Holiday houses in Petoskey Downtown Historic District

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Top-rated holiday rentals in Petoskey Downtown Historic District

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

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Top Guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 178 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

Top Guest favourite
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
4.94 out of 5 average rating, 138 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 favourite
The exterior of a modern cabin is showcased, featuring a wooden façade with a dark metal roof. A single, black front door is framed by two windows. A small wooden porch leads to the entrance, enhanced by decorative rocks and greenery on either side.
Cabin in Petoskey
4.95 out of 5 average rating, 108 reviews

Hidden Acres- Austur Cabin- Close to town- Hot Tub

Enjoy the modern, 2-bed, 2-bath Austur cabin! Ideal for family and friends, this stylish retreat offers luxe comforts with rustic charm and can be rented with an identical cabin next door. Serene bedrooms and small sleeping lofts with soft linens and plush pillows, a fully equipped kitchen, cozy living area, large covered porch, a fire pit by the woods, and an EV charger. Minutes from downtown Petoskey and all it has to offer, but in a peaceful and quiet setting! No annoying checkout list!

Guest favourite
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, 121 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.

Top Guest favourite
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, 149 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 favourite
The front exterior of the townhouse showcases a clean, white façade with large windows. A covered porch features an American flag, two rocking chairs, and potted plants. The peaked roof and well-maintained landscaping enhance the inviting entrance of the unit.
Townhouse in Petoskey
4.97 out of 5 average rating, 119 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.

Guest favourite
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
4.98 out of 5 average rating, 128 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!

Top Guest favourite
The living area is furnished with a cozy sofa and an armchair, complemented by a light-toned coffee table. A Roku TV is positioned on a wooden stand, while light streams in through glass doors that lead to the exterior. Colorful wall decor adds a touch of charm.
Apartment in Walloon Lake
4.92 out of 5 average rating, 330 reviews

Cozy Nest Near Skiing

Great vacation spot! This cozy eclectic apartment is 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 work space. Situated on a quiet street. It is an ideal spot for two, however, there is a sleeper in the living room to accommodate two little ones. Our apartment is 12 minutes to Petoskey's gas light district, Boyne Mountain's skiing/waterpark, or Boyne City's popular farmer's market.

Top Guest favourite
Guest suite in Boyne Falls
4.96 out of 5 average rating, 146 reviews

Boyne Basecamp for Adventure

Enjoy easy access to everything UP NORTH from this perfectly located home base. This 1 bedroom w/ queen size bed 1 full bathroom apartment and fully equipt kitchen. This location is ideal: 1.6 miles to Boyne Mountain, 6 miles to Boyne City downtown, 16 miles to Petoskey, 7 miles to Walloon Lake, and 5 miles to Thumb Lake. We welcome your well-behaved dog! Please read our fur friend guidelines. Occupancy is for 2 guests only please. Not handicapped accessible unfortunately.

Top Guest favourite
Guest suite in Harbor Springs
4.99 out of 5 average rating, 175 reviews

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft located minutes from downtown Harbor Springs (6.6 mi). Notable attractions include: • Nubs Nob (6.4 mi) • Tunnel of Trees (6.7 mi) • The Highlands (7 mi) • Snowmobile trails (0.5 mi) • Easy access to many area mountain bike trails • Petoskey State Park (11.3 mi) • Pellston Airport (14 mi) • Inland Waterway Burt Lake (14.8 mi) • Mackinac Bridge (30 mi) Owner is on site in the main house, but you will enjoy your own private entrance and space.

Top Guest favourite
The cabin is nestled among lush greenery, with large windows allowing natural light to fill the interior. A welcoming deck features two pink chairs, providing a serene space to relax. The structure combines wood and modern design elements, harmonizing with the surrounding forest.
Cabin in Harbor Springs
5 out of 5 average rating, 353 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 favourite
A relaxing outdoor space features a hot tub surrounded by lush greenery and seating. String lights create a warm ambiance, illuminating the area as the sun sets in the background. A dining table for six is positioned nearby, with a fire pit enhancing the cozy atmosphere.
Cottage in Walloon Lake
4.95 out of 5 average rating, 120 reviews

10 Mins to Ski-HotTub-Fireplace-PETS

Welcome to our cozy cottage nestled in beautiful Walloon Lake Village! Its in a convenient location 15 mins south of Petoskey & 10 mins north of Boyne Mountain Ski Resort, snowmobiling, golf, Avalanche Indoor Water Park, 5 min walk to public beach, shopping, playground, & restaurants.This 3 bed, 1 bath cottage (3 bed May-Nov, 2 bed in winter) offers new flooring, a fenced in yard, grill, fire pit, HOT TUB, party lights, fast wifi, 2 smart TVs, AC/Heat & a beautiful sunroom!

Popular amenities for Petoskey Downtown Historic District holiday rentals