Vacation rentals in Pleasantview Township

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.

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4.92 out of 5 average rating, 134 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.

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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.

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.

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4.95 out of 5 average rating, 151 reviews

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, 104 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!

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4.98 out of 5 average rating, 101 reviews

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.

Condo in Harbor Springs

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

Immerse yourself in the rustic serenity of Northern Michigan while enjoying the modernized amenities that this newly listed location offers. Relish in the relaxing comforts of home, including an open floor plan, well-appointed full kitchen, master bedroom with a spacious attached bath, washer/dryer, outdoor patio, and a warm fireplace for those snowy nights. The many amenities include indoor/outdoor pools, hot tubs, pickleball, tennis, fitness center, fishing ponds, hiking trails and more!

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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.

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft (2nd floor) 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.

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4.99 out of 5 average rating, 203 reviews

4.91 out of 5 average rating, 110 reviews

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.

Condo in Harbor Springs

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)

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Superhost

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.

4.9 out of 5 average rating, 40 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.

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5.0 out of 5 average rating, 399 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.

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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.

4.96 out of 5 average rating, 94 reviews

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

Your dream northern escape awaits. Custom 3 level Scandinavian artisan custom designed hand- hewn log lodge with room for 12 has 4 bedrooms, 2.5 bathrooms, hot tub, and 2 stone fireplaces. This lodge has newly updated luxury amenities. Your dream lodge is located only a few minutes from The Highland’s resort with world class golf, tennis, mountain biking, as well as zip lining. 10 minutes from beautiful Petoskey and Harbor Springs with great shopping and dining options.

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5.0 out of 5 average rating, 14 reviews

Home in Alanson

Updated Home-3 Private Acres-Hot Tub-Firepit

Welcome to your private 3-acre Up North getaway near Harbor Springs, Boyne Highlands, and Petoskey—perfect for vacations, golf trips, and group escapes. With room to comfortably sleep up to 8 guests, this home is designed for long lake days, relaxing evenings, and quality time together. Whether you’re teeing off, grilling on the deck, spending the day on the water, or unwinding by the fire under the stars, this is where unforgettable Northern Michigan memories are made.

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