Vacation rentals in Petoskey Downtown Historic District

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Top-rated vacation rentals in Petoskey Downtown Historic District

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

An A-frame cabin surrounded by vibrant autumn foliage, featuring an outdoor fire pit with two chairs positioned nearby. Pumpkins are scattered throughout the naturally landscaped area, adding a seasonal touch to the serene setting. The cabin's warm windows hint at comfort inside.

Chalet in Harbor Springs

4.98 out of 5 average rating, 165 reviews

Cozy Aframe on Tunnel of Trees Harbor Springs

Cozy A-frame perfectly located minutes from downtown Harbor Springs. Nestled in the trees across from a nature preserve so you get that “cabin-in-the-woods” feel while being close to everything the area has to offer. Perfect homebase for “Up North” adventuring: •5 min from downtown Harbor Springs •20 min from Petoskey •40 min to Mackinaw •10 min to Nubs Nob/Highlands •5 min to Tunnel of Trees M-119 Home Features: •2 bdrms w queen beds •Indoor & Outdoor firepit •Stocked kitchen •Front/back deck

Guest favorite

A bright bedroom features warm yellow walls and a spacious bed with a patterned duvet cover. Two bedside lamps provide soft lighting, enhanced by a window with natural light filtering through sheer curtains. A red dresser adds a pop of color, alongside a small potted plant.

Apartment in Walloon Lake

4.9 out of 5 average rating, 216 reviews

Hidden Gem in Walloon Village

Great vacation spot! It's a three-minute walk from the charming village of Walloon Lake with its shopping, beach, and restaurants. This space comes with a full kitchen and workspace. On a quiet street it's an ideal spot for two, however, there is a sleeper in the living room to accommodate two little ones. (Another apt. next door is available for booking with Airbnb). Our apt. is 12 minutes to Petoskey's gaslight district, Boyne Mt's golf/waterpark, or Boyne City popular farmer's market.

Top guest favorite

The kitchen features modern white cabinetry and updated whirlpool appliances. A wooden dining table with blue placemats is positioned in the foreground, complemented by white chairs. Bright light is provided by overhead fixtures and a nearby window, contributing to an inviting atmosphere.

Apartment in Harbor Springs

4.93 out of 5 average rating, 123 reviews

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.

Guest favorite

The kitchen features original 1950's Jacobean dark wood cabinets and countertop, offering a vintage charm. Light filters through the window above the sink, illuminating the space. A small table and chairs are visible, alongside essential appliances in a cozy layout.

Cottage in Petoskey

4.86 out of 5 average rating, 113 reviews

Riverfront cottage 1-mile nature walk to downtown

A unique old-school cottage located right on the Bear River and Petoskey's newly developed Bear River park and trail. A one-mile meandering walk, over the river and through the woods will take you to downtown Petoskey and Lake Michigan. Along the riverwalk in the opposite direction is a skate park and running track. Also close to shopping plazas and a robust downtown shopping district. The house is dog friendly with a fenced in yard and has three porches to look out over the the river valley.

Guest favorite

A serene beach area is presented with several lounge chairs arranged along a sandy shore, facing a calm lake. A solitary tree provides shade, while gentle waves ripple in the distance under a clear sky.

Condo in Petoskey

4.87 out of 5 average rating, 170 reviews

Fall Color Beach Front Delight Condo /Petoskey MI

Relax on the deck or sandy beach just footsteps from your door, at desirable Lakeside Condo's, on beautiful/private Round Lake. This comfortable studio condo location offers loads of nearby summer, (3.5 Miles to Nubs and Boyne Highlands Ski Resorts) and colorful autumn and snowy events, shopping and area attractions in Petoskey, Harbor Springs and Charlevoix. Just a 5 minute walk to the fabulous Toski Sands market for your food and beverage needs. Enjoy the indoor pool and hot tub year round.

