House rentals near The Highlands at Harbor Springs

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.

4.98 out of 5 average rating, 161 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.

4.92 out of 5 average rating, 132 reviews

The Nature Retreat - NEW hot tub & piano

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 would like to bring 1 dog or an 8th person. Guests must be comfortable with stairs.

The two-story home is framed by a well-maintained lawn and surrounded by greenery. Soft outdoor lighting illuminates the spacious porch, inviting relaxation. A stone path leads to the entrance, while trees provide a natural backdrop to the charming exterior.

4.81 out of 5 average rating, 108 reviews

Harbor Retreat |Private Hot Tub|Game Room|Ski+Golf

Relax and getaway with friends and family at our peaceful, charming 5BR home. Sitting upon a hill just 4 mins outside of Harbor Springs, you can enjoy the serene feelings of the countryside while being just minutes from the city. Ample space for comfortability while enjoying family memories together. Equipped with a full game room, hot tub, fire pit and more to accommodate family fun. Harbor Springs-4mins Boyne Highlands-7mins Nubs Nob-9mins Petoskey state park-12mins Tunnel of trees-11mins

Guest favourite

The exterior of the home features a light-colored facade with green shutters, surrounded by lush greenery and trees. A welcoming staircase leads to a front entrance, which is adorned with an American flag. The front yard is spacious, with well-maintained grass and landscaping.

4.94 out of 5 average rating, 102 reviews

Cozy retreat near local resorts, skiing/golf

Located just two minutes away from The Highlands and Nubs Nob ski/golf resorts, and only ten minutes away from the beautiful downtown shopping districts of both Harbor Springs and Petoskey, this charming Northern Michigan getaway is fully stocked for your vacation! This home away from home is fully outfitted to make your stay as comfortable as possible. We have also taken great care to ensure that it is one of the cleanest and tidiest homes available to you. Thank you for your consideration!

Guest favourite

4.94 out of 5 average rating, 17 reviews

Hemlock House

Hemlock House is a cozy, thoughtfully maintained Northern Michigan cottage near Nubs Nob, Boyne Highlands, and Lake Michigan, offering comfort, privacy, and space to truly unwind. Guests enjoy a private yard, three-season screened porch, fully equipped kitchen, reliable high-speed WiFi, and flexible living spaces designed for rest, connection, or remote work. A fully equipped kitchen, thoughtful basics, and a calm, well-cared-for space help guests settle in easily from the moment you arrive.

4.91 out of 5 average rating, 100 reviews

A cozy living area features a plush brown sofa paired with two white armchairs and a wooden coffee table. A wall-mounted television is visible, along with light-colored wall paneling and decorative elements. The open kitchen area can be seen in the background, creating an inviting space.

Home in Petoskey

Woody’s Place on the Bike Path

Newly renovated and centrally located between Petoskey and Harbor Springs. Situated on the famed M-119, and the Little Traverse Wheelway, a bike path connecting Harbor Springs to Charlevoix. Featuring 3 private (queen) bedrooms and a 4th open sleeping loft with two twin XL built-ins. Classic northern Michigan aesthetic with all the amenities you could want while you’re away. Walk to nearby Petoskey Brewery or grab supplies for Petoskey State Park beach at Toski Sands. Your trip starts here!

A cozy living room features a plush sofa adorned with decorative pillows. A patterned area rug adds warmth to the space, while a low coffee table is centered beneath an inviting lamp. A flat-screen TV is positioned across from the seating area, and stairs lead to the upper level.

4.98 out of 5 average rating, 128 reviews

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.

A bright living room features large windows overlooking wooded surroundings, allowing natural light to filter in. A comfortable sectional sofa is paired with a retro-style coffee table. A decorative lamp and a potted plant enhance the space, while a brick fireplace adds a cozy touch.

4.96 out of 5 average rating, 84 reviews

Snowy Owl's Nest-Vacation Home in Harbor Springs

Make unforgettable memory in this beautiful vacation home surrounded by woods nestled in the heart of ski resort, Nub's Nob and Highlands. You have easy access to all kinds of activity that North MI can offer! 10-15 minutes to drive to Petosky State Park, Down town Harbor Springs, Tunnel of the tree, hiking, snow mobile trails, golf course, and to Mackinac bridge with 30+mins drive. Leave all behind and experience the beauty and fun Pure Michigan has to offer, any time of year!

Guest favourite

A game room is featured, showcasing a shuffleboard table and a foosball table. A staircase is visible in the background, along with a clock on the wall and a cozy seating area with a couch. The carpeted floor enhances the inviting atmosphere.

4.8 out of 5 average rating, 111 reviews

Game & Exercise Room | Dog Friendly! (Sleeps 14)

🌲 Private Up North Retreat on 11 Acres | Game Room + Trails + Close to Ski & Golf Escape to Northern Michigan and experience the perfect blend of privacy, space, and year-round adventure just 5 miles north of Harbor Springs. Set on 11 secluded acres, this beautifully appointed home offers everything you need for a relaxing getaway or an activity-filled stay — from on-site ORV/ATV trail access to being just minutes from skiing, golf, and beaches.

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.

4.78 out of 5 average rating, 174 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.

A single-story house with a gray exterior is surrounded by tall trees. The front porch features a railing, while leaves cover the roof and ground. A driveway leads to the attached garage, blending into the serene outdoor landscape.

4.95 out of 5 average rating, 39 reviews

Lollapalooza

Escape to the heart of Northern Michigan with this 1500 square feet cozy retreat, perfectly situated near Boyne Highlands, Nubs Nob, Petoskey, and Harbor Springs! Whether you're hitting the slopes, exploring scenic trails, or indulging in local dining and boutique shopping, this location is your ideal home base. After a day of adventure, unwind fireside or out on the private deck.