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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

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.

Harbor Retreat |Private Hot Tub|Game Room|Ski+Golf

Relax and getaway with friends and family at our peaceful, charming 5BR home. Sitting upon a hill just 4 mins outside of Harbor Springs, you can enjoy the serene feelings of the countryside while being just minutes from the city. Ample space for comfortability while enjoying family memories together. Equipped with a full game room, hot tub, fire pit and more to accommodate family fun. Harbor Springs-4mins Boyne Highlands-7mins Nubs Nob-9mins Petoskey state park-12mins Tunnel of trees-11mins

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.

Country setting nextdoor to Walloon Lake Winery.

The house is private and quiet. A short walk to Walloon Lake Winery. Start the wine trail here! 10 minute to Walloon Lake public swimming, Petoskey gaslight district, Petoskey State Park. 26 mile bike path Little Traverse Wheelway. Odawa Casino, shopping, theater and restaurants 5 minutes away. Fire pit in the back yard. 20 minute drive to Boyne Mt, Nubs Nob and Boyne Highlands. 17 Golf courses. Entertainment weekly in Petoskey, Harbor Springs and Charlevoix in the summer. Art galleries.

Coveside Retreat: Beach, Pools, Hiking, Skiing

This large, end-unit 5-bedroom, 3 bath condo is great for large families or gatherings of friends at Harbor Cove. Tucked into the woods with nature trails to hike, sandy lake Michigan shoreline and indoor/outdoor pools. Close to golf courses and wineries. 5 miles from Boyne Highlands and Nubs Nob, for winter enthusiasts who enjoy skiing and snowboarding. A short drive, or bike ride to downtown Harbor Springs and Petoskey for dining, movies and shopping. Note this is not a party house!

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 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 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

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.