Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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

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Top guest favorite

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.

Apartment in Leeds and the Thousand Islands

4.95 out of 5 average rating, 66 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 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

4.96 out of 5 average rating, 201 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

A charming boathouse features a light-colored exterior with a prominent weather vane and a wooden sign. Two red chairs are positioned on the deck, overlooking the serene waters. A backdrop of trees and a blue sky with scattered clouds enhances the rustic setting.

Island in Clayton

4.86 out of 5 average rating, 138 reviews

Island Boat House - Fisher's Landing, NY

The Island Boat House is on a private 2 acre island in the 1000 Islands near Fisher's Landing, NY. You may bring or rent a boat, or we can provide rides in our boat for arrival and departure. This rustic & charming two br living space has a double & queen bed in the main room with a double bed in a separate room. An historic boathouse over the water, guests enjoy a private deck, with shower, dock & grill downstairs. Enjoy the majesty of the St. Lawrence River - fishing, swimming and sunsets!!

Guest favorite

A cozy waterfront cottage is shown progressing from the lush green lawn to the sparkling waters of Lake Ontario. The exterior features a welcoming deck with steps leading to the entrance. Large windows invite natural light, framing the peaceful lake views under a clear blue sky.

Cottage in Pulaski

4.87 out of 5 average rating, 76 reviews

Cozy LAKE ONTARIO WATERFRONT Breathtaking Views!

Enjoy a soothing stay at our cozy LAKE ONTARIO WATERFRONT cottage! This is a private residence that features an open floor plan with large windows to enjoy the stunning water views and unbelievable sunsets over the Lake. Relax on the full length spacious deck offering comfortable seating and listen to the blissful sound of waves gently crashing on the beach! The property has been recently renovated and offers nice, clean and stylish furnishings and amenities for your vacation. Perfect for 2.

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

4.93 out of 5 average rating, 240 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.

Guest favorite

Home in Alexandria Bay

4.91 out of 5 average rating, 33 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 favorite

An evening view of the cabin's entrance is lit by soft outdoor lighting. A welcoming porch features a wooden railing and decorative elements, while plants surround the steps. The structure has large glass windows, allowing a glimpse of the interior ambiance.

Farm stay in Newburgh

5 out of 5 average rating, 126 reviews

Escape Goat Hideaway at Barking Goat Farms

“Glamping” at its best. Come experience an off grid all season cabin, tucked away in a very private location at Barking Goat Farms, between Toronto and Ottawa. Enjoy your morning coffee on the lovely screened in porch and spend you evenings around the campfire star gazing amid the peaceful surroundings. Many local attractions to visit or just unplug and relax. Perfect for a couples romantic escape or a fun girls getaway. Enjoy a complimentary meet and greet with our goats and donkeys

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, 54 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 favorite

A wooden deck offers two chairs positioned around a fire pit, overlooking a tranquil lake. Green trees line the shore, and distant boats can be seen on the water. The sky displays a clear blue view, enhancing the outdoor space's inviting atmosphere.

Home in Redwood

4.92 out of 5 average rating, 13 reviews

Beautiful Butterfield Lakehouse

This lakefront home offers the perfect blend of vintage character and modern comfort. Wake up to serene lake views, sip your morning coffee on the spacious back deck, or head down to your private dock for a day of swimming, kayaking, or fishing. Whether you're relaxing lakeside or grilling under the stars, this spot is made for memory-making. Just a short drive from the Thousand Islands and the Canadian border, this is an ideal base for adventure and exploration.

Top guest favorite

An outdoor seating area features a cozy arrangement of two armchairs and a loveseat. A fire pit is centrally located on a wooden deck, surrounded by a woven rug. A cast iron tub is visible to the side, with the glamping bubble set against a backdrop of tall evergreen trees.

Dome in Greater Napanee

4.92 out of 5 average rating, 88 reviews

glamping farm bubble

This memorable place is anything but ordinary. Experience a unique glamping experience located in the middle of a Christmas tree forest in a glamping bubble. You will be able to fall asleep under the stars with a panoramic view of the night sky. Enjoy a spacious deck, a cast iron tub with instant hot water, a cozy kitchen tent set up with all the amenities. Enjoy a relaxing stroll through the forest or add a farm experience to top off your stay.

Guest favorite

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!

Guest favorite

A rustic cabin is positioned on a gentle rise, framed by lush greenery. Reflections of the structure and surrounding trees are visible in the calm water of the private canoe pond. Soft light emanates from the windows, hinting at a cozy interior atmosphere.

Home in Perth

4.89 out of 5 average rating, 27 reviews

Livnlife in nature’s paradise!

If you’re seeking privacy, a romantic escape, or quality time with family and friends, this nature lover’s paradise is for you. Take in unbelievable views overlooking your own private canoe pond and explore a secluded beaver dam hiking trail right on the property. Located just 15 minutes from downtown Heritage Perth, with Murphys Point Provincial Park only minutes away, this is the perfect blend of seclusion and convenience.