Family-friendly holiday rentals in Harbor Springs

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.

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.

Lakeside Lookout, Relaxing Waterfront Condo

Lakeside Lookout is a 1 bedroom, 1.5 bath condominium on beautiful Crooked Lake, with shared sandy shoreline, and a private balcony for spectacular sunrises and sunsets. A community gas grill, tables & chairs, swings, and fire pit are available to guests in the lush and flower-filled common area courtyard, or in winter settle in beside the electric fireplace to enjoy the frozen lake views and watch the ice fishing. Watch for bald eagles, minks, muskrats, loons, swans, and other wildlife!

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

Ivan's Cottage on Lake Michigan, USA

A beautiful and peaceful lake cottage situated on Lake Michigan in Good Hart. This is the place to come if you’re looking for a place to clear your mind, and relax while listening to the waves hit the shoreline. Close to Harbor Springs, Petoskey, Mackinaw City, Charlevoix, and other Northern Michigan treasures! Tunnel of trees is going to lead you to our beautiful cottage. We have kayaks available to use while watching the sunset!

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.

Little Hathaway in Harbor Springs

Little Hathaway is the perfect destination for all the activities, restaurants, and adventures you need. Relax in our amazing hot tub, walk around our beautiful towns while watching the sunset on the beaches. Ski, Snowboard, and have snowball fights in the winter. Soak up the beautiful scenery of the changing leaves in the tunnel of trees. Winter, Spring, Summer or Fall it's the perfect place to be with your family.