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
An A-frame cabin surrounded by vibrant autumn foliage, featuring an outdoor fire pit with two chairs positioned nearby. Pumpkins are scattered throughout the naturally landscaped area, adding a seasonal touch to the serene setting. The cabin's warm windows hint at comfort inside.
Chalet in Harbor Springs
4.97 out of 5 average rating, 177 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

Guest favorite
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, 247 reviews

Harbor Springs Vacation Rental-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 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, 134 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 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, 100 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
A comfortable living room is featured, with a large sectional couch and two armchairs arranged around a rustic coffee table. A gas fireplace is centered on the white-brick wall, complemented by a wall clock and framed artwork. A Smart TV is mounted for easy viewing.
Cottage in Harbor Springs
4.95 out of 5 average rating, 101 reviews

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!

Top 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, 180 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
The living area is furnished with a cozy sofa and an armchair, complemented by a light-toned coffee table. A Roku TV is positioned on a wooden stand, while light streams in through glass doors that lead to the exterior. Colorful wall decor adds a touch of charm.
Apartment in Walloon Lake
4.92 out of 5 average rating, 326 reviews

Cozy Nest Near Skiing

Great vacation spot! This cozy eclectic apartment is a three-minute walk from the charming village of Walloon Lake with its shopping, beach, and restaurants. This space comes with a full kitchen and work space. Situated on a quiet street. It is an ideal spot for two, however, there is a sleeper in the living room to accommodate two little ones. Our apartment is 12 minutes to Petoskey's gas light district, Boyne Mountain's skiing/waterpark, or Boyne City's popular farmer's market.

Top guest favorite
A well-appointed bedroom features a queen bed with a blue blanket and neutral pillows. A nightstand with a lamp sits beside the bed, while a small tray with glasses and a bottle of wine is displayed on the bed. Natural light enters through the window adorned with blinds.
Guest suite in Boyne Falls
4.96 out of 5 average rating, 142 reviews

Boyne Basecamp for Adventure

Enjoy easy access to everything UP NORTH from this perfectly located home base. This 1 bedroom w/ queen size bed 1 full bathroom apartment and fully equipt kitchen. This location is ideal: 1.6 miles to Boyne Mountain, 6 miles to Boyne City downtown, 16 miles to Petoskey, 7 miles to Walloon Lake, and 5 miles to Thumb Lake. We welcome your well-behaved dog! Please read our fur friend guidelines. Occupancy is for 2 guests only please. Not handicapped accessible unfortunately.

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, 350 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.

Top 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, 254 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, 361 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
A serene view of Little Traverse Bay is visible, showcasing calm blue waters and a distant shoreline with tree-covered hills. The foreground includes a mix of greenery, including trees and shrubs, creating a natural frame for the expansive water vista.
Apartment in Petoskey
5 out of 5 average rating, 218 reviews

Water view Getaway, steps to Downtown Petoskey

Attractive second story guest suite in downtown Petoskey. The property owner lives on the first level. It is conveniently located within walking distance to the gaslight district and Petoskey’s finest shopping and dining. It is also just steps away from the breakwall, Bayfront Park and Little Traverse Wheelway. Weather permitting in spring and summer you can also enjoy the views of Little Traverse Bay from a private upper level deck.

Popular amenities for vacation rentals near The Highlands at Harbor Springs

Quick stats about vacation rentals in The Highlands at Harbor Springs

  • Total vacation rentals

    Explore 30 vacation rentals in The Highlands at Harbor Springs

  • Nightly prices starting at

    The Highlands at Harbor Springs vacation rentals start at G$18,819 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of The Highlands at Harbor Springs vacation rentals include wi-fi 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!