
Family-friendly rentals near The Highlands at Harbor Springs
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Top-rated family-friendly rentals near The Highlands at Harbor Springs
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Harbor Springs hilltop home.
NEW IN 2025: EV charger! The space is 2 bdrms, 2 full baths & living area of my upstairs. I live on the main floor. There is a divider in the front entry to keep the spaces separate. There is a separate entrance for guests. My home is across the valley from the Highlands and 1/2 mile North of Nubs Nob entrance. 10-15 min. to Harbor Springs/Petoskey. To winter guests, the hill up to the house is very steep. 4 wheel/all wheel drive is necessary. The hot tubs and pools are part of my association.

The Nature Retreat - NEW hot tub & piano
YES WE HAVE A LOT OF SNOW for skiers!!(March 19) A unique experience for people who appreciate the simple things of life - like nature, a good book and music. Located in a peaceful neighborhood near the Tunnel of Trees, Pond Hill Farm, downtown Harbor Springs, 8 minutes to Boyne Highlands and other top northern Michigan attractions. LUXARY HOT TUB INSTALLED JULY 2025. Upright piano and ukulele. House = approx. 2,800 sq. ft. You must let us know if you are bringing a dog or an 8th person.

Harbor Springs Vacation Rental-outdoor Hot Tub
Beautiful Cedar ski chalet with large deck, located in woodsy area. Back deck with 7 person jacuzzi, get ready to relax after some skiing. Fire Pit located just off the back deck, completely covered fire pit also under deck,large gas grill on the front elevated deck. Chalet has a full kitchen. Billiards, pingpong, foosball and 6' air hockey table in the basement. Walking distance to Nubs Nob. Well trained pets are welcome for $35 nt or $150 wk. potty trained, non chewing, no going on furniture.

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.

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.

Hidden Acres- Austur Cabin- Close to town- Hot Tub
Enjoy the modern, 2-bed, 2-bath Austur cabin! Ideal for family and friends, this stylish retreat offers luxe comforts with rustic charm and can be rented with an identical cabin next door. Serene bedrooms and small sleeping lofts with soft linens and plush pillows, a fully equipped kitchen, cozy living area, large covered porch, a fire pit by the woods, and an EV charger. Minutes from downtown Petoskey and all it has to offer, but in a peaceful and quiet setting! No annoying checkout list!

Relaxing Getaway in Harbor Springs!
Located in Harbor Springs, the perfect year-round getaway in Northern Michigan awaits. Tucked away in a peaceful location, Trout Creek condos are on 150 acres with many amenities for all to enjoy! Indoor & outdoor pools, tennis courts, gym, hiking trails and more! Enjoy area golf courses, ski hills, lakefront & restaurants. -Located next to Nubs Nob and The Highlands -Complimentary shuttle to Nubs Nob (weekends) -Close to Harbor Springs & Petoskey - Mackinac Island Bridge (30 miles)

Up North Lodge that checks all boxes! W/ AC
Experience everything Northern Michigan has to offer! Our 4 BR, 2 full bath Lodge is the perfect getaway that meets all of your needs. Relax by the fire, gather in the fully equipped kitchen & entertain in the large finished basement w/ a 75" Smart TV & pool table. This four seasons offering is centrally located to Nubs Nob/The Highlands (3 minutes), Harbor Springs (8 minutes), Petoskey (10 minutes) and renowned golf courses/restaurants. Come make memories that will last a lifetime!

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.

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
Popular amenities for family-friendly rentals near The Highlands at Harbor Springs
Family-friendly home rentals with a hot tub

Golf/Beaches/Pool/Hot Tub/Sauna/Resort/Pet-friend

Nature Trail Tranquility Lodge, Mackinaw City

Steelhaven - Sleek, Modern Shipping Container Home

Stunning design! HotTub-Fire Pit-EV Charger-Pets

Lakefront A-Frame | Kayaks, Firepit & Hot Tub

True Nature Lodge | 10 Acres | Hot Tub | Groups

TheRiver'sEdge~HotTub*Kayak*Boat*Ski*Stargaze*Pet!

Cozy 5-Bed, 3-Bath Retreat 5 Min to Dwtn. Petoskey
Family- and pet-friendly home rentals

Fernhaus - Luxury Cabin Across from East Bay

Rustic country home

Mid-Century Cabin Retreat Near Lake Towns & Slopes

Paul's Landing Cabin ~ Near Mackinac Island

The House Next Door: In-Town Harbor Springs

Tiny home/Pet friendly/Bon fire/S’mores/Chickens

Cheerful Six Mile Lake Log Cabin.

Treehouse Chalet- Bellaire - Near Torch Lake
Family-friendly home rentals with a pool

Coveside Retreat: Beach, Pools, Hiking, Skiing

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

LakeSide Club #59 across from heated indoor pool

Lakefront Cottage for SidexSide & Golf Enthusiasts

***NEW!*** Relaxing Retreat with Amenities Galore!

Beautiful Lake Front Home on Lake Arrowhead

Fallen Timbers Cottage in Lake Arrowhead

Trout Creek 13 | Pools, Hot Tub, Great Location!
Family-friendly home rentals with wifi

Mid Century Modern Chalet Nubs Nob Boyne Highlands

The Bird’s Nest

Chic Crooked Lake Lakefront Retreat Stunning Views

Snowy Owl's Nest-Vacation Home in Harbor Springs

Mountain Cabin overlook Boyne near Nubs W/ Hot Tub

Modern Chalet Retreat in Harbor Springs w/ Firepla

Centrally Located Lakefront Condo-Beach & Fishing

The Griffin Chalet-Harbor Springs MI
Quick stats about family-friendly rentals near The Highlands at Harbor Springs

Total holiday rentals
Explore 20 holiday rentals in The Highlands at Harbor Springs

Nightly prices starting at
The Highlands at Harbor Springs holiday rentals start at $204 SGD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Wifi availability
20 of The Highlands at Harbor Springs holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Highlands at Harbor Springs rentals

4.9 Average rating
The Highlands at Harbor Springs stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Ski-in/ski-out rentals The Highlands at Harbor Springs
- Cabin rentals The Highlands at Harbor Springs
- Apartment rentals The Highlands at Harbor Springs
- Rentals with a fireplace The Highlands at Harbor Springs
- Cottage rentals The Highlands at Harbor Springs
- House rentals The Highlands at Harbor Springs
- Rentals with a washing machine and dryer The Highlands at Harbor Springs
- Rentals with a patio The Highlands at Harbor Springs
- Family-friendly rentals Harbor Springs
- Family-friendly rentals Emmet County
- Family-friendly rentals Michigan
- Family-friendly rentals United States
- Boyne Mountain Resort
- Petoskey State Park
- Nubs Nob Ski Resort
- Headlands International Dark Sky Park
- Avalanche Bay Indoor Waterpark
- Chateau Chantal Winery and Inn
- Mackinac Island State Park
- Castle Farms
- Brys Estate Vineyard & Winery
- Old Mission State Park
- Bowers Harbor Vineyards
- Grand Traverse Lighthouse
- Call Of The Wild Museum
- Leelanau State Park
- 2 Lads Winery
- Blustone Vineyards
- Young State Park
- Fisherman's Island State Park
- Burt Lake State Park
- Odawa Casino Resort





