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

The exterior of a modern A-frame cabin is shown, surrounded by lush green trees. A wooden deck with railing provides access to the front entrance, while a pathway made of wooden planks leads to the home. The cabin features a steeply pitched roof and large windows, inviting natural light.

Chalet in Harbor Springs

4.97 out of 5 average rating, 159 reviews

Cozy Aframe with Fireplace in 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

A bright and open kitchen features a white island with bar stools, stainless steel appliances, and modern fixtures. Skylights allow natural light to fill the space, highlighting the warm wooden ceiling and floor. A cozy seating area is included with a green couch near a wooden side table.

Loft in Harbor Springs

4.99 out of 5 average rating, 161 reviews

The Bird’s Nest

Welcome to the bird’s nest! A cozy open floor plan loft overlooking Main St. in the heart of downtown Harbor Springs. Built in 1881, this is one of the first structures built in Harbor Springs! Loaded with historical charm and character, and meticulously updated, this space lends itself to romantic dinners on the back deck or entertaining around the large kitchen island The property has been updated and offers modern amenities to include: new appliances, wi-fi, smart TV, and Sonos sound system.

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, 204 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, 257 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, 147 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, 117 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, 169 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 comfortable living area features a small wooden coffee table in front of a simple leather sofa. A flat-screen television is mounted on the wall, while a bookshelf filled with books is visible. Ambient lighting is provided by a nearby lamp on a side table.

Guest suite in Harbor Springs

4.99 out of 5 average rating, 150 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, 315 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

A charming wooden cabin situated amidst lush greenery features a welcoming porch with two red Adirondack chairs. Surrounding gardens are filled with flowers, contributing to a tranquil atmosphere. The cabin showcases a mix of log and traditional siding, harmonizing with the natural landscape.

Guesthouse in Harbor Springs

4.94 out of 5 average rating, 235 reviews

Cozy Studio Suite

Visit and explore all Northern Michigan has to offer while staying comfortably in this adorable 250 sq ft studio tiny house. Sit on the deck, relax and enjoy your coffee surrounded by tranquil gardens. Located in Harbor Springs, our property is close to the following: Downtown Harbor Springs, 1.2 mi Boyne Highlands Golf & Ski Resort, 5.1 mi Nub's Nob Ski Resort, 6.2 mi M119 Tunnel of Trees, 2.8 mi Petoskey, 13 mi Many parks, bike/hiking trails, and beaches

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, 343 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

Guest favorite

An A-frame cabin with a dark exterior and large windows is surrounded by greenery. In front, four black chairs are positioned around a fire pit made of stones. A wooden barrel heated sauna stands nearby on a platform, adding a unique element to the outdoor space.

Cabin in Indian River

4.97 out of 5 average rating, 433 reviews

Aframe Sauna Riverside Cabin on Sturgeon River

When you stay with us you'll step into the magic of Fernside, our beloved A-Frame retreat on the Sturgeon River in Indian River, Michigan. Imagine yourself waking up to warm sunlight and the soothing melody of the river. It's not just a getaway; it's your ticket to pure serenity and excitement. Fernside is where every moment feels like an adventure waiting to unfold. We can't wait for you to experience the joy of this cozy haven!