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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.

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.

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.

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.

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.

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.

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.

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.