Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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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, 211 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.

Top guest favorite
Home in Gananoque
5 out of 5 average rating, 25 reviews

NEW - Waterfront Island Retreat | Sauna | Firepit

You love getting away to a cottage by the water, but you also appreciate elegant interiors that feel like a high-end spa. Why choose when you can have it all in the same place? Come stay in this 3000 sq ft, newly built bungalow on Howe Island, where tranquility, contemporary elegance and the natural beauty of the Thousand Islands come together to create one extraordinary getaway. Use this home as your HQ as you explore the Thousand Islands or stay in for a luxurious, rejuvenating retreat.

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
A private back deck is presented, featuring a four-person Jacuzzi with bubbling water. Surrounding seating options, including several chairs and a grill, provide ample space for outdoor gatherings, all overlooking a grassy lawn and wooded area in the background.
Apartment in Alexandria Bay
4.92 out of 5 average rating, 154 reviews

Spacious + Centrally Located w/ Large Deck + Porch

Look no further for your next GREAT stay in Alex Bay! Enjoy this NEW, beautifully decorated, 2-bedroom, first-floor apartment which is centrally located in downtown Alexandria Bay — the "Heart of the Thousand Islands." Our cozy apartment hosts up to 6 people comfortably. Perfect for couples, close friends or small families looking for a relaxing getaway. Here you're only a short walk from downtown restaurants, bars, boutiques, boat tours, the village beach and other area attractions.

Guest favorite
Home in Alexandria Bay
4.89 out of 5 average rating, 45 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 furnished with a rust-colored sofa and two blue ottomans. A tan armchair complements the seating arrangement. Kitchen amenities are visible in the background, with white cabinetry and an open layout. Framed artwork adds color to the neutral walls.
Apartment in Alexandria Bay
4.8 out of 5 average rating, 40 reviews

New downtown loft apartment #1

Newly renovated loft in the heart of downtown Alexandria Bay! Easy access to boat tours, shopping, restaurants, and all that the 1000 Islands has to offer! Located right next to Rotary Park and only steps from the Riverwalk and public gazebo. And Scenic View Park and the public beach are just down the street. The loft has everything you need for a comfortable stay. There is a huge deck with a grill and table for cookouts. There's even a record player and a collection of records to enjoy!

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
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, 49 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.

Guest favorite
The two-story home features a welcoming porch with wooden railings and steps leading to a green exterior with an orange trim. Large windows are framed in black, providing ample natural light. Lush greenery lines the base of the house, enhancing the inviting curb appeal.
Home in Alexandria Bay
4.93 out of 5 average rating, 45 reviews

The Bay Retreat

Bring the whole family to this great place with lots of room for fun to our fully remodeled home. Two blocks from downtown Alexandria Bay attractions, shops and restaurants. **** New**** A dock space is available with your rental. Max length of boat is 26'. Message for details and arrangements must be made with reservation.

Popular amenities for Cherry Island vacation rentals