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Holiday rentals in Cherry Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cherry Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The open concept space features a queen-sized bed with decorative pillows, positioned against a patterned wall hanging. A dining nook with a small table is present, accompanied by a kitchenette and a vibrant area rug. Natural light floods the room through large windows.
Flat in Leeds and the Thousand Islands
4.93 out of 5 average rating, 45 reviews

Cozy Getaway in the Heart of the 1000 Islands

Welcome ! This properties location couldn't be better to experience the 1000 Islands and all of its glory. The St. Lawrence River, National Parks , 1000 Island Boat Cruises , beaches, a 37 km bike path, scenic drives, waterfront restaurants and many quaint communities in between are all a short drive away. Spend your days lounging on the beach, exploring historic castles on islands, renting canoes, kayaks, sea-doos or boats, fishing, biking , golf, hiking , antiqueing and sampling local beer

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
4.97 out of 5 average rating, 157 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 favourite
The exterior entrance features a set of steps leading to a white front door, flanked by large windows for natural light. The surrounding area displays a small garden with greenery and flowers, contributing to a welcoming approach.
Flat in Redwood
4.93 out of 5 average rating, 174 reviews

A Simple Roof

THIS IS NOT A VACATION HOME. Self-check-in/check-out. Old-fashioned, rustic apartment, painted wood floors, full kitchen, mud room, screened porch; boat/ATV parking; tent space. Ready for year-round outdoor sports, fishing, boating, biking, family camping trips. Near 1000 Islands, several lakes/waterways, 5 room apartment is one side of host duplex, 3 private entrances. King bed, 1 twin upstairs, 2 folding cots. Bathroom downstairs. WIFI; FireTV, HDMI cord provided; TVs w/DVD. RED box nearby.

Guest favourite
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.96 out of 5 average rating, 317 reviews

🌙 Olde Salem A-Frame Cottage 🔮 near Lake Ontario

You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

Top guest favourite
A modest house features a red metal roof and brown siding, with white trim around the windows and door. A front porch is visible, providing an entrance. An American flag stands near the house, surrounded by a landscaped green yard and a stone fire pit in the foreground.
Guest house in Redwood
5 out of 5 average rating, 12 reviews

Fisherman's Getaway

Attention Fisherman or anyone looking for a getaway. Book this tranquil little house for the perfect fishing trip. We are right in the middle of fishing paradise. Ten minutes from two Rivers, Indian River and the St Lawrence. Twenty minutes from Black Lake and just minutes from several local Lakes. Butterfield, Clear, Lake of the Woods, Millsite are just a few. We have U shaped driveway easy in and out for your boat. Ten minutes from Alexandria Bay and Twenty five minutes from Watertown.

Top guest favourite
A three-story townhouse is situated along the waterfront, featuring balconies on the front. The image captures a dock with two boats moored alongside. Lush greenery and a gazebo are visible in the background, alongside additional waterfront structures.
Townhouse in Alexandria Bay
4.96 out of 5 average rating, 51 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, restaurants and anything else you are interested in. Not far from state parks and wineries. This home has 2 balconies and a dock to hangout on and comes with all the amenities you will need for your vacation including washer and dryer! It is the end townhouse on the right side

Guest favourite
A charming A-frame cottage is set among lush greenery, featuring a wooden front deck equipped with seating. The exterior displays blue siding and light-colored accents, framed by tall trees. Stacked logs provide a decorative element along the foundation. A clear blue sky is visible above.
Cabin in Leeds and the Thousand Islands
4.9 out of 5 average rating, 124 reviews

A-frame Cottage Lakeside, Charleston lake

Welcome to Minnow Cottage, the perfect place to enjoy the lake and nature, spend quality time with loved ones, and relax and recharge! Imagine peaceful mornings on the deck with coffee serenaded by the lake's loons. Swim in one of the clearest lakes in Ontario. Explore the lake on our kayaks, paddleboards and canoe. Bring your fishing gear for some excellent fishing. Savour cozy evenings around the firepit, creating lasting memories under starlit skies. Your lakeside getaway awaits!

Guest favourite
The exterior of the home showcases a two-story structure with a light-colored siding and prominent windows. A large front deck features white railings, surrounded by a spacious lawn and mature trees, offering a serene atmosphere. Clear blue skies provide a bright backdrop.
Home in Alexandria Bay
4.96 out of 5 average rating, 92 reviews

Swan’s Nest

Swan’s Nest is nestled between the American narrows portion of the main channel of the St. Lawrence River and peaceful Swan Bay. This 4 bedroom/3 full bathroom home features a gorgeous floor-to-ceiling river stone gas fireplace as the focal point of the main floor, as well as a fully stocked kitchen and king master suite. Downstairs is a cozy sun room with a fireplace, and an Irish pub style bar room. To the rear, double decks overlook the wide lawn and waterfront access to Swan Bay.

Top guest favourite
A charming cottage exterior is framed by lush greenery. A metal roof and blue wooden siding complement the three front windows and central door, while orange daylilies add a pop of color to the surrounding garden. The front porch features steps leading to the entrance.
Cottage in Leeds and the Thousand Islands
4.97 out of 5 average rating, 391 reviews

Lyncreek Cottage

Lyncreek Cottage is open year round. it sits on private property on Lyndhurst river in Lyndhurst, Ontario. Observe various types of waterfowl or enjoy the sound of our meandering river as it flows into Lyndhurst Lake. This is all part of the natural surroundings in your own private cottage. A great place to stay if you are travelling through the area or while enjoying all the area has to offer including excellent fishing, paddling and hiking area trails.

Guest favourite
A spacious back deck is furnished with several Adirondack chairs facing a serene view of the surrounding greenery. The deck is made of grey composite material, and a door provides access to the nearby interior of the house.
Home in Alexandria Bay
4.93 out of 5 average rating, 41 reviews

A charming home on quiet street!

Welcome to our charming Airbnb listing in Alexandria Bay! With private parking, family-friendly amenities, and a short walk to downtown, beach, and park, our remodeled 2-bedroom house is the ideal retreat. Enjoy the cozy living room, fully stocked kitchen, queen bed, and playful bunk beds. Relax on the porch or deck with Adirondack furniture and a grill. Experience Alexandria Bay's beauty and create lasting memories in our family-friendly home!

Top guest favourite
A quaint cottage is surrounded by a blanket of fresh snow, showcasing a vibrant blue exterior and green accents. The steep roof is dusted with snow, while snow-laden trees create a serene winter landscape. A welcoming atmosphere is evoked by the inviting entrance.
Cabin in Westport
4.95 out of 5 average rating, 138 reviews

Winter Playground with Sauna*

Nestled in the forests of the UNESCO Frontenac Arch Biosphere you will find our charming and rustic guest cottage. Unplug, relax and enjoy a true connection with nature. Located steps from the cottage, is a wood fired dry Finnish Sauna* A nature lover's property to snowshoe, ski ,explore or spend time with our magical three grey horses. It's the perfect place to getaway and unwind. Naturally.

Top guest favourite
An A-frame cabin is set amidst dense trees in a natural forest. The structure features large glass doors that open onto a wooden deck, where two outdoor chairs are positioned. A metal chimney is visible on the roof, and warm light emanates from inside.
Tiny home in Perth
4.92 out of 5 average rating, 327 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 holiday rentals

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