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, 246 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 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

* Lakefront *Beachfront * All sports lake * Boat slip included * 8-minutes to Nubs Nob/Boyne * Skier friendly * Golfers welcome *Mackinaw Island Ferry 30 minutes. * 5 minutes to downtown Petoskey and Harbor Springs Enjoy AMAZING VIEWS on this cozy lakefront condo. Bring a boat (or rent one) and enjoy a leisure ride through the chain of lakes. Crooked Lake flows all the way into Lake Huron. * Petoskey State Park 5 minutes. * Close to all Northern Michigan attractions * Snowmobilers welcome

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

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.

4.94 out of 5 average rating, 133 reviews

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.

Flat in Harbor Springs

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.

4.83 out of 5 average rating, 180 reviews

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.

Flat in Harbor Springs

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, 221 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!

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, 170 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, 349 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.

Guest house 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, 252 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, 360 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

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.

4.98 out of 5 average rating, 116 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 holiday rentals near The Highlands at Harbor Springs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment 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.

Apartment 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.

Apartment in Bellaire

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️

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, 98 reviews

Relaxing Getaway in Harbor Springs!

4.95 out of 5 average rating, 64 reviews

Valleys Chalet - Harbor Springs/Petoskey Condo

4.88 out of 5 average rating, 126 reviews

An open kitchen with a bar counter features four black stools. The space is designed to connect with the dining area and offers lake views through large glass doors. Modern cabinetry and appliances are visible against a subtly patterned backsplash.

Apartment in Boyne Falls

Ski Boyne Mtn Resort | Dog Friendly | Lake Views

4.92 out of 5 average rating, 272 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.

Apartment in Boyne City

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

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

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, 165 reviews

Cozy home in Harbor Springs

4.98 out of 5 average rating, 158 reviews

A welcoming entrance is presented with a pathway leading to a charming house featuring a gabled roof. Lush green grass and flower beds line the sides, while a dog stands playfully on the path, enjoying the outdoor space under a partly cloudy sky.

Home in Boyne Falls

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

4.99 out of 5 average rating, 138 reviews

A spacious living room is furnished with two light-colored couches, adorned with decorative cushions. A wooden coffee table occupies the center of the room, surrounded by a textured area rug. Natural light filters through two windows, highlighting the soft wall decor and warm tones of the space.

Home in Boyne City

Cute & cozy! 10 minutes to Boyne mtn.

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, 111 reviews

The House Next Door: In-Town Harbor Springs

4.9 out of 5 average rating, 10 reviews

Hemlock House

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

4.95 out of 5 average rating, 166 reviews

An outdoor seating area features four navy blue Adirondack chairs arranged around a circular fire pit, surrounded by a lush green lawn. Nearby, a small shed and blue kayaks are visible, set against a backdrop of trees and a cloudy sky.

Home in Alanson

Northern Michigan Getaway (Petoskey/ Harbor)

Apartment rentals with air conditioning

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.

Flat in Harbor Springs

4.82 out of 5 average rating, 28 reviews

See the sunrise! Condo on the water @ Crooked Lake

4.96 out of 5 average rating, 51 reviews

A cozy sunroom features a high ceiling with natural light flooding in from large windows. A pink sofa and a small round table provide seating, complemented by a leafy plant. A decorative mirror reflects light and enhances the inviting atmosphere.

Flat in Petoskey

NEW! The Secret Sunroom Cottage

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.

Flat in Boyne City

Downtown Boyne City upper level 10 min to Boyne Mt

4.97 out of 5 average rating, 118 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.

Flat in Boyne City

Red Pine Rental Your up north get away.

4.9 out of 5 average rating, 191 reviews

A comfortable living area features a dark leather sofa and two armchairs. A wicker coffee table sits in the center, surrounded by soft lighting from table lamps. Large sliding doors open to an exterior view, with a clock mounted on the wall.

Flat in Walloon Lake

Awesome Near Skiing

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.

Flat 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.

Flat in East Jordan

cozy wood-paneled apartment

4.95 out of 5 average rating, 223 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.

Flat in Charlevoix

Boho Loft Apartment

Other great holiday rentals near The Highlands at Harbor Springs

Guest house 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, 28 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

Cottage in Harbor Springs

A serene sunset is captured over Lake Michigan, with warm colors reflecting on the water. Gentle waves are visible, alongside a silhouette of a small tree positioned near the shoreline. Grassy sand leads to the beach area, enhancing the peaceful setting.

4.99 out of 5 average rating, 128 reviews

Ivan's Cottage on Lake Michigan, USA

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

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, 100 reviews

Up North Lodge that checks all boxes! W/ AC

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

5 out of 5 average rating, 220 reviews

A charming log cabin is surrounded by vibrant autumn foliage, with colorful leaves scattered across the manicured lawn. A stone pathway leads towards the entrance, framed by a beautiful garden featuring blooming flowers amidst the rustic wood exterior.

Cabin in East Jordan

Cheerful Six Mile Lake Log Cabin.