

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.

Top guest favorite

A cozy living area is highlighted by a gas fireplace set within a stone feature wall. A large sectional sofa is positioned nearby, accompanied by a textured ottoman. Natural light filters in, contributing to the comfortable ambiance of the space.

Loft in Harbor Springs

4.98 out of 5 average rating, 233 reviews

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.