Places to stay near The Highlands at Harbor Springs

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Top-rated holiday rentals near The Highlands at Harbor Springs

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 186 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 favourite
A comfortable living area overlooks Crooked Lake through expansive glass doors. A sectional couch and a recliner provide ample seating, while a glass coffee table sits in the center. Natural light creates a warm ambiance, complemented by soft interior colors.
Condo in Harbor Springs
4.95 out of 5 average rating, 148 reviews

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.

Top Guest favourite
Home in Harbor Springs
4.91 out of 5 average rating, 124 reviews

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.

Guest favourite
The chalet's exterior is framed by lush greenery, showcasing a striking A-frame structure with large windows. The natural wood tones blend harmoniously with the surrounding trees, creating a serene woodland setting. A hint of a deck is visible beyond the foliage.
Chalet in Harbor Springs
4.84 out of 5 average rating, 250 reviews

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.

Top Guest favourite
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, 155 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 favourite
The exterior of a modern cabin is showcased, featuring a wooden façade with a dark metal roof. A single, black front door is framed by two windows. A small wooden porch leads to the entrance, enhanced by decorative rocks and greenery on either side.
Cabin in Petoskey
4.96 out of 5 average rating, 114 reviews

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!

Top Guest favourite
The living area features a cozy sofa placed near a fireplace, with a large window allowing natural light to fill the space. A dining table with wooden chairs is positioned in the foreground, complemented by decorative artwork on the walls.
Condo in Harbor Springs
4.9 out of 5 average rating, 105 reviews

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)

Top Guest favourite
An outdoor patio area features a gravel surface, surrounded by planters with vibrant flowers. A fire pit is centrally located, accompanied by several seating options in various colors. A grill stands nearby, with expansive green fields visible in the background under a clear sky.
Apartment in Harbor Springs
4.84 out of 5 average rating, 188 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 favourite
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, 366 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 favourite
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, 374 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

Top Guest favourite
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, 240 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.

Guest favourite
A cozy living area features a stone fireplace with a television mounted on the wall nearby. Comfortable seating is provided by two sofas and a patterned chair, arranged around a wooden coffee table. Soft lighting from a nearby lamp enhances the warm atmosphere.
Home in Harbor Springs
4.78 out of 5 average rating, 173 reviews

Cozy home in Harbor Springs

3 bedroom, 2 full bath home located close to golfing and the ski slopes of Boyne Highlands and Nubs Nob. The slopes of Boyne Highlands can be seen from the driveway. Also, the beaches of Lake Michigan are only a few miles away. The home was recently completely remodeled floor to ceiling. Bedrooms are 1 king with master bathroom, 2nd bedroom is 1 Queen, and 3 bedroom is 2 full sized beds.

Popular amenities for holiday rentals near The Highlands at Harbor Springs