House rentals near The Highlands at 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 for skiers!!(March 19) 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.

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, 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.

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.

4.97 out of 5 average rating, 88 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!

4.99 out of 5 average rating, 102 reviews

The A-Frame at Finch Creek - Secluded w/ Hot Tub

Welcome to the A-frame at Finch Creek, a one-of-a-kind Northern Michigan getaway overlooking Finch Creek and completely surrounded by the Grass River Natural Area. We renovated this 1970s cabin from the ground up and designed it to feel open and connected to the landscape. With 20-foot vaulted ceilings, massive picture windows, a fireplace to curl up next to, and just minutes from some of the most stunning lakes in the state, it’s the perfect home base for exploring or doing nothing at all.

The house is set on a raised foundation, showcasing a wide wraparound deck with a covered area. Light grey siding is complemented by a spacious porch furnished with chairs and tables, surrounded by greenery and a clear blue sky dotted with clouds.

4.9 out of 5 average rating, 104 reviews

The House on the Hill

This house is located outside Alden. It sits on 35 acres and is 1/4 of a mile from the road. The location is rural, secluded and quiet. There is ample parking for boats and recreational vehicles. The view from the deck is spectacular, you can see out over 10 miles. It's private and has a wide wraparound deck, with a covered area at the front. It's perfect for grilling, relaxing and watching the sky after a day out. The kitchen is open and provides a lot of space for food preparation.

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, 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.

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, 67 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!

Superhost

A spacious living area features a neutral color palette with light brown walls and polished wood floors. Comfortable seating is provided by a large gray sofa adorned with decorative pillows and two green armchairs. Natural light enters through expansive glass doors that lead to the outdoors.

4.87 out of 5 average rating, 115 reviews

3 Sisters Escape .River view 4 bedroom

Our home is located on six acres of beautifully wooded land fronting on 400 feet of the blue ribbon Surgeon River with its stellar trout fishing reputation. From our frontage the river is open to your kayaking, canoeing and tubing enjoyment, (bring your own equipment). Bike,snowmobile and cross country ski trails are next door. Petoskey and Harbor Springs, ski and golf resort of Boyne Highlands and Nubs Nob are approximately 30 minutes away. Home has a Fully equipped kitchen.

A modern two-story house is nestled among tall trees, featuring a covered porch with black seating. A stone pathway leads to the entrance, and natural landscaping surrounds the property. Large windows provide views of the forest, enhancing the sense of seclusion.

4.93 out of 5 average rating, 107 reviews

Secluded Hot Tub Hide-A-Way Retreat

Kick back and relax in this calm, stylish space. Very secluded on 6 private Acres. Relax around a camp fire in the evening or listen to the birds in the morning (you can often hear the loons early in the morning). This was built new in spring of 2025 and ready for your up north experience. Just 3 miles from Bellaire, 6 miles from Schuss Mountain for golf and skiing. 45 minutes from Traverse City and Petoskey. The perfect launching point for all NW Michigan has to offer.

The living area showcases high, wooden beamed ceilings with large windows allowing natural light. A stone fireplace serves as a focal point, with a cozy seating arrangement including two sofas and an armchair. A coffee table sits centrally, complemented by bookshelves and warm lighting.

4.8 out of 5 average rating, 15 reviews

Cozy Retreat w/ Sauna Nubs Boyne

Escape the chaos of daily life to all the beauty and fun Pure Michigan has to offer, any time of year. Nestled in the "valley" of two of the ski hills, Nub's Nob and The Highlands, you're sure to have a great "Up North" Experience. Escape the chaos of daily life to all the beauty and fun Pure Michigan has to offer, any time of year. The Star Valley Lodge is nestled in the "valley" of two of the ski hills, Nub's Nob and The Highlands (Formally Boyne Highlands).

5 out of 5 average rating, 132 reviews

An outdoor deck features a spacious hot tub beside a cushioned sectional and a dining area with multiple chairs. The surrounding yard is lush and green, with a firepit area visible in the background, creating a welcoming space for relaxation and gatherings.

