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Holiday houses in Harbor Springs

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Top-rated holiday rentals in Harbor Springs

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 181 reviews

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

Top Guest favourite
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
4.98 out of 5 average rating, 177 reviews

The Bird’s Nest

Welcome to the bird’s nest! A cozy open floor plan loft overlooking Main St. in the heart of downtown Harbor Springs. Built in 1881, this is one of the first structures built in Harbor Springs! Loaded with historical charm and character, and meticulously updated, this space lends itself to romantic dinners on the back deck or entertaining around the large kitchen island The property has been updated and offers modern amenities to include: new appliances, wi-fi, smart TV, and Sonos sound system.

Guest favourite
A covered seating area is situated on a wooden deck overlooking a tranquil body of water. Comfortable chairs with striped cushions frame a central table, while lush green grass surrounds the space. The canopy provides shade for relaxation by the water.
Home in Alanson
4.89 out of 5 average rating, 155 reviews

Waterfront Cottage with Covered Boat Slip

We offer a covered boat slip. Peaceful & secluded, yet walking distance from town. Full kitchen w/dishwasher, Keurig, W& D. Please note that this is a place for those that love outdoors & has no air conditioning, wi-fi or cable. Verizon & AT&T in area. Fire pit outside. We are pet friendly but we've had a few instances that have resulted in us having to adopt a pet policy & pet fee. We charge $25/night, per pet, max of $250. Upon booking, call us & we will send policy form & collect payment.

Top Guest favourite
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.
Apartment in Harbor Springs
4.94 out of 5 average rating, 141 reviews

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.

Top Guest favourite
The exterior of a modern cabin is showcased, featuring a wooden façade with a dark metal roof. A single, black front door is framed by two windows. A small wooden porch leads to the entrance, enhanced by decorative rocks and greenery on either side.
Cabin in Petoskey
4.95 out of 5 average rating, 109 reviews

Hidden Acres- Austur Cabin- Close to town- Hot Tub

Enjoy the modern, 2-bed, 2-bath Austur cabin! Ideal for family and friends, this stylish retreat offers luxe comforts with rustic charm and can be rented with an identical cabin next door. Serene bedrooms and small sleeping lofts with soft linens and plush pillows, a fully equipped kitchen, cozy living area, large covered porch, a fire pit by the woods, and an EV charger. Minutes from downtown Petoskey and all it has to offer, but in a peaceful and quiet setting! No annoying checkout list!

Top Guest favourite
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.
Guest suite in Harbor Springs
5 out of 5 average rating, 209 reviews

Guest Suite near Cross Village

Enjoy summer days or wintry splendor. We are located in a rustic area of northwest Michigan, 15 miles north of Harbor Springs, within 2 miles of the Tunnel of Trees. We are conveniently located for nature preserves, hiking trails, beautiful beaches, ski slopes, and Mackinaw Island. Our home is attached to the guest suite but guests access their suite via a secured private entrance. Our equipped kitchen has a pantry, fresh farm eggs, butter, a home-baked item, ground coffee, and teas.

Guest favourite
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.

Top Guest favourite
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.

Top Guest favourite
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
5 out of 5 average rating, 355 reviews

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.

Top Guest favourite
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, 170 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 favourite
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.
Guesthouse in Harbor Springs
4.94 out of 5 average rating, 260 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

Guest favourite
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
4.9 out of 5 average rating, 371 reviews

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 Harbor Springs holiday rentals

When is the best time to visit Harbor Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$472 NZD$463 NZD$437 NZD$427 NZD$473 NZD$579 NZD$613 NZD$598 NZD$504 NZD$482 NZD$478 NZD$499 NZD
Avg. temp-8°C-7°C-2°C5°C12°C17°C19°C18°C15°C8°C1°C-4°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Harbor Springs?

    Yes! Work meets play with ease at over 40 vacation rentals in Harbor Springs featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Harbor Springs?

    Four-legged friends are welcome in Harbor Springs. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Harbor Springs?

    Experience the best of Harbor Springs with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Harbor Springs have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Harbor Springs. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Harbor Springs have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Harbor Springs. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Harbor Springs have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Harbor Springs. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Harbor Springs?

    Harbor Springs has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Harbor Springs?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 40 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Harbor Springs

  • Total holiday rentals

    Explore 80 holiday rentals in Harbor Springs

  • Nightly prices starting at

    Harbor Springs holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Harbor Springs holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Harbor Springs rentals

  • 4.9 Average rating

    Harbor Springs stays are highly rated by guests—averaging 4.9 out of 5!

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