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, 188 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, 178 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.

Top Guest favourite
The exterior of a rustic granary showcases weathered wood siding with a metal roof. A garden filled with vibrant flowers in shades of pink and orange is prominently displayed in front. Windows reflect a natural light, while a terrace with outdoor seating offers a glimpse of the peaceful surroundings.
Cottage in Harbor Springs
5 out of 5 average rating, 20 reviews

Historic Granary | Lake Michigan & Tunnel of Trees

Step inside a beautifully restored 100-year-old granary 5 minutes from downtown Cross Village, Legs Inn, and Lake Michigan. Hand-milled floors, vintage character, and modern comforts- this is the kind of place that feels impossible to find. Enjoy the sunrise over the original barn and sunset with views of Lake Michigan. Relax on the deck with the chance to spot wildlife. A peaceful retreat close to the Tunnel of Trees, Harbor Springs, and Mackinaw—ideal for couples, friends, or small families.

Guest favourite
The exterior of the cabin showcases a rustic stone chimney alongside wooden siding. A deck area features a table with an umbrella and a BBQ grill. Surrounding trees provide a natural backdrop, while large windows offer views into the inviting interior.
Cabin in Harbor Springs
4.97 out of 5 average rating, 115 reviews

Little Moose Lodge overlooking Lake MI

Breathe in the tranquility that only comes from being surrounded by nature. With Lake Michigan in front and woods in back you get the best of both worlds during your stay at Little Moose Cabin. We are located on M119, the historic "Tunnel of Trees" highway less than 20 mins from Harbor Springs, The Highlands Resort, Nubs Nob Resort, and 45 minutes from Mackinaw Bridge. This classic 2 -bedroom 1 bath cabin has a woodstove, outdoor firepit, BBQ grill, and access to a private beach on Lake Mi.

Top Guest favourite
A hot tub is partially visible on a snowy deck, surrounded by a winter landscape of tall trees dusted with fresh snow. Gray clouds hover above, while hints of blue sky peek through, creating a serene atmosphere.
Home in Harbor Springs
4.91 out of 5 average rating, 125 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 are bringing a dog or an 8th person. Guests must be very comfortable with stairs.

Top Guest favourite
A charming cabin is nestled among lush greenery, surrounded by mature trees. A winding stone path leads to the entrance. Outdoor seating areas are visible on the lawn, offering spaces to relax. The sloped roof and wooden structure reflect the cabin's rustic character.
Cabin in Harbor Springs
5 out of 5 average rating, 23 reviews

Hideaway Cabin In the Woods

Enjoy an escape in one of Northern Michigan's historic cabins. Originally built in 1906 in Charlevoix, MI, this cabin has everything you need for an up north getaway. The cabin is surrounded by nature preserve trails which are accessible from the property. The local township has a Lake Michigan public access point (3.5 miles away) where you can enjoy the greatest sunsets in the world! Centrally located - great dining options, famous Tunnel of Trees, and the quaint town of Harbor Springs!

Top Guest favourite
An outdoor patio area features a gravel surface, surrounded by planters with vibrant flowers. A fire pit is centrally located, accompanied by several seating options in various colors. A grill stands nearby, with expansive green fields visible in the background under a clear sky.
Apartment in Harbor Springs
4.84 out of 5 average rating, 189 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.

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, 212 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.

Top 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, 117 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
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, 370 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
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, 264 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, 378 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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$535 NZD$513 NZD$492 NZD$429 NZD$475 NZD$581 NZD$616 NZD$600 NZD$506 NZD$484 NZD$480 NZD$501 NZD
Avg. temp-8°C-7°C-2°C5°C12°C17°C19°C18°C15°C8°C1°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Harbor Springs?

    Harbor Springs has vacation rentals near the waterfront, historic neighborhoods, and wooded surroundings. Staying closer to downtown places guests near shops, galleries, and restaurants, while cottages in residential areas provide a quieter atmosphere.

