Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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Top guest favourite
A bright kitchen area features large windows overlooking the water. A wooden dining table with red chairs is set by the window. The kitchen island with a smooth countertop enhances the space, while natural light floods the room through the blinds.
Cottage in Clayton
5 out of 5 average rating, 67 reviews

Steps from the River!

Relax at this fully renovated 1,000-sq-ft cottage across from Round Island. This bright & inviting retreat features 2 bedrooms, a great room with high ceilings, dining area, deck and boat house. Comfort and convenience come together with central A/C, new hardwood floors, high-speed WiFi, W/D (in garage) and asphalt driveway for easy parking. Minutes from downtown Clayton's shops, dining and boat tours. An ideal summer escape with modern amenities at a prime location. Now renting by the week.

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, 184 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
Home in Gananoque
5 out of 5 average rating, 14 reviews

NEW - Waterfront Island Retreat | Sauna | Firepit

You love getting away to a cottage by the water, but you also appreciate elegant interiors that feel like a high-end spa. Why choose when you can have it all in the same place? Come stay in this 3000 sq ft, newly built bungalow on Howe Island, where tranquility, contemporary elegance and the natural beauty of the Thousand Islands come together to create one extraordinary getaway. Use this home as your HQ as you explore the Thousand Islands or stay in for a luxurious, rejuvenating retreat.

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, 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 favourite
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.

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.

Superhost
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
4.88 out of 5 average rating, 132 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 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, 131 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, 38 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
The cabin's A-frame structure is surrounded by a blanket of snow, with tall trees providing a natural backdrop. A wooden deck features a comfortable chair, and smoke is rising from the chimney, indicating warmth inside. The large front windows invite glimpses of the cozy interior.
Tiny homes in Perth
4.93 out of 5 average rating, 347 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!

Popular amenities for Cherry Island vacation rentals

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