Holiday rentals in Friendship Township

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Top-rated holiday rentals in Friendship Township

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

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Top guest favourite
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
4.97 out of 5 average rating, 199 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
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, 125 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
Home in Harbor Springs
4.92 out of 5 average rating, 131 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.

Superhost
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.
Home in Harbor Springs
4.94 out of 5 average rating, 102 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!

Top guest favourite
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.
Guest suite in Harbor Springs
4.98 out of 5 average rating, 199 reviews

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.

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.
Flat in Harbor Springs
4.84 out of 5 average rating, 198 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
5.0 out of 5 average rating, 222 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.

Superhost
The exterior of a classic A-frame home is surrounded by tall evergreen trees, offering a sense of privacy. The building features a steeply pitched roof with gray shingles, a vibrant green front door, and a large deck accessible by a set of stairs.
Chalet in Harbor Springs
4.91 out of 5 average rating, 32 reviews

The Hot Nubs Time Machine A-Frame

Stay at this classic 1971 Michigan A-frame. Enjoy a stylish and peaceful experience with cozy entertaining areas and quiet nooks amidst the pine trees. Or, get the gang together with a full send on the slopes and relax in the private hot tub or in front of the wood-burning fireplace. Professionally designed by @greatlakesmodern (new photos coming!). Only a 3 min. drive to downtown Harbor Springs or walk or bike to town. About a 10 minute drive to either Nub's Nob or The Highlands.

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
5.0 out of 5 average rating, 389 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 beachfront area features a sandy shore with a couple of red and green kayaks. Several white chairs are positioned for relaxing, with a wooden structure visible behind the trees, providing access to the guest house and deck.
Guest house in Harbor Springs
5.0 out of 5 average rating, 58 reviews

Cozy Beach Guest House

A Sunset Chaser’s dream spot! RELAX in our spacious guest house 'castle' in charming Harbor Springs, Michigan located 5 miles north of town, right off M-119 (the Tunnel of Trees). Enjoy our private beach with paddle boards, kayaks, a bonfire pit, deck, BBQ, SUNSETS, Northern Lights and QUIET. WiFi (300 mps), a tv room with streaming downstairs. Sleeping + kitchen & Air Conditioning upstairs. Dogs permitted but 1. MUST BE ON FLEA / TICK CONTROL 2. NO DOGS ON FURNITURE.

Guest favourite
A game room is featured, showcasing a shuffleboard table and a foosball table. A staircase is visible in the background, along with a clock on the wall and a cozy seating area with a couch. The carpeted floor enhances the inviting atmosphere.
Home in Harbor Springs
4.8 out of 5 average rating, 111 reviews

Game & Exercise Room | Dog Friendly! (Sleeps 14)

🌲 Private Up North Retreat on 11 Acres | Game Room + Trails + Close to Ski & Golf Escape to Northern Michigan and experience the perfect blend of privacy, space, and year-round adventure just 5 miles north of Harbor Springs. Set on 11 secluded acres, this beautifully appointed home offers everything you need for a relaxing getaway or an activity-filled stay — from on-site ORV/ATV trail access to being just minutes from skiing, golf, and beaches.

Top guest favourite
A charming cottage is surrounded by lush greenery, featuring large windows that invite natural light. A spacious screened porch extends from the side, providing a seamless connection to the outdoors. The peaceful setting is enhanced by mature trees, creating a tranquil atmosphere.
Cottage in Harbor Springs
4.96 out of 5 average rating, 169 reviews

Idyl Daes Cottage

Idyl Daes Cottage was built in the 1950s on the Tunnel of Trees Scenic Heritage Route which follows Lake Michigan’s stunning shoreline to Cross Village. It is located two miles from downtown Harbor Springs and is close to a number of spectacular beaches and hiking trails. The large field stone fireplace is perfect for cool evenings and the spacious screened porch is ideal for relaxing summer evenings with lake breezes.

Popular amenities for Friendship Township holiday rentals