Top guest favorite

A bright kitchen and dining area features white cabinetry, ample counter space, and a dining table surrounded by six chairs. A cozy sitting area is set in the background, with additional appliances and decorations enhancing the functional layout.

Guest suite in Petoskey

4.9 out of 5 average rating, 145 reviews

Country setting nextdoor to Walloon Lake Winery.

Country setting, next to Walloon Lake Winery. Start the wine trail here! 10 minute drive to Walloon Lake public swimming and downtown Petoskey. Petoskey State Park, 15 mile bike path to Charlevoix along Little Traverse Bay and paths to Harbor Springs. Odawa Casino, shopping, theater and restaurants 5 minutes away. Fire pit in the back yard. 20 minute drive to Boyne Mt, Nubs Nob and Boyne Highlands. Art, music and entertainment weekly in Petoskey, Harbor Springs and Charlevoix in the summer.

Top guest favorite

A charming entryway is featured, showcasing a white rocking chair beside a small table. A bright flower arrangement in a window box adds color, while a red mailbox is mounted on the wall. A door leads into the unit, enhancing the inviting atmosphere.

Townhouse in Petoskey

4.97 out of 5 average rating, 117 reviews

Unit #1 Petoskey Townhouse

This newly remodeled townhouse unit offers a living room, dining room and cottage style kitchen. There are three bedrooms upstairs : a king, queen and twin with a trundle bed. There is a shared deck and large yard. It's very clean and comfortable. Linens, blankets, pillows, towels are provided. Kitchen is fully stocked. We have one window air conditioning unit downstairs and one upstairs and window fans. There is one parking spot to the left of the unit and extra parking on the street.

Top guest favorite

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.

Home in Petoskey

4.99 out of 5 average rating, 120 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!

Guest favorite

The cabin features a modern A-frame structure with a striking blue roof and large glass windows. Surrounded by lush greenery, a gravel patio is designed with comfortable seating and subtle outdoor lighting. Tall trees provide privacy in the tranquil outdoor setting.

Cabin in Elmira

4.95 out of 5 average rating, 196 reviews

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Top guest favorite

A modern tiny home is set against a backdrop of green fields, featuring large windows and a sturdy deck adorned with colorful flowers. A charming red barn structure stands nearby, contributing to the tranquil rural ambiance.

Tiny home in Boyne Falls

4.99 out of 5 average rating, 163 reviews

Pet friendly Tiny Home 5 min to Boyne Mtn.

Grandma Jo's Farm boasts a 310 square foot tiny home with a modern farmhouse flare! Thirteen acres of cherished family farmland and a unique space blending nature and simple living with the comforts of modern luxury. Grandma Jo's farm is conveniently located 5 minutes from Boyne Mountain and close to Northern Michigan's most visited attractions. With a fully stocked kitchen, extra linens, and kids activities, this retreat is the perfect escape for the stress free getaway you deserve.

Top guest favorite

A cabin is nestled among lush green trees, featuring a sloped roof and a combination of wood and green siding. Large windows allow natural light to illuminate the interior. Surrounding foliage creates a serene and private atmosphere.

Cabin in Harbor Springs

5 out of 5 average rating, 321 reviews

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.

Guest favorite

A comfortable living space features a dark sectional sofa adorned with decorative pillows. Natural light filters through the large windows, illuminating a small dining area with a round table and white chairs. A cozy ottoman sits in front of the sofa, enhancing the inviting layout.

Apartment in Petoskey

4.84 out of 5 average rating, 150 reviews

Sunset Glory Too

EXCELLENT VIEWS OF THE BAY IN DOWNTOWN PETOSKEY - WHERE YOU WANT TO BE In 2018 we added "Sunset Glory Too" along with "Sunset Glory". Everything is new and updated. Now there are two separate and private vacation rentals enjoying the same excellent location. It is also an opportunity for families or friends to book both of our apartments to extend their getaway into one large private area. These are the only two vacation rentals on our property.