Places to stay near The Highlands at Harbor Springs

4.97 out of 5 average rating, 177 reviews

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

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

4.84 out of 5 average rating, 247 reviews

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

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.

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.

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)

Cottage in Harbor Springs

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.

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!

Apartment in Harbor Springs

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.

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.

4.95 out of 5 average rating, 222 reviews

The cabin features a modern A-frame structure with a striking blue roof and large glass windows. Surrounded by lush greenery, a gravel patio is designed with comfortable seating and subtle outdoor lighting. Tall trees provide privacy in the tranquil outdoor setting.

Cabin in Elmira

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Apartment in Walloon Lake

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.

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.

Guest suite in Boyne Falls

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.

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.

Guest suite in Harbor Springs

A welcoming living area features a comfortable brown leather sofa paired with a cozy armchair. A wooden coffee table sits in front, and a flat-screen TV is mounted on the wall. Natural light enters through a window, enhancing the simplicity of the space.

4.99 out of 5 average rating, 171 reviews

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft located minutes from downtown Harbor Springs (6.6 mi). Notable attractions include: • Nubs Nob (6.4 mi) • Tunnel of Trees (6.7 mi) • The Highlands (7 mi) • Snowmobile trails (0.5 mi) • Easy access to many area mountain bike trails • Petoskey State Park (11.3 mi) • Pellston Airport (14 mi) • Inland Waterway Burt Lake (14.8 mi) • Mackinac Bridge (30 mi) Owner is on site in the main house, but you will enjoy your own private entrance and space.

5 out of 5 average rating, 350 reviews

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

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.

Guesthouse in Harbor Springs

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.

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

4.9 out of 5 average rating, 361 reviews

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

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

Popular amenities for vacation rentals near The Highlands at Harbor Springs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Condo rentals with wifi

Superhost

The bedroom features a spacious bed adorned with soft cushions and a light blanket. Two bedside tables with lamps flank the bed, and a glass table sits in front. Large windows allow natural light to illuminate the space, offering a view of the surrounding trees.

Condo in Boyne Falls

4.79 out of 5 average rating, 215 reviews

BunnyHill: Outdoor Heated Pool- Summer

Superhost

A spacious multi-level condo is nestled among the trees, featuring large windows that provide ample natural light. A wooden deck extends from the main structure, furnished with chairs for outdoor relaxation. The design reflects a modern aesthetic, blending harmoniously with the surrounding nature.

4.86 out of 5 average rating, 115 reviews

Coveside Retreat: Beach, Pools, Hiking, Skiing

4.96 out of 5 average rating, 224 reviews

A spacious bedroom is presented with large windows overlooking lush greenery. An inviting bed adorned with a patterned quilt is complemented by wooden furniture, including a dresser and mirror. A cozy seating area is visible next to the fireplace, creating a warm atmosphere.

Condo in Bellaire

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️

The image showcases a serene lakefront with sandy beach areas leading to the water. A dock extends into the lake, providing access for boating. Lush green grass borders the beach, creating a tranquil outdoor space under a clear blue sky.

4.9 out of 5 average rating, 275 reviews

Cozy Lake Front Condo - Near Nubs Nob and Boyne

4.95 out of 5 average rating, 65 reviews

Valleys Chalet - Harbor Springs/Petoskey Condo

4.92 out of 5 average rating, 273 reviews

A sandy beach stretches along the water's edge, featuring gentle waves under a partly cloudy sky. Green trees provide shade, while a play structure is visible to the left. The tranquil Lake Charlevoix glistens in the background with boats anchored nearby.

Condo in Boyne City

Cozy Condo (Unit 2)-Boyne City & Lake Charlevoix

A tranquil lakeside view reveals boats docked along a wooden pier, reflecting against calm waters. A vibrant sky filled with clouds and the soft glow of the setting sun casts a serene atmosphere over Crooked Lake.

4.95 out of 5 average rating, 148 reviews

Centrally Located Lakefront Condo-Beach & Fishing

A comfortable living area features a dark brown sectional sofa with decorative throw pillows. A wooden coffee table is centered in front of a cozy fireplace with a stone surround. Large windows provide a view of the outdoor space, complemented by light-colored curtains.

4.99 out of 5 average rating, 86 reviews

***NEW!*** Relaxing Retreat with Amenities Galore!

Family-friendly house rentals

4.85 out of 5 average rating, 444 reviews

A bright kitchen area is presented with white cabinetry and appliances, featuring a stove with an oven, a refrigerator, and a sink. Natural light floods the space through large windows, illuminating a dining table with four chairs, set against a view of the surrounding landscape.

Home in Levering

The Little House

A sandy beach stretches along the shoreline, bordered by gentle dunes and tall grass. The tranquil waters of Lake Michigan reflect the bright blue sky, while distant trees line the horizon. People can be seen enjoying the beach in the background.

