House holiday rentals in Harbor Springs

4.92 out of 5 average rating, 134 reviews

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.

Superhost

The two-story home is framed by a well-maintained lawn and surrounded by greenery. Soft outdoor lighting illuminates the spacious porch, inviting relaxation. A stone path leads to the entrance, while trees provide a natural backdrop to the charming exterior.

4.81 out of 5 average rating, 109 reviews

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

The exterior of a wooden house is nestled among tall trees, featuring a warm brown finish. A welcoming front door is flanked by a large window, and a decorative star adorns the side of the house. A gravel pathway leads to the entrance, surrounded by lush greenery.

4.98 out of 5 average rating, 161 reviews

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.

The exterior of the home features a light-colored facade with green shutters, surrounded by lush greenery and trees. A welcoming staircase leads to a front entrance, which is adorned with an American flag. The front yard is spacious, with well-maintained grass and landscaping.

4.94 out of 5 average rating, 103 reviews

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!

A stylish living area features a large flatscreen television displaying a serene landscape of a lake and trees. Decorative wall elements include a wooden map of the USA and framed artwork. A well-groomed dog sits on the floor beside potted plants and wall-mounted shelves.

4.98 out of 5 average rating, 139 reviews

Trendy Home 1 Mile From Downtown Petoskey

Enjoy this trendy and newly remodeled home only one mile from downtown Petoskey! With a large fenced in backyard overlooking a field and wooded area, you can feel like you are out in the countryside of Northern Michigan but conveniently located near downtown shops, restaurants and bars. Also very close to many of the local wineries in the Petoskey area. This home is only a few minute drive to Lake Michigan and other surrounding inland lakes. This is a perfect place to experience Up North!

A cozy living room features a plush sofa adorned with decorative pillows. A patterned area rug adds warmth to the space, while a low coffee table is centered beneath an inviting lamp. A flat-screen TV is positioned across from the seating area, and stairs lead to the upper level.

4.98 out of 5 average rating, 130 reviews

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.

A bright living room features large windows overlooking wooded surroundings, allowing natural light to filter in. A comfortable sectional sofa is paired with a retro-style coffee table. A decorative lamp and a potted plant enhance the space, while a brick fireplace adds a cozy touch.

4.97 out of 5 average rating, 86 reviews

Snowy Owl's Nest-Vacation Home in Harbor Springs

Make unforgettable memory in this beautiful vacation home surrounded by woods nestled in the heart of ski resort, Nub's Nob and Highlands. You have easy access to all kinds of activity that North MI can offer! 10-15 minutes to drive to Petosky State Park, Down town Harbor Springs, Tunnel of the tree, hiking, snow mobile trails, golf course, and to Mackinac bridge with 30+mins drive. Leave all behind and experience the beauty and fun Pure Michigan has to offer, any time of year!

4.99 out of 5 average rating, 205 reviews

An aerial view showcases a charming house with a green roof nestled in a spacious landscape. The surrounding area features a serene pond, patches of trees, and expansive lawns, providing a peaceful rural setting. Nearby structures are visible, harmonizing with the natural surroundings.

Home in Boyne Falls

Stunning design! Fall colors-HotTub-EV Charge-Pets

Welcome to this updated 3-bed, 2-bath home designed by Melissa with a cozy vintage-modern feel. Perfect for a weekend getaway, ski trip, or family stay. With a fully stocked kitchen, exquisite design and comfort and a private outdoor hot tub after a day of adventure, the only thing missing is you. Located 15 minutes from Boyne Mountain, Petoskey, and Boyne City, 5 minutes from Walloon Lake, and 30 minutes from Charlevoix. Dog-friendly with a fee (2 dogs max). No cats.

A spacious living area features a gray sectional sofa adorned with ocean-themed cushions. Coastal artwork hangs on the walls, complementing the area’s serene ambiance. A coffee table is positioned centrally, showcasing various decorative items, while soft lighting is provided by a nearby lamp.

4.93 out of 5 average rating, 346 reviews

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!

An outdoor deck features a spacious hot tub beside a cushioned sectional and a dining area with multiple chairs. The surrounding yard is lush and green, with a firepit area visible in the background, creating a welcoming space for relaxation and gatherings.

4.99 out of 5 average rating, 157 reviews

Hot tub+Firepit+Game Room+Sleeps 14

Welcome to Sun and Ski Retreat! Visit our spacious 3+bedroom 2.5-bathroom vacation home near Walloon Lake in Petoskey, Michigan. Nestled in a tranquil setting surrounded by tall trees. The home boasts a custom designed kitchen, plenty of room for groups, featuring a large patio and yard, a hot tub, fire-pit and game room for kids and adults alike! We look forward to welcoming our guests and strive to create an unforgettable Up North experience!

A bright living area features light-colored leather sofas positioned for comfort. A flat-screen television is mounted on a wall opposite a wooden accent panel. Natural light streams in through a nearby window, illuminating a woven rug atop the wooden floor.

4.77 out of 5 average rating, 113 reviews

Little Bay Retreat: 2 Bedroom Downtown Petoskey!

Historic 2 bedroom home located downtown Petoskey, just two blocks from restaurants, shopping, and picture perfect million dollar views of Little Traverse Bay. Walk anywhere in town from this location! You'll love the three seasons sunroom - it's a great spot for morning coffee and evening card games. Grab dinner downtown and stroll the waterfront before heading home for the night at Little Bay Retreat.