44 Harbor Springs Vacation Rentals & Short Term Rentals

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Compare Harbor Springs vacation rentals from 6 rental sites including HomeAway, Booking.com, PerfectPlaces and more, ranging from $40 to $2300 a night.

Information about Harbor Springs

About Harbor Springs

On the northern side of Little Traverse Bay, you’ll find a 130-year-old beach town called Harbor Springs. The stuff of road trip dreams, Harbor Springs is located 10 miles from Petoskey, or a 75-mile drive north of Traverse City on US-31 along the shores of Lake Michigan. Like many of Michigan’s charming coastal resort towns, you’ll find a variety of shops and galleries in the downtown Harbor Springs area as well as peaceful woods and beaches.

Big names in rock music – from the Beach Boys to Roy Orbison to Bob Seger – performed in Harbor Springs to large summer crowds via Club Ponytail, which burned down in 1969.

The town is somewhat of a hotspot for historic architecture. Take a visit to famed inventor and Harbor Springs resident Ephraim Shay’s Hexagon House, which is listed on the National Register of Historic Places. The town even holds a festival in Shay’s honor every June. Another famous building in town is Richard Meier’s Douglas House, built in 1973 on the shoreline of Lake Michigan.

Things to Do in Harbor Springs

Take a trip through the Tunnel of Trees along M-119 for beautiful views during any Michigan season – you might even recognize the area from your adventurous friend’s social media feed (or a stock photo!). By bike or by car, you can get lost in the beauty of this scenic drive for hours.

Also along M-119, you’ll find one of Harbor Springs’ most famous attractions, Pond Hill Farm. With a winery and brewery for adults and outdoor games for kids, you won’t run out of things to do at Pond Hill. Stop by the Garden Café, take a hayride, visit the greenhouse and spend time with barnyard animals all in one trip.

The Waterfront Wine Festival takes place in Harbor Springs every summer. Enjoy wine tastings paired with local gourmet foods while enjoying the waterfront views downtown.

Some of the greatest skiing in the Midwest is just a 10-minute drive from the center of Harbor Springs: Boyne Highlands Resort. With 55 groomed hills ready for skiing, tubing, snowshoeing and more, Boyne could be one of the greatest reasons to stay in Harbor Springs this winter!

Day Trips From Harbor Springs

When Michiganders tell you they’re taking a trip “up north,” there’s a good chance they’re headed towards Mackinac Island. Drive 35 miles north of Harbor Springs to Mackinaw City and hop on a ferry to Mackinac Island for one of the greatest day trips in the Midwest! Taste the locally-made fudge, take a bike ride around the island and stop by the historic Grand Hotel for a taste of Mackinac (but be sure to pronounce it with a “w” at the end – not a “c!”).

Take US-31 south and follow the coast of Lake Michigan to Traverse City, a well-known spot for camping, wineries and cherries. Drive up the Old Mission and Leelanau peninsulas to take a tour of Traverse City’s two lighthouses.

While many Michigan coastal towns are liveliest in the summer, a fall colors tour can prove just as exciting. Just under 100 miles north of Harbor Springs, drive across Big Mac – the affectionately titled bridge from the Lower to the Upper Peninsula of Michigan – and you’ll find Tahquamenon Falls State Park. The second-largest state park in Michigan, Tahquamenon boasts beautiful fall foliage as well as the second largest waterfall east of the Mississippi River, smaller than only Niagara Falls. The falls drain up to 50,000 gallons per second from the Tahquamenon River!

Harbor Springs Accommodations

Search from over 300 rentals on Tripping.com in Harbor Springs to create the perfect beachfront vacation. Stay close to Harbor Point for a rental at the center of the action downtown, or pick a spot a few miles northwest of downtown to experience the Tunnel of Trees along M-119.

Bringing the whole family? Nearly 100 of Tripping.com’s rentals in Harbor Springs can accommodate a larger group for a family reunion, girls weekend or work retreat! If you’re bringing a pet, check out a few dozen rentals marked as “pet-friendly” using the filters on Tripping.com.

To warm up after a day of parasailing on Lake Michigan or skiing at Boyne, check out over 100 rentals with a fireplace or hot tub in Harbor Springs. No matter which amenities you choose, look for the “Instabook” button on Tripping.com to guarantee your spot right away!

Transportation in Harbor Springs

The nearest passenger airports to Harbor Springs are located in Pellston and Traverse City. Airports located in Grand Rapids and Detroit feature regular passenger service; rent a car and enjoy a peaceful drive “up north.”

US-131 and US-31 are the nearest highways, which connect in Petoskey and branch off towards M-119 just four miles southeast of Harbor Springs. County roads C-77 and C-81 run north and south through Harbor Springs and into neighboring communities.

Driving is the easiest method of transportation throughout Northern Michigan, but bikers are also welcome. The Little Traverse Wheelway runs around the Little Traverse Bay, beginning at the eastern end of Harbor Springs and ending just north of Charlevoix. Join the Harbor Springs Cycling Classic each summer and fall to bike anywhere between 20 to 60 miles with other cycling enthusiasts in the area.

Vacation Rentals in Harbor Springs

Looking for the perfect vacation rental for your Harbor Springs getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Harbor Springs offers 367 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 214 properties with high-speed internet, 73 full with jacuzzi and pool, and homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $5938 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Harbor Springs has 367 gorgeous homes with 42 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 6 rental sites in Harbor Springs where the top providers in that area are HomeAway, Booking.com, and PerfectPlaces. There are 216 HomeAway rentals, 104 Booking.com short term rentals and 15 PerfectPlaces vacation rentals.