Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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Top guest favorite

A cozy seating area is highlighted by a plush rocking chair with an accompanying footrest. A small dining table with four white chairs sits beside it, adorned with a lace tablecloth and a vase of fresh flowers. Natural light filters through a nearby window.

Bungalow in Alexandria Bay

Cozy, private home in Alexandria Bay w/King Sz bed

TheA-Bay Bungalow@24 Margaret Ave is in The heart of the 1000 Islands.Walking distance to the beautiful St.Lawrence River and downtown Alex Bay.The A-Bay Bungalow is located in a quiet residential area.I am committed to creating an amazing guest experience&infusing great hospitality for everyone involved.The quaint&cozy home features hardwood floors,heat A/C and super easy self check in. It is the perfect get away.We also have room to park your boat/trailer& car.Walking distance to boat launch.

FamilyLocationNearby

4.99 out of 5 average rating, 166 reviews

Guest favorite

A well-maintained yard features a circular fire pit surrounded by colorful seating in shades of blue and green. The two-story house with a triangular roof is seen in the background, accompanied by a deck equipped with an umbrella for shade.

Home in Wellesley Island

Lake of the Isle’s getaway on the water 1000 isles

Relax with the whole family at this peaceful place to stay. With private dock access to lake of the isle’s on the St Lawrence river The main guest house has 4 bedrooms, 3 on main floor with a full bathroom. The master bedroom upstairs has a private half bath. Full kitchen and large outdoor deck. The adjacent apartment for groups 8+ has 2 bedrooms, 1 master with king and a bunk bed in 2nd bedroom also a full bathroom and its own kitchen with small outdoor deck. boat launch is 1.4 miles away

FamilyLocationDecor

4.88 out of 5 average rating, 16 reviews

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

River Ledge Hideaway | Waterfront | Views

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

FamilyValueView

4.95 out of 5 average rating, 224 reviews

Top guest favorite

The exterior of a modern river house is presented, featuring a sloped roof and large windows that invite natural light. A patio with seating arrangements is visible, fronted by a grassy area. A stone pathway leads from the yard to the water's edge.

Home in Alexandria Bay

Welcome to our River House - 3Br

Welcome to our River House! Used mostly by our family and friends, we're offering available dates to courteous families and others who will treat it like their own. Relaxation at its finest. This is off a very private and quiet dead end road tucked on the inside of Swan Bay. Watch the Swans over your morning coffee from the patio, launch those kayaks right from our front yard, or throw that fishing line in off the shared dock (shallow). 3 Br - Queen, 2 Queen Bunks, Queen master 2.5 Bath

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 27 reviews

Guest favorite

Home in Clayton

Hidden Gem! 1/2 of Duplex in the Heart of Downtown

Charming 3 BR, 2.5B duplex located just steps from the St. Lawrence River & Riverside Drive with guests vacation needs in mind! Pet friendly, two floor duplex home. Perfect for couples, families, or a small group. Guests will be staying in the front left hand side of home (230). - The duplex is separated down the center by a concrete wall and has separate back door entrance with private back porch. Front door entrance shares an entry way with 228 unit (hosts residence when in the area).

LocationFamilyAmenities

4.97 out of 5 average rating, 200 reviews

Top guest favorite

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

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.

FamilyLocationComfort

4.96 out of 5 average rating, 103 reviews

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

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.

LocationValueAmenities

4.97 out of 5 average rating, 64 reviews

Guest favorite

A dining area with a wooden table and four chairs is illuminated by a ceiling fan. Large windows offer views of the waterfront and fill the space with natural light. Shelving units are present in a nearby nook, providing additional storage.

Condo in Alexandria Bay

Riverview Townhouse II in Downtown Alexandria Bay

Experience the Thousand Islands from the heart of downtown Alexandria Bay. This second floor condo sits just off of the Saint Lawrence River and boasts expansive waterfront views of Boldt Castle. You and your guests will be right at home in this two bedroom, one bath condo with central air conditioning that comes fully stocked with rental essentials. Downtown shopping and dining is less than a block away and Alexandria Bay's beautiful River Walk begins just out the front door.

LocationFamilyAir conditioning

4.85 out of 5 average rating, 39 reviews

Guest favorite

The floating cottage is illuminated against a twilight backdrop, reflecting softly in the water. Surrounding trees create a natural frame, while the hint of Boldt Castle can be seen in the distance, adding to the serene riverfront setting.

Cottage in Alexandria Bay

Harbor House @ The Ledges Resort & Marina

Welcome to the Ledges Resort & Marina! We are located on the St. Lawrence River across from Boldt Castle and Sunken Rock Lighthouse. We have ten cottages of various sizes spread throughout the property. Six acres of landscaped grounds and gardens wander along the river for your enjoyment. We have decks, hammocks, and gazebos along the water. The large in-ground pool is newly renovated. Each cottage has their own firepit with Adirondak chairs, and we provide firewood for free!

FamilyValueBathroom

4.85 out of 5 average rating, 39 reviews

Guest favorite

A spacious living area is highlighted by a wall of large windows overlooking a natural landscape. The comfortable seating arrangement includes a leather sofa and chairs, complemented by a coffee table and decorative elements. A flat-screen TV is mounted above a fireplace, enhancing the cozy setting.

Home in Wellesley Island

Thousand Islands Home w/ views of Boldt Castle

Check out this gorgeous Thousand Islands 4 Bed, 2.5 bath home located in Westminster park on Wellesley Island. This home features a huge living space w/ a wall of windows that provide clear views of Boldt Castle and the St Lawrence River. The home is fully equipped with kitchen items, coffee, towels, soap, wifi, board games and more. There's also plenty of parking for cars and boats and toys.

ValueFamilyKitchen

4.86 out of 5 average rating, 64 reviews

Top guest favorite

Home in Wellesley Island

A-Frame: 5 min to State Park· Firepit ·Sleeps 13

Escape to your private 4-acre forest retreat! This spacious home sleeps 12–13 guests and features a huge backyard with a playground, giant firepit with string lights, Sonos outdoor speakers, covered pergola, BBQ, large dining table, bench swing, and hammocks. Enjoy lawn games, disco lights, karaoke nights, and a popcorn machine for endless fun. Perfect for families, reunions, and group getaways!

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 14 reviews

Top guest favorite

Home in Lansdowne

Thousand Islands Waterfront Home - Top Unit

A peaceful waterfront top unit rental house located at a marina on the St. Lawrence River in the 1000 Islands. The space is simple, comfortable, and perfect for a memorable getaway close to everything you would need! Enjoy direct river access, a beautiful patio view, a fire pit and bbq for evenings by the water, and lots of fun activities and tasty restaurants nearby!

FamilyLocationCondition

4.95 out of 5 average rating, 19 reviews