House holiday rentals in Harbor Springs

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.

Family · Location · Hospitality

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.

Family · Value · Amenities

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

Family · Location · Biking

Highland View Cottage of Harbor Springs

Our home is beautifully decorated, spacious, and very clean. It is your home away from home. Relax and enjoy the many amenities it has to offer. Whether you like to cook or eat out, our home has all the comforts of home. It is a SMOKE FREE and PET FREE home. Our guest MAXIMUM IS 8. Highland View is a great place to gather with friends and loved ones to create memories for years to come. Other things to do: Mackinac Island 35 minutes away Fishing Golf Skiing Biking Hiking Beaches Etc.

Family · Location · Sleep quality

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!

Family · Value · Parks

Woody’s Place on the Bike Path

Newly renovated and centrally located between Petoskey and Harbor Springs. Situated on the famed M-119, and the Little Traverse Wheelway, a bike path connecting Harbor Springs to Charlevoix. Featuring 3 private (queen) bedrooms and a 4th open sleeping loft with two twin XL built-ins. Classic northern Michigan aesthetic with all the amenities you could want while you’re away. Walk to nearby Petoskey Brewery or grab supplies for Petoskey State Park beach at Toski Sands. Your trip starts here!

Family · Location · Outdoor spaces

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.

Location · Family · Access

The Harbor Chalet - 5 min to Highlands/Nubs/Beach!

Nestled in the woods is this family friendly chalet. Just minutes from The Highlands, Nubs, downtown Harbor Springs, downtown Petoskey and the beautiful beach at Petoskey State Park. It comfortably sleeps up to 8. Recently updated with all the extras including high end mattresses. Cozy gas fireplace to keep things toasty. Outside is a nice deck with plenty of room to entertain as well as a large fire pit for roasting s’mores, enjoying a local brew and telling ghost stories.

Family · Location · Bathroom

Petoskey’s “Peeks of the Bay”

Embrace Petoskey’s Sun-Splashed Skylines by Little Traverse Bay. Enjoy our beautiful house in a quiet neighborhood, minutes from the shops in Petoskey’s historic gaslight district, Bay Harbor, East Park, Little Traverse Wheelway and Odawa Casino. Enjoy a cup of coffee or your favorite beverage on the deck while catching peeks of the bay through the tree line. While you're relaxing let your pets run and play in the huge fenced-in yard (additional $75 fee for pets applies).

Location · Family · Skiing

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 dogs ($25 flat fee) but certain breeds are not allowed and no cats. This is a manufactured home in a manufactured home community. The unit has been completely remodeled and is magical! You will love it!

Family · Value · Condition

Birchgate – Historic Bluffside Cottage with Panora

Welcome to Birchgate, a timeless 5-bedroom, 3-bathroom cottage perched on the bluff in the coveted Roaring Brook Association of Harbor Springs. Passed down through generations of the same family, this beloved home is filled with character, history, and cherished memories. Designed in true old-world cottage style, Birchgate offers an inviting layout perfect for families and groups and includes access to the Roaring Brook Association Beach.

Location · Family · Outdoor spaces

Crooked Tree Cove

Escape to this peaceful and modern Lake Michigan cabin, with over 140 feet of private coastline to enjoy. Nestled in the woods of Good Hart, just north of Harbor Springs, the cabin has two bedrooms, two bathrooms and a bunk room with two sets of bunks beds. Enjoy beautiful sunsets from the decks, bonfires, walks along the beach, and swimming, kayaking or paddle boarding in the waters of Lake Michigan.

Family · Location · Decor