Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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Top guest favorite
A newly renovated boathouse bunkie is shown, featuring an upper level accessible by a wooden staircase. The exterior is painted in a dark hue with white trim. Outdoor furniture and bicycles are visible near the entrance, set against a wet concrete surface reflecting the cloudy sky.
Place to stay in Mallorytown
4.95 out of 5 average rating, 38 reviews

Boathouse bunkie overlooking the St. Lawrence

Newly renovated boathouse bunkie overlooking the beautiful St. Lawrence River located in the Heart of the 1000 Islands. Nestled in the quaint village of Rockport. This upper level bachelor bunkie sleeps 2 in the open concept room. Separate bathroom with large shower. Kitchenette includes fridge, microwave and air fryer/toaster oven combo. You can either sit on the south deck overlooking a marina to enjoy your morning coffee or evening cocktail. Out on the north deck you can BBQ a delicious meal.

Top guest favorite
Dome in Westport
5 out of 5 average rating, 29 reviews

The Big Dipper - Geo-Desic Dome

Sleep amid the stars and the deer in the Big Dipper Geo-Desic off-grid dome. A perfect getaway for 2 (or on your own), you’ll sleep comfortably in a queen-size bed with all of the must-have amenities, including an in-unit compost toilet, running water and an outdoor shower. Cook meals over the fire or grill and relax under the stars in the wood-fired hot tub (seasonal). Enjoy some modern comforts while getting up close with nature so you can truly unwind. Just 10 minutes from the beach!

Top guest favorite
A master bedroom features a queen-size bed with a textured white coverlet. Large windows and sliding glass doors allow for natural light and offer views of the waterfront. A small table is positioned near the window for additional functionality.
Cottage in Hammond
4.95 out of 5 average rating, 212 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

Top guest favorite
Tiny home in Perth
4.93 out of 5 average rating, 363 reviews

Off-grid A-frame cabin, come relax in the forest!

Welcome to “The Hemlock” cabin One of two unique cabins on the property. A unique stay situated minutes from historic Perth, Ontario. The Hemlock sits on 160+ acres of private, natural forest. Enjoy 3 season lake access for kayaking & canoe. Year round trails for hiking, snow shoeing, exploring etc. Beautiful scenery and wildlife in a peaceful, private setting, relax and unwind by the fire! We look forward to having you! Suitable for 2 guests but room for more if needed for children etc.

Superhost
Home in Gananoque
4.7 out of 5 average rating, 135 reviews

1000 Islands Peninsula Getaway

Welcome to the gateway of the world! Located in the beautiful Thousand Islands and a 3 minute drive downtown Gananouqe and a 20 minute drive to downtown Kingston, you are fully surrounded by the beautiful St Lawrence River. This cottage is perfectly located for you and your friends and family to enjoy. With its extra large windows this luxury but homey cottage was designed for star gazing and watching the sunset from the comfort off the living room or its beautiful 10 foot kitchen island.

Guest favorite
Home in Alexandria Bay
4.89 out of 5 average rating, 46 reviews

Otter Bay House

Discover the Otter Bay House, your waterfront escape nestled in the heart of Alexandria Bay. With just a few steps separating you from the serene bay waters, this recently renovated two-bedroom, one-bathroom haven is thoughtfully designed with a fully stocked kitchen to cozy furnishings, we've left no stone unturned to ensure your stay is convenient and memorable. The Otter Bay House is just a short walk away from the charming shops and delectable dining options of downtown Alexandria Bay.

Guest favorite
A spacious living area is illuminated by natural light from multiple large windows, showcasing views of the water. Comfortable sofas are arranged around a central coffee table, and a dining table for four is visible in the foreground. A ceiling fan and mounted television are also included.
Condo in Alexandria Bay
4.82 out of 5 average rating, 55 reviews

Riverview Townhouse IV in Downtown Alexandria Bay

Experience all the 1000 Islands has to offer in the heart of downtown Alexandria Bay. This second floor unit sits just off of the Saint Lawrence River and boasts breathtaking views of Boldt Castle on Heart Island. You and your guests will be right at home in this two bedroom, one bath unit with central air conditioning that comes fully stocked with rental essentials. Downtown shopping and dining are steps away and Alexandria Bay's beautiful River Walk begins just out the front door.

Top guest favorite
A multi-story townhouse located along the waterfront features multiple balconies overlooking the St. Lawrence River. The building is flanked by other structures, and two boats are docked at the private pier, which is equipped with seating for relaxation.
Townhouse in Alexandria Bay
4.97 out of 5 average rating, 59 reviews

Downtown A-Bay getaway right on the St. Lawrence

If you are looking for a place to get away from reality, this is the place to stay! Located close to Downtown Alex Bay, right on the St. Lawrence River w/21ft of dock for your boat. Park your car and walk to the bars and restaurants. Not far from state parks and wineries. Our home has 2 balconies and a dock to hangout on. It comes with all the amenities you will need for your vacation! It is the end townhouse on the right side. Parking for 4 sedans and additional parking close.

Top guest favorite
Home in Adams Center
4.87 out of 5 average rating, 210 reviews

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

Top guest favorite
A serene view of the cottage alongside a calm bay, framed by tall pine trees. The structure reflects softly in the water, showcasing a wrap-around deck. Surrounding the bay is a natural landscape, with patches of greenery and lily pads visible on the water's surface.
Cottage in Alexandria Bay
5 out of 5 average rating, 46 reviews

Waterfront Cottage in Alex Bay w/ Hot Tub & Dock!

Blue Heron Bay Cottage is a fully-renovated, year-round, smart home with 3 bedrooms and 2 full baths. Located directly on a quiet bay off of the St. Lawrence River, with 278 ft of water-frontage and only ~1 mile from downtown Alexandria Bay! The cottage comfortably sleeps 6-8 people, making it the perfect retreat for families, friends, and couples looking for a getaway that is quiet and private, yet close to all of the activities the Thousand Islands region has to offer!

Top guest favorite
A well-lit living area features a comfortable sectional sofa and a stylish coffee table on a decorative rug. A flat-screen TV is mounted on the wall, with a ceiling fan above providing airflow. Natural light filters through a nearby window, brightening the space.
Home in Alexandria Bay
4.98 out of 5 average rating, 50 reviews

Walk to Downtown Alex Bay & Boat Tours

Experience the best of Alexandria Bay from this beautifully updated retreat! Just minutes from downtown, enjoy easy access to waterfront dining, shops, Uncle Sam Boat Tours, Boldt Castle, and the St. Lawrence River. Spend your days boating, fishing, or exploring the Thousand Islands, then unwind on the spacious deck or around the fire pit. Thoughtfully designed with all the comforts of home, it’s the perfect getaway for couples, families, and friends.

Top guest favorite
A cozy corner of the living area features a light-colored sofa adorned with decorative pillows. Natural light floods in through large windows dressed with soft blue curtains. A wooden coffee table holds a few decorative items, while a comfortable armchair adds to the inviting space.
Home in Redwood
4.94 out of 5 average rating, 17 reviews

New Cottage at Goose Bay

Relax in this new cozy 2 bedroom, 1 bath, cottage known as The Goose. Enjoy water views of Goose Bay and the St. Lawrence River. There is plenty of room to enjoy inside or out on our oversized deck. This cottage comfortably accommodates up to 4 guests. Whether you are a couple looking for a weekend getaway, a fishing trip or tournament, or a family looking to get some well needed R&R on the river this is your spot!

Popular amenities for Cherry Island vacation rentals