4.85 out of 5 average rating, 228 reviews

#5 Chester's Chalets

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, 166 reviews

Cozy home in Harbor Springs

4.98 out of 5 average rating, 161 reviews

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

15 mins to Ski-Hot Tub-FirePit-EV Charger-Pets”

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, 113 reviews

The House Next Door: In-Town Harbor Springs

4.92 out of 5 average rating, 170 reviews

The exterior of the two-story cabin showcases a warm, inviting façade in neutral tones. A porch with decorative railings is visible, and an American flag hangs proudly. A well-kept lawn and a decorative lamp post enhance the inviting entrance.

Home in Indian River

Clink's Cabin-Indian River Retreat

4.98 out of 5 average rating, 127 reviews

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

Trendy Home 1 Mile From Downtown Petoskey

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.

4.97 out of 5 average rating, 153 reviews

Highland View Cottage of Harbor Springs

Apartment rentals with air conditioning

4.94 out of 5 average rating, 78 reviews

A cozy living area is highlighted by a brown lounge chair and a green sofa adorned with decorative pillows. A coffee table sits in the center, flanked by a patterned rug. A white brick fireplace offers warmth, complemented by a potted plant nearby.

Apartment in Petoskey

NEW! The Grand Suite at Little Bay Cottage

Superhost

Adirondack chairs in vibrant colors are positioned on the grass, overlooking a calm lake. A wooden dock extends into the water, providing access for boats. The scenic view features clear skies and lush greenery in the distance, inviting a serene outdoor experience.

Apartment in Harbor Springs

4.82 out of 5 average rating, 28 reviews

See the sunrise! Condo on the water @ Crooked Lake

4.88 out of 5 average rating, 154 reviews

An open kitchen area features stainless steel appliances and a wooden countertop with seating for three. Light wooden cabinets and modern fixtures are included. The space is illuminated by overhead lighting, while the nearby living area and bedroom offer glimpses through doorways.

Apartment in Boyne City

Downtown Boyne City upper level 10 min to Boyne Mt

4.98 out of 5 average rating, 120 reviews

An open living area is highlighted by modern furnishings. A light-colored sofa faces two deep blue chairs, and a wooden coffee table sits in between. Natural light streams through two windows, enhancing the inviting kitchen space with a refrigerator and dining area.

Apartment in Boyne City

Red Pine Rental Your up north get away.

4.91 out of 5 average rating, 155 reviews

An outdoor area features a hot tub, surrounded by a concrete patio. Nearby, two white metal chairs are positioned on a grassy area. Some remnants of snow are visible, suggesting cooler weather. A privacy screen provides a sense of seclusion.

Apartment in East Jordan

HOT Tub Close 2 Boyne,Schuss Mt 2 queen bd

4.9 out of 5 average rating, 107 reviews

A serene winter landscape features a blanket of fresh snow covering the ground. Snow-covered trees stand in the foreground, while a view of the lake is visible in the background, creating a peaceful atmosphere. Power lines stretch across the scene, and distant figures are seen at the lake's edge.

Apartment in East Jordan

cozy wood-paneled apartment

Apartment in Harbor Springs

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.

4.94 out of 5 average rating, 134 reviews

Lake Street Retreat - In town Harbor Springs

4.95 out of 5 average rating, 224 reviews

A white door with simple paneling is displayed, featuring a modern lock and handle. A small doormat sits in front, while a window to the right allows natural light to enter the space, creating a bright atmosphere.

Apartment in Charlevoix

Boho Loft Apartment

Other great vacation rentals near The Highlands at Harbor Springs

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.

4.96 out of 5 average rating, 85 reviews

Cozy retreat near local resorts, skiing/golf

4.93 out of 5 average rating, 55 reviews

A private hot tub is positioned on a deck overlooking the shimmering waters of Crooked Lake. Gentle waves can be seen in the background, with the sun reflecting off the surface, creating a calming atmosphere for relaxation.

Townhouse in Alanson

Lakefront - Private Hot Tub - Minutes to Skiing

Guesthouse in Harbor Springs

An updated kitchen and living area features light wood paneling and modern appliances. Stainless steel refrigerator and stove are positioned alongside a microwave. A large television is mounted on the wall, and a cozy rug is placed at the entrance. Natural light floods the open space.

5 out of 5 average rating, 31 reviews

Upper Deck: Boyne Carriage House

4.98 out of 5 average rating, 176 reviews

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

The Bird’s Nest

Guest suite in Harbor Springs

A gray house with a metal roof is framed by lush greenery and flowering shrubs. Windows are adorned with plants, while a wooden trellis adds an element of structure to the surrounding natural landscape.

5 out of 5 average rating, 207 reviews

Guest Suite near Cross Village

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.

4.97 out of 5 average rating, 58 reviews

Snowy Owl's Nest-Vacation Home in Harbor Springs

4.9 out of 5 average rating, 10 reviews

Hemlock House

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.