Places to stay near The Highlands at Harbor Springs

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Top-rated vacation rentals near The Highlands at Harbor Springs

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Top guest favorite
Chalet in Harbor Springs
4.97 out of 5 average rating, 183 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
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
4.98 out of 5 average rating, 177 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
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.

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, 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 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
4.94 out of 5 average rating, 142 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.

Top guest favorite
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
4.95 out of 5 average rating, 110 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 favorite
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, 104 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)

Guest favorite
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
4.83 out of 5 average rating, 185 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 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, 361 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, 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 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, 491 reviews

Sauna, Aframe 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!

Top guest favorite
The open-concept living area showcases a comfortable gray sofa positioned in front of a dark accent wall. A modern dining table with chairs is visible, along with an updated kitchen featuring stainless steel appliances and overhead lighting.
Home in Harbor Springs
4.98 out of 5 average rating, 124 reviews

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

*Nubs Nob/Boyne 1.5mile *Free shuttle Nubs Nob *Secluded Setting *Smart TVs in bedrooms *55"Smart TV Liv Room *Jacuzzi Master Bath *Gas Fireplace *High Speed Wifi *1 car garage *Additional Park onsite *Ski rack in garage *Hiking Trails *Beaches-10 min drive * 3 pools indoor/outdoor 4749 S Pleasantview Rd Harbor Springs MI 4940

Popular amenities for vacation rentals near The Highlands at Harbor Springs