House holiday rentals in Harbor Springs

4.92 out of 5 average rating, 133 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, 138 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, 129 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.

The living area features two comfortable sofas with decorative pillows, situated around a coffee table. Light filters through large windows adorned with sheer curtains, and beach-themed artwork adds a relaxed vibe to the space. A lamp and decorative items enhance the cozy atmosphere.

4.98 out of 5 average rating, 168 reviews

Adorable Getaway by the Bay! 3 Queens/2 Twins

This is a spacious, beautiful home with all the amenities that is located off of US 31 right in-between Petoskey and Charlevoix. We are one mile south of the bay with access across US 31. We are 8 miles from Petoskey State Park which has a huge, beautiful beach. This home has a large deck perfect for gathering/barbequing. This home is in the quiet community of Bay Shore Estates which is a manufactured home community. Dogs are welcome but see below for breed restrictions ($25 flat fee).

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!

The house is viewed from above, showcasing a split-level structure with a brown roof. Surrounding it are well-maintained lawns and mature trees. The distant horizon features Little Traverse Bay under a partly cloudy sky, enhancing the serene neighborhood setting.

4.92 out of 5 average rating, 142 reviews

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).

The kitchen features rich red cabinetry and a spacious granite island with wooden stools. Large windows provide natural light and a view of the surrounding trees. Modern appliances are integrated into the design, complemented by exposed beams in the ceiling.

4.96 out of 5 average rating, 92 reviews

4k sqft Log Chalet, Chef’s Kitchen, no fees, pets!

Your dream northern escape awaits. Custom 3 level Scandinavian artisan custom designed hand- hewn log lodge with room for 12 has 4 bedrooms, 2.5 bathrooms, hot tub, and 2 stone fireplaces. This lodge has newly updated luxury amenities. Your dream lodge is located only a few minutes from The Highland’s resort with world class golf, tennis, mountain biking, as well as zip lining. 10 minutes from beautiful Petoskey and Harbor Springs with great shopping and dining options.

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, 155 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.