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House rentals near The Highlands at Harbor Springs

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Top-rated house rentals near The Highlands at Harbor Springs

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Guest favorite
A charming three-story house is framed by vibrant lilac bushes and a well-maintained lawn. The white picket fence adds a classic touch, while the sunny sky and scattered clouds create a welcoming atmosphere. The front porch, surrounded by greenery, invites relaxation.
Home in Charlevoix
4.96 out of 5 average rating, 156 reviews

Hot Tub, 2 Fireplaces, Huge, Across from Lake MI!

The perfect vacation home for you if you need a lot of space and want to be downtown! We are on the main street in town, two doors down from Hotel Earl and all the shops and restaurants in town! AND across the street from Lake Michigan! You can see her peeking through a few of our windows, you're that close! The kitchen/living spaces are huge to gather together and the deck area with a new hot tub is sweet for the evening time. We happily offer you everything you need for a relaxing stay in CVX.

Guest favorite
A riverfront cabin features a wooden exterior and large glass doors facing the water. A patio area with a table and four chairs is visible, bordered by a lawn. The surrounding forest adds to the secluded atmosphere.
Home in Alanson
4.93 out of 5 average rating, 151 reviews

Beautiful Log Cabin on the River with Hot Tub

Bring your boat, we have 150' of dock!! Launch next door. Riverfront cabin in the woods with a hot tub overlooking the water. The cabin is very comfortable & is ready for guests to enjoy! It has 3 bedrooms & can comfortably sleep 6 people. Very private with ducks, swans, deer and a bald eagle to enjoy! Only house in area is in our family as well so no neighbors. Escape technology (no internet or cable but Verizon and AT&T have coverage) & enjoy peace & quiet! Please note no air conditioning.

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.

Guest favorite
A stylish living area features a large flatscreen television displaying a serene landscape of a lake and trees. Decorative wall elements include a wooden map of the USA and framed artwork. A well-groomed dog sits on the floor beside potted plants and wall-mounted shelves.
Home in Petoskey
4.98 out of 5 average rating, 128 reviews

Trendy Home 1 Mile From Downtown Petoskey

Enjoy this trendy and newly remodeled home only one mile from downtown Petoskey! With a large fenced in backyard overlooking a field and wooded area, you can feel like you are out in the countryside of Northern Michigan but conveniently located near downtown shops, restaurants and bars. Also very close to many of the local wineries in the Petoskey area. This home is only a few minute drive to Lake Michigan and other surrounding inland lakes. This is a perfect place to experience Up North!

Guest favorite
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.
Home in Harbor Springs
4.98 out of 5 average rating, 114 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.

Guest favorite
A cozy living area features a dark sectional sofa adorned with light throw pillows. A white coffee table sits in the center, showcasing decorative items. Nearby, an artistic wall piece displays fluid patterns in shades of blue and brown, complementing the room's water theme.
Home in Petoskey
4.91 out of 5 average rating, 201 reviews

One Mile From the Bay Beautiful Getaway!

This is a little gorgeous getaway! We are located one mile South of the bay across the street from West Park (which is perfectly in between Charlevoix and Petoskey). We are also right across the street from the infamous Little Traverse Wheelway trail which is walking/bike path that goes from Charlevoix to Harbor Springs and has beautiful scenic views throughout. We are only a few miles down the road from Bay Harbor and 12 miles away from Petoskey State Park where there is a huge beach!

Guest favorite
A charming log chalet is nestled among autumn foliage, featuring a welcoming front porch and large windows. The driveway leads to a two-car garage, and a staircase guides guests to the main entrance. The natural surroundings create a serene ambiance.
Home in Harbor Springs
4.96 out of 5 average rating, 23 reviews

Ski-In/Ski-Out Chalet at the Top of The Highlands!

Tucked into nature at the top of The Highlands of Harbor Springs, a ski and golf resort, and perfect for year-round vacationing in Harbor Springs, yet minutes to Petoskey! This 3,200 square foot privately owned chalet boasts views overlooking the Lois Lane ski run. One of the highest residences at The Highlands, truly ski-in/ski-out, and a perfect place to wake up, strap on your skis, and hit the slopes. Please note that our rental property can comfortably accommodate up to 16 guests.

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!!😄🎉 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 favorite
The house is viewed from above, showcasing a split-level structure with a brown roof. Surrounding it are well-maintained lawns and mature trees. The distant horizon features Little Traverse Bay under a partly cloudy sky, enhancing the serene neighborhood setting.
Home in Petoskey
4.92 out of 5 average rating, 132 reviews

Petoskey’s “Peeks of the Bay”

Embrace Petoskey’s Sun-Splashed Skylines by Little Traverse Bay. Enjoy our beautiful house in a quiet neighborhood, minutes from the shops in Petoskey’s historic gaslight district, Bay Harbor, East Park, Little Traverse Wheelway and Odawa Casino. Enjoy a cup of coffee or your favorite beverage on the deck while catching peeks of the bay through the tree line. While you're relaxing let your pets run and play in the huge fenced-in yard (additional $75 fee for pets applies).

Top guest favorite
Home in Petoskey
5 out of 5 average rating, 131 reviews

Spring Deals! Hot Tub-Fire-pit-Game rm-Convenient

Escape to a slice of paradise in the heart of Northern Michigan at our spacious 3+bedroom 2.5-bathroom vacation home near Walloon Lake in Petoskey, Michigan. Nestled in a tranquil setting surrounded by tall trees. The home boasts a custom designed kitchen, plenty of room for groups, featuring a large patio and yard, a hot tub, fire-pit and game room for kids and adults alike! We look forward to welcoming our guests and strive to create an unforgettable Up North experience!

Top guest favorite
The exterior of a modern farmhouse is depicted, featuring a white facade with a green roof. Surrounded by open land, trees, and a tranquil pond, the scene is set against a backdrop of distant hills under a clear sky.
Home in Boyne Falls
4.98 out of 5 average rating, 169 reviews

Updated design! HotTub-Fire Pit-EV Charger-Dogs

Welcome to this updated 3-bed, 2-bath home designed by Melissa with a cozy vintage-modern feel. Perfect for a weekend getaway, ski trip, or family stay. With a fully stocked kitchen, exquisite design and comfort and a private outdoor hot tub after a day of adventure, the only thing missing is you. Located 15 minutes from Boyne Mountain, Petoskey, and Boyne City, 5 minutes from Walloon Lake, and 30 minutes from Charlevoix. Dog-friendly with a fee (2 dogs max). No cats.

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, 121 reviews

Skiing/Pool/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 house rentals near The Highlands at Harbor Springs

Quick stats about house rentals near The Highlands at Harbor Springs

  • Total vacation rentals

    Explore 20 vacation rentals in The Highlands at Harbor Springs

  • Nightly prices starting at

    The Highlands at Harbor Springs vacation rentals start at G$18,822 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 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!