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
5 out of 5 average rating, 23 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
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
4.97 out of 5 average rating, 179 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 favorite
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, 231 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 favorite
A brown cottage is situated amidst greenery, featuring a wooden deck with seating areas. The yard is well-kept, showcasing a grassy space and two white lounge chairs. Nearby, ornamental plants and trees provide subtle shade, while a Canadian flag flutters gently in the breeze.
Cabin in Leeds and the Thousand Islands
5 out of 5 average rating, 19 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.

Top guest favorite
The exterior of the waterfront home is shown, featuring a red kayak resting on the grass. A large tree provides shade near the house, which is surrounded by lush greenery and offers views of the St. Lawrence River in the background.
Cottage in Alexandria Bay
4.86 out of 5 average rating, 87 reviews

Alex Bay Home on the WATER **newly remodeled**

If you have ever wanted to live on water come make this beautiful 1722 sq. ft. home on the St. Lawrence River yours. This fully updated home features 3 bedrooms, 2 full bathrooms, modern kitchen, laundry & parking for multiple vehicles. Home has a private dock for swimming, fishing or docking a boat. Kring Point State Park is walking distance & where you will find a beach, boat launch and hiking/biking trails. This home has everything that everyone in your family will be looking for!

Guest favorite
A circular wooden structure features a large opening showcasing serene lake views surrounded by trees. A wooden bench is positioned beside the entrance, and a sauna bucket rests nearby, inviting relaxation and connection to nature.
Cabin in Lombardy
4.93 out of 5 average rating, 29 reviews

Otter's Holt - Hillside retreat on beautiful lake

Welcome to Otters’ Holt! Nestled among maples on a tree-filled hillside, this newly renovated cottage boasts stunning lake views. Relax with a book in the dappled shade on the wrap-around deck, or bask in the sun on the dockside platform. Play cottage games or have fun in the water on the oversized float mat, canoe, kayak or standup paddleboard. Create unforgettable memories as you paddle or fish on the quiet lake, watch the herons fly by, listen to the loons or spot an otter or two!

Guest favorite
A cozy living area features a blue sofa and two wooden chairs, complemented by a small side table. Decorated with vintage skis mounted on the wall, soft lighting creates a warm environment. A door with a window provides access to the outdoors.
Apartment in Alexandria Bay
4.9 out of 5 average rating, 30 reviews

New downtown loft apartment #2

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 grill and outdoor table for cookouts. There's even a record player and a collection of records to enjoy!

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
4.96 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.

Superhost
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, 130 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.

Guest favorite
A modern kitchen countertop is featured with a decorative wine display, including two wine glasses and a bottle. Minimalist cabinetry and stainless steel appliances create a sleek aesthetic, complemented by natural light filtering through the windows.
Home in Leeds and the Thousand Islands
4.89 out of 5 average rating, 115 reviews

Home in the heart of Rockport

Welcome to Headlands Estates in the heart of Rockport. This 2022 built 3 bedrooms 2 bathroom 1400 sq/ft bungalow sits on a 1.5 acre lot and has so much to offer. Centrally located between the historic cities of Kingston and Brockville and only a 3 mins drive from the bridge to the USA. This property is a few hundred metres to the boat launch, thousand island tours, and Rockport Barn and in the middle of everything you could want to enjoy the summer.

Guest favorite
A charming waterfront home is nestled among vibrant greenery, with large trees providing shade. The building features a blend of traditional and modern designs. A wooden deck extends towards the water, accompanied by several outdoor chairs for relaxation.
Home in Cape Vincent
4.88 out of 5 average rating, 82 reviews

Charming and Historic Waterfront Escape in Town

Beautiful home on the St. Lawrence river with a sweeping backyard and stunning sunset views. Waterfront perfect for swimming, paddle boarding, and kayaking. Wonderful view from the kitchen and living room. Sleep in the fresh air with windows open and nod off to the sounds of the river. The center of town is a short walk away and the light house where lake and river meet is just 2 miles away.

Top guest favorite
Tiny home in Perth
4.92 out of 5 average rating, 345 reviews

Off-grid A-frame cabin

Welcome to “The Hemlock” cabin 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 in a peaceful, private setting, relax and unwind by the fire! We look forward to having you! (:

Popular amenities for Cherry Island vacation rentals

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