  • What are the best things to do in Harbor Springs with kids?

    Kids can explore sandy beaches, ice cream shops, and downtown parks. Nature walks, art workshops, and family-friendly sledding hills are also popular, with seasonal events adding variety throughout the year.

  • What are some of the best things to do in Harbor Springs?

    Stroll the harbor, visit local art galleries, or sample treats from classic fudge shops. Many enjoy time at the public beach or exploring hiking trails just outside town.

  • How is the weather in Harbor Springs?

    Harbor Springs features cold, snowy winters averaging 12–29°F (-11 to -1°C) and comfortable summers near 65–76°F (18–25°C). Spring and fall bring fluctuating temperatures, so packing layers is often recommended.

  • When is the best time to visit Harbor Springs?

    Late spring to early fall is often recommended for warmer weather, local festivals, and lake activities. Winter draws visitors interested in snow sports and the area's quieter charm.

  • What are the best places to visit in Harbor Springs?

    Downtown Harbor Springs, its waterfront marina, and scenic parks are frequently suggested stops. The area also has heritage walking tours and seasonal farmers markets that showcase local flavor.

  • What are some hiking trails in Harbor Springs?

    Enjoy hiking in nature preserves around the area, with wooded paths and gentle lake views. Downtown walking trails and routes through nearby woodland provide options for a variety of experience levels.

  • What are some family activities we can do in Harbor Springs?

    Families frequently explore sandy beaches, spend time at local parks, or enjoy ice cream shops and simple bike rides. In winter, sledding hills and outdoor recreation areas are popular for all ages.

  • What are some of the best day trip ideas from Harbor Springs?

    Consider exploring neighboring lakeside towns, experiencing local wineries, or hiking nature preserves around the area. Lighthouse tours and small harbor villages nearby are often recommended for those interested in maritime history.

  • Are there any pet friendly accommodations available in Harbor Springs?

    Harbor Springs has a selection of pet friendly accommodations, including vacation rentals near parks and walking areas. Let hosts know about pets in advance to find the best fit for your travel group.

  • What are some local tips for visiting Harbor Springs?

    Start mornings early for quieter walks along the harbor and be sure to check local bakery hours for fresh-baked pastries. Many shops and markets are family-owned, making personal recommendations easy to find.

  • What is Harbor Springs known for?

    Harbor Springs is known for its scenic waterfront, charming downtown, and heritage architecture. The area has a reputation for outdoor recreation, local art galleries, and established boating traditions.

  • What are the best hidden gems to explore in Harbor Springs?

    Explore the artists’ studios tucked around downtown, quiet nature preserves, or off-the-path bakery shops for a local perspective. Less traveled walking paths often reveal fresh views of the harbor and surrounding woods.

  • What are the best foods to try in Harbor Springs?

    Many visitors enjoy locally caught whitefish, cherry-inspired desserts, and house-made fudge in Harbor Springs. The area is also known for its craft ice cream and fresh baked goods from local shops.

  • What should I bring for a trip to Harbor Springs?

    Pack layers for changing weather, sturdy walking shoes, and a waterproof jacket regardless of the season. In summer, bring sun protection and swimwear, while winter visitors often bring hats, gloves, and insulated outerwear.

  • What is the nightlife in Harbor Springs like?

    Nightlife in Harbor Springs is laid-back, with neighborhood pubs, cozy wine bars, and occasional live music at local venues. The atmosphere often centers on friendly conversation and relaxed lakeside evenings.

  • What are the most popular events or festivals in Harbor Springs?

    Harbor Springs hosts art fairs in the summer, a fall festival celebrating the changing leaves, and seasonal boat parades. Holiday tree lighting events and local farmers markets draw both residents and visitors.

  • Are there family friendly vacation rentals in Harbor Springs?

    Harbor Springs has many vacation rentals that welcome families, featuring spacious layouts and easy access to outdoor activities. Options can be found near the waterfront or in quieter, residential neighborhoods.

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 $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 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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