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Holiday rentals 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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Guest favourite
A multi-level historic building showcases a blend of architectural styles with a prominent turret. Large windows are present throughout, allowing for ample natural light. A spacious porch features decorative railings, while the surrounding lawns are landscaped with trees and shrubs.
Flat in Petoskey
4.91 out of 5 average rating, 54 reviews

Breaking Waves Townhouse -Sleeps 5

With views of Petoskey's Bayfront Park and Lake Michigan, we offer you a clean and stylish place to stay while you enjoy all of what downtown has to offer. There is sleeping room for five, convenient amenities, a fully stocked kitchen, yet the best is that we are within walking distance to many of Petoskey's desirable places to visit such as the Break Wall, Bayfront Park, Little Traverse History Museum, Crooked Tree Arts Center, and many more hot spots you and your travel companions may visit.

Top guest favourite
The exterior of a charming two-story house is presented, featuring large front windows with warm lighting. A lush green lawn surrounds the structure, enhanced by soft pastel colors in the evening sky. Neighbors’ homes can be seen in the background, contributing to the quaint neighborhood atmosphere.
Home in Petoskey
4.93 out of 5 average rating, 41 reviews

Intown home short walk to shopping/food/waterfront

Clean remodeled home in-town: 5 minute walk to Petoskey's many attractions. Recently completely remodeled kitchen that added brand new appliances and eat-in area!! Two bedrooms (queen+full) and 1.5 baths including jacuzzi tub. We keep a roll-out cot in a closet and a brand new large L shaped couch for possible sleepers. Strong wifi signal/smart tvs throughout with hbo/netflixx logged in. 8th season hosting. Dog friendly (inquire) Also: grill, beach chairs/coolers/towels. Large driveway.

Top guest favourite
Home in Alanson
4.94 out of 5 average rating, 34 reviews

Chic Crooked Lake Lakefront Retreat Stunning Views

Summer adventures start here at our 2 BD-2BA lakefront retreat near Petoskey & Harbor Springs! Spend your days at nearby beaches, boating, kayaking, hiking scenic trails, biking picturesque paths, or exploring waterfront towns, shops, and festivals. After a day outdoors, relax with coffee or tea on the deck, enjoy peaceful lake views, and unwind in our cozy, stylish spaces. Perfect for families, couples, or friends seeking relaxation, outdoor fun, and unforgettable northern Michigan memories.

Top guest favourite
The exterior of a modern cabin is showcased, featuring a natural wood facade and a dark metal roof. Surrounded by vibrant autumn foliage, large windows provide glimpses into the interior, while a manicured pathway leads to the entrance.
Cabin in Petoskey
4.97 out of 5 average rating, 109 reviews

Hidden Acres Vestur Cabin - Fall Getaway - Hot Tub

Enjoy the modern, 2-bed, 2-bath Vestur 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!

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
4.83 out of 5 average rating, 133 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 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
4.98 out of 5 average rating, 125 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, 133 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 favourite
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, 240 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!

Guest favourite
The image depicts a cozy interior of a tiny house. A spacious bed is positioned near a large window, allowing natural light to fill the room. A soft loveseat is visible in the foreground, complemented by a small kitchen area equipped with appliances, storage, and seating.
Tiny home in Petoskey
4.89 out of 5 average rating, 19 reviews

The Brubaker Getaway

​Escape to The Brubaker Getaway, a charming tiny house in Petoskey’s countryside, just 9 minutes from downtown Petoskey and Lake Michigan. This cozy retreat offers the perfect balance of tranquility and accessibility to local attractions. Explore nearby hiking trails, wineries, and water activities. Visit Petoskey State Park, downtown shops, and the scenic Little Traverse Wheelway. Ideal for adventurers, this peaceful retreat offers easy access to Northern Michigan’s best attractions!

Top guest favourite
The exterior of a charming two-story house features a gabled roof and green siding. Two large front windows and a central double door are framed by lush, manicured bushes. A concrete pathway leads to the entrance, surrounded by a well-maintained lawn.
Flat in Petoskey
4.98 out of 5 average rating, 53 reviews

Stay Small, Be Adventurous!

A small but spacious apartment, nestled off of the bike path that would lead you to endless adventures. Close to charming known Northern Michigan areas(Petoskey, Bay Harbor, Charlevoix, Harbor Springs, Boyne City and Walloon Lake Village) no matter what way you turn you will find great restaurants, wineries, breweries and fun places to shop. As Fall approaches, pumpkin patches, apple cider and crisp air is waiting. Take it all in and ENJOY!

Top guest favourite
A serene view of Little Traverse Bay is visible, showcasing calm blue waters and a distant shoreline with tree-covered hills. The foreground includes a mix of greenery, including trees and shrubs, creating a natural frame for the expansive water vista.
Flat in Petoskey
5 out of 5 average rating, 233 reviews

Water view Getaway, steps to Downtown Petoskey

Attractive second story guest suite in downtown Petoskey. The property owner lives on the first level. It is conveniently located within walking distance to the gaslight district and Petoskey’s finest shopping and dining. It is also just steps away from the breakwall, Bayfront Park and Little Traverse Wheelway. Weather permitting in spring and summer you can also enjoy the views of Little Traverse Bay from a private upper level deck.

Top guest favourite
An A-frame cabin with a dark exterior and large windows is surrounded by greenery. In front, four black chairs are positioned around a fire pit made of stones. A wooden barrel heated sauna stands nearby on a platform, adding a unique element to the outdoor space.
Cabin in Indian River
4.97 out of 5 average rating, 506 reviews

Sauna, Aframe Riverside Cabin on Sturgeon River

When you stay with us you'll step into the magic of Fernside, our beloved A-Frame retreat on the Sturgeon River in Indian River, Michigan. Imagine yourself waking up to warm sunlight and the soothing melody of the river. It's not just a getaway; it's your ticket to pure serenity and excitement. Fernside is where every moment feels like an adventure waiting to unfold. We can't wait for you to experience the joy of this cozy haven!

Popular amenities for Petoskey Downtown Historic District holiday rentals