
Places to stay near The Highlands at Harbor Springs
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Top-rated holiday rentals near The Highlands at Harbor Springs
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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

Centrally Located Lakefront Condo-Beach & Fishing
Your Summer Special Place: location, expansive lake views from your private balcony, great value. Northern Michigan is beautiful in the summer and Lakeside Lookout is the perfect home base to enjoy it. You're minutes from the Gaslight District of Petoskey, the elegance of Harbor Springs, Lake Michigan sandy beach, and a scenic 30 miles from Mackinaw City for the Mackinac Island ferry. Kayak, hike or bike the North Western State Trail, or sip wine lakeside in the courtyard or private balcony.

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.

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.

Hidden Acres Vestur Cabin - Fall Getaway - Hot Tub
Enjoy the modern, 2-bed, 2-bath Vestur 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!

Harbor Springs hilltop home.
NEW IN '25: EV charger! The space is 2 bdrms, total of 2 beds. 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. Winter guests: the hill up to the house is very steep. 4 W/all wheel drive is needed. Hot tubs and pools are part of my assoc.

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)

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 House Next Door: In-Town Harbor Springs
The House Next Door is a vintage-chic modern cottage in the heart of Harbor Springs. Nicely designed throughout, perfect for staying in or to be your home base for endless local activities, many without getting in your car. 8 minute walk to waterfront, restaurants and shopping. Minutes from hiking, biking, beaches. 10 minute drive to ski/golf resorts. A block back from the bluff, close to the hustle of our busy resort town but separated enough for peace and quiet and sounds of nature.

Midcentury log cabin on the Sturgeon River
Step back in time with a visit to this log cabin with retro style, modern comforts and a few surprising luxuries. The cabin is on the Sturgeon River, surrounded by cedar, pine and birch trees. The screened porch has been described as feeling like you are in a treehouse yet the town of Indian River is very close and easily accessed even by foot. It’s perfect for the couple who want a getaway with plenty of opportunity for adventures but also a comfortable and stylish space to relax.

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.
Popular amenities for holiday rentals near The Highlands at Harbor Springs
Condo rentals with Wi-Fi

BunnyHill: Outdoor Heated Pool- Summer

Coveside Retreat: Beach, Pools, Hiking, Skiing

Poolside, base of Boyne Mtn, slps 11, SuperHost

Cozy Lakefront Condo With Beach + Dock + 2 Kayaks

LakeSide Club #59 across from heated indoor pool

Shanty Creek Lake View Condo

Cozy Condo (Unit 2)-Boyne City & Lake Charlevoix

Shanty Creek/Bellaire/Golf Northern Sunset Retreat
Family-friendly house rentals

Lakefront With Game Room! Near Boyne Mtn

Mid-Century Cabin Retreat Near Lake Towns & Slopes

Chic Crooked Lake Lakefront Retreat Stunning Views

Snowy Owl's Nest-Vacation Home in Harbor Springs

Modern Chalet Retreat in Harbor Springs w/ Firepla

Hemlock House

Northern Michigan Getaway (Petoskey/ Harbor)

The A-Frame at Finch Creek - Secluded w/ Hot Tub
Apartment rentals with air conditioning

Waterfront Condo Petoskey/Harbor Springs

NEW! The Grand Suite at Little Bay Cottage

See the sunrise! Condo on the water @ Crooked Lake

HOT Tub Close 2 Boyne,Schuss Mt 2 queen bd

Cozy in Walloon Village

Lake Street Retreat - In town Harbor Springs

Boho Loft Apartment

Couples Carriage House Studio, 1 block to Beach
Other great holiday rentals near The Highlands at Harbor Springs

Mid Century Modern Chalet Nubs Nob Boyne Highlands

3+bd/ 3ba home, hot tub, near downtown Harbor

Upper Deck: Boyne Carriage House

Mountain Cabin overlook Boyne near Nubs W/ Hot Tub

4BR/2BA Private Cabin @ Nubs Nob & The Highlands

Ski & Golf Family Chalet 26 in Harbor Springs

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

Sauna, Aframe Riverside Cabin on Sturgeon River
Destinations to explore
- House rentals The Highlands at Harbor Springs
- Family-friendly rentals The Highlands at Harbor Springs
- Cabin rentals The Highlands at Harbor Springs
- Condo rentals The Highlands at Harbor Springs
- Rentals with a fireplace The Highlands at Harbor Springs
- Rentals with a washing machine and dryer The Highlands at Harbor Springs
- Cottage rentals The Highlands at Harbor Springs
- Ski-in/ski-out rentals The Highlands at Harbor Springs
- Rentals with a patio The Highlands at Harbor Springs
- 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
- Brys Estate Vineyard & Winery
- Castle Farms
- Old Mission State Park
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Call Of The Wild Museum
- Leelanau State Park
- Otsego Lake State Park
- 2 Lads Winery
- Blustone Vineyards
- Young State Park
- Burt Lake State Park
- Fisherman's Island State Park
- Odawa Casino Resort





