Holiday houses in Cherry Island

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Top-rated holiday rentals in Cherry Island

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Top Guest favourite
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
5 out of 5 average rating, 24 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 favourite
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
4.96 out of 5 average rating, 192 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

Guest favourite
The cabin is situated on a gently sloping green lawn surrounded by trees. A spacious deck is visible, complemented by outdoor furniture. A landscaped area with stone walls and plants can be seen in the foreground, enhancing the natural setting.
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 233 reviews

Smugglers Getaway on the St. Lawrence River

Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

Top Guest favourite
Cabin in Leeds and the Thousand Islands
5 out of 5 average rating, 21 reviews

Riverfront Year Round Cottage

Relax with the whole family at this peaceful place to stay. This beautiful 3 bedroom, 1 bath, (1 queen bed), (1 double bed), (1 twin bed) is located in the heart of the beautiful 1000 Islands. Located 5 minutes from the US border. This cottage/house has air conditioning/ furnace, wood stove, laundry, dishwasher, tv, wifi, propane bbq, coffee maker, toaster, microwave, stove-oven, refrigerator/freezer. A dock for your small boat or seadoo is also available. Canoe and life jackets provided.

Guest favourite
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, 151 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 favourite
Home in Alexandria Bay
4.9 out of 5 average rating, 31 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.

Top Guest favourite
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
4.96 out of 5 average rating, 53 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.

Guest favourite
A white geodome is situated on a raised wooden deck, surrounded by lush green grass and trees near the water's edge. The calm surface of Varty Lake reflects the vibrant blue sky and the natural scenery.
Dome in Yarker
4.93 out of 5 average rating, 138 reviews

Sky Geo Dome on the Lake

Our beautiful geodome offers a unique glamping experience with breathtaking lake views. Perfect for romantic getaways, celebrations or family vacations. Enjoy stunning sunrises, stargaze, roast marshmallows by firepit, BBQ, play air hockey/pool/axe throwing, enjoy a night sky projector -indulge in peace & serenity. Varty Lake is ideal for fishing, kayaking & canoeing. Just 15 min from amenities & 30 min from alpaca farms, wineries, 1000 Islands, & stargazing in Stone Mills.

Top Guest favourite
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, 39 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 favourite
Tiny home in Perth
4.93 out of 5 average rating, 349 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!

Top Guest favourite
The exterior of a modern single-story home is showcased, featuring a mix of dark siding and a stone accent. A welcoming porch with wooden beams is surrounded by landscaped flower beds, while lush greenery from the surrounding forest enhances the serene atmosphere.
Home in Leeds and the Thousand Islands
4.98 out of 5 average rating, 82 reviews

Thousand Island Oasis: Spa, Sauna, HT | Sleeps 10

The Thousand Islands Oasis is a tranquil retreat nestled on 1.16 acres of partially forested land, offering complete privacy in a serene natural setting. Surrounded by lush greenery, this hidden gem provides a perfect escape from the hustle and bustle of everyday life. The oasis is an ideal place to unwind and reconnect with nature, featuring peaceful seclusion and the soothing sounds of the surrounding forest.

Top Guest favourite
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, 42 reviews

Home in the Heart of Alex Bay – Near Boldt Castle!

Relax & Recharge in the Heart of Alexandria Bay! Welcome to your perfect getaway in the beautiful Thousand Islands region! This charming and comfortable home is within minutes from the waterfront, top restaurants, and all the local attractions. Whether you’re planning a romantic escape, a family vacation, or a solo adventure, our home is the ideal place to unwind and explore.

Popular amenities for Cherry Island holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Jefferson County
  5. Alexandria
  6. Cherry Island