Home in Petoskey

Hot tub+Firepit+Game Room+Sleeps 11

Welcome to Sun and Ski Retreat! Visit 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!

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, 124 reviews

Golf/Beaches/Pools/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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 185 reviews

A welcoming living area features large windows allowing natural light to brighten the space. A wooden coffee table sits in front of a comfortable sofa, with an armchair and a dining table nearby. A cozy fireplace adds a warm touch to the room.

Home in Boyne Falls

Family ski-in & ski- out 4B/4B Disciples Ridge

A spacious backyard patio features a circular arrangement of six wooden lounge chairs surrounding a firepit. Lush greenery and flowering shrubs provide a natural backdrop, while a neatly paved stone pathway leads to the setup.

4.92 out of 5 average rating, 39 reviews

Newly-Renovated Dog-Friendly Getaway!

The living room features a warm, inviting fireplace flanked by two comfortable chairs and a spacious sofa. A coffee table centers the space, and large windows allow natural light to fill the area. Wall-mounted television above the fireplace provides entertainment options.

4.97 out of 5 average rating, 34 reviews

Charming condo for sun or snow. 3 King Beds!

4.92 out of 5 average rating, 99 reviews

A two-story lodge style home is framed by lush greenery, featuring a wraparound deck with a warm wooden railing. A private balcony is visible on the upper floor. The exterior showcases a combination of natural stone and wooden siding, complemented by expansive windows.

Home in Gaylord

Stunning Cabin - Arcade & Pickleball - sleeps 13

4.85 out of 5 average rating, 131 reviews

A stone patio features several wooden Adirondack chairs arranged around a fire pit, surrounded by tall trees. A calm lake can be seen in the background, dotted with boats, and sunlight filters through the branches, creating a serene atmosphere.

Home in Gaylord

Updated Panoramic Lakefront Cottage | Hot Tub

A mobile home is situated on a paved driveway surrounded by greenery. A large tree offers shade above, while colorful leaves hint at the changing seasons. Steps lead to an entryway featuring multiple windows, providing a welcoming appearance.

4.97 out of 5 average rating, 37 reviews

Mini Michigan Paradise

4.98 out of 5 average rating, 121 reviews

A contemporary chalet is surrounded by vibrant autumn foliage, showcasing a large deck with wooden railing. Steps lead from the deck to the forest floor, while large windows offer views of the tranquil woodland. The structure exudes a welcoming charm within its natural setting.

Home in Gaylord

Timber Valley Chalet Ask about seasonal discounts

4.98 out of 5 average rating, 107 reviews

An indoor pool area features clear blue water and decorative palm trees. A yellow water slide spirals down into the pool beside several lounge chairs. Gentle water fountains create a soothing ambiance, while large windows provide natural light to the spacious environment.

Home in Elmira

April Discounts! Pet friendly!

Weekly house rentals

An A-frame structure is showcased, featuring a distinctive triangular roof and large windows. The exterior is designed with a blend of dark and natural wood tones. A spacious deck with seating options and a hot tub is visible, surrounded by greenery and trees.

5 out of 5 average rating, 39 reviews

TreeTops Ayframe, Supersized AFrame on the River w

The kitchen features rich red cabinetry and a spacious granite island with wooden stools. Large windows provide natural light and a view of the surrounding trees. Modern appliances are integrated into the design, complemented by exposed beams in the ceiling.

4.99 out of 5 average rating, 76 reviews

4k sqft Log Chalet, Chef’s Kitchen, no fees, pets!

4.93 out of 5 average rating, 28 reviews

Chic Crooked Lake Lakefront Retreat Stunning Views

The cabin showcases a three-story structure with a distinctive A-frame design. Large windows dominate the front, offering views of the surrounding snowy landscape. A spacious deck, equipped with outdoor seating and a hot tub, extends along the back, inviting relaxation in the tranquil setting.

4.95 out of 5 average rating, 58 reviews

Mountain Cabin overlook Boyne near Nubs W/ Hot Tub

The exterior of a modern unit is shown, featuring a clean façade with white and gray siding. A well-maintained garden with various shrubs and plants surrounds the unit, while a wooden deck leads to a pathway. Bright sunlight enhances the inviting appearance.

