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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

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.

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.

Stunning Windward Condo

This luxurious 4-bed, 4-bath condo is the perfect retreat for your next getaway. Located in a picturesque setting with stunning views, this rental property offers a comfortable and stylish living space that will make you feel right at home. Located in one of Harbor Springs' most desirable communities, this beautiful 4-bedroom, 3.5-bathroom condo offers the ultimate retreat. Spread across three spacious levels, this luxurious home combines stunning views of Lake Michigan, upscale amenities, ...

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

Welcome to Fun Harbor! A 3 bedroom home located less than 1 mile from downtown Harbor Springs/Lake Michigan and 6 miles to skiing and golf. This well appointed home features 3 bedrooms and 2 full baths on the main level. There is a fully finished basement with bunk beds, a full bathroom and arcade games. The kitchen has all the amenities you need and plenty of seating. The large backyard includes a deck, hot tub, and fire pit. We do allow pets with prior approval. No party groups allowed.

Birch Cottage, Harbor Springs

In the heart of Harbor Springs, a perfect vacation spot to relax and enjoy in all seasons. A short walk to the beach, tennis courts, yoga, biking, paddle boarding, restaurants and shopping. Close by are hiking, skiing and snowshoeing. Enjoy this ideal home which sleeps 10, tasteful main floor living room and lower level family room perfect for kids/TV/game room. Charming back patio with BBQ and table/seating with a short staircase leading to the grassy backyard edged with beautiful gardens.

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.

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.

Gorgeous Getaway! 2 Queens/2 Fold-up twins.

We have played off the beautiful water colors of the bay in our decor. Like our other unit next door, we have included everything we can to make sure our guests are taken care of and feel right at home. We have 2 queen beds and 2 single fold up beds. We do accept pets ($25 flat fee) but certain breeds are not allowed. Please see “other things” for a list. This is a manufactured home in a manufactured home community. The unit has been completely remodeled and is magical! You will love it!

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.

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.

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft 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.