4.96 out of 5 average rating, 26 reviews

5 Miles from Skiing stay at a Quiet Resort

A modern kitchen and living area is displayed, featuring a large island with a sink and sleek cabinetry. Natural light floods through multiple windows, highlighting a dining table and comfortable seating. Pendant lights hang from a vaulted ceiling, creating a spacious, inviting atmosphere.

5 out of 5 average rating, 22 reviews

The Griffin Chalet-Harbor Springs MI

4.92 out of 5 average rating, 12 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.

4.96 out of 5 average rating, 24 reviews

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

Private house rentals

4.92 out of 5 average rating, 13 reviews

Home in Cheboygan

3 BR Cheboygan River Home w/ Boat Dock and Kayaks

Superhost

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.

4.82 out of 5 average rating, 94 reviews

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

A cozy living room features a sectional sofa, a leather armchair, and a coffee table. A large TV is mounted above a modern fireplace. Natural light enters through the window, offering a view of the backyard, while shelves display decorative items and framed photographs.

5 out of 5 average rating, 5 reviews

3+bd/ 3ba home, hot tub, near downtown Harbor

Superhost

The living room features large windows that provide abundant natural light and views of the surrounding trees. A stone fireplace is centered against a wooden wall. A sectional leather sofa, armchairs, and a round coffee table create a cozy seating arrangement.

4.83 out of 5 average rating, 23 reviews

Nubs Slopeside Condo

4.99 out of 5 average rating, 95 reviews

Home in Cheboygan

Beachfront Cabin w/ Hot Tub, Mackinaw Bridge Views

A spacious living area is illuminated by natural light from large windows, revealing a comfortable sectional sofa and an armchair. A wooden coffee table is positioned in front of the sofa. In the background, a pool table is visible alongside a well-equipped kitchen with wooden cabinetry.

4.95 out of 5 average rating, 55 reviews

Good Times in the Pines - Hot Tub/Family Friendly!

5 out of 5 average rating, 20 reviews

Mullett Lakefront | Hot Tub • Dock • Sleeps 10

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.

4.94 out of 5 average rating, 31 reviews

Lollapalooza

Pet-friendly house rentals

4.92 out of 5 average rating, 132 reviews

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

Petoskey’s “Peeks of the Bay”

4.98 out of 5 average rating, 173 reviews

An aerial view showcases a charming house with a green roof nestled in a spacious landscape. The surrounding area features a serene pond, patches of trees, and expansive lawns, providing a peaceful rural setting. Nearby structures are visible, harmonizing with the natural surroundings.

Home in Boyne Falls

Stunning design! HotTub-Fire Pit-EV Charger-Pets

4.91 out of 5 average rating, 229 reviews

A comfortable living space features a black sofa, a dining table with chairs, and a decorative area rug. Natural light streams through the sheer curtains of a nearby window, complementing the neutral wall colors and tasteful artwork on display.

Home in Charlevoix

Modern apt. Free parking, Steps to downtown.

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.

4.93 out of 5 average rating, 151 reviews

Beautiful Log Cabin on the River with Hot Tub

4.88 out of 5 average rating, 163 reviews

A cozy living area features plush seating and a festive decorative touch. Natural light filters through large windows, illuminating the hardwood floor. A scenic aerial view displays the expansive Lake Charlevoix, while an elegant stone castle is seen from above. A fully equipped kitchen showcases wooden cabinetry and modern appliances.

Home in Charlevoix

Up North Retreat | Castle Farms-Lake Chx-Ski Boyne

A charming house sits amidst a snowy landscape, surrounded by trees covered in white snow. The structure features a large deck, with a gentle slope leading to an open area blanketed in fresh snow, creating a peaceful winter scene.

4.98 out of 5 average rating, 108 reviews

Charming four bedroom house on the hill

4.98 out of 5 average rating, 128 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

A spacious living area features a large blue sectional sofa, complemented by decorative pillows. A circular metal table is placed in front, and warm lights illuminate the wooden wall behind. A large window allows natural light to flood the room, enhancing its inviting ambiance.