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Cottage holiday rentals in Wellesley Island

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Top-rated cottage rentals in Wellesley Island

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Guest favourite
A newly remodeled waterfront cottage is presented, featuring a blue exterior and a wooden deck leading to the entrance. A large green lawn surrounds the cottage, bordered by trees, creating a serene outdoor space. The nearby waterway is hinted at in the background.
Cottage in Clayton
4.88 out of 5 average rating, 198 reviews

The Island Bay Waterfront Cottage

We welcome you to the Island Bay Cottage! Come enjoy your stay in our fully brand new remodeled waterfront cottage right outside the gorgeous town of 1000Islands Clayton NY! We’ve set up our wonderful place with all the creature comforts of home for our friends, family and guests to come in, plop down and feel right at Bay! Full kitchen with all essentials Huge living room (equipped with even a massage recliner!!) Free Wi-Fi, Fire smart TV, washer/dryer brand new A/C Large Patio area to relax!

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Top Guest favourite
The kitchen and dining area showcase a modern, fully equipped space with bright white cabinetry and ample natural light. An island with seating for four complements a wooden dining table set for ten, arranged with pastel dishware and glassware. Sleek pendant lights add a contemporary touch.
Cottage in Gananoque
4.94 out of 5 average rating, 107 reviews

Marble Rock Retreat: Elegant Riverside Escape

Discover Marble Rock Retreat, a tranquil riverside recently renovated home minutes from Gananoque featuring an open concept living area. Enjoy our sunroom leading to a backyard with a fire pit, steps from the river for swimming and kayaking. Perfect for relaxation and adventure. ✔ 4 Comfy Bedrooms ✔ Open Concept Design Living ✔ Fully Equipped Kitchen ✔ Screened in Sunroom ✔ Outdoors (Fire Pit, Dock, Kayak) ✔ Pet/Kid Friendly Fenced in Yard ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking + Carport

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Top Guest favourite
A modern living space is highlighted by a high ceiling with exposed beams. The room features a gray sofa, two vibrant yellow chairs, and a minimalist kitchen with sleek appliances. Large windows provide abundant natural light and stunning views of the surrounding landscape.
Cottage in Elgin
5.0 out of 5 average rating, 166 reviews

Gecieve Opinicon - A Modern Water's Edge Retreat

Escape to your own private sanctuary on beautiful Opinicon Lake. A refreshing and unique gem, this retreat has been meticulously crafted to encourage comfort & relaxation without any fuss – no roughing it here! Whether you choose to unplug & enjoy the serenity of lake life or stay connected online & power through work, you're covered. A few feet from the water's edge, panoramic views are spectacular. *NEWLY RENOVATED *PRIVATE *FAST WiFi *A/C *BOAT LAUNCH *HOT TUB *NO PARTIES * QUIET RETREAT

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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
4.95 out of 5 average rating, 216 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

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Top Guest favourite
A charming cottage is nestled among the trees, featuring wooden decks and outdoor seating areas. The sunset reflects on the calm lake water, providing a serene view. Lush greenery surrounds the property, enhancing the natural setting.
Cottage in Tichborne
4.94 out of 5 average rating, 124 reviews

3 BR Lakefront Beach Retreat; Hot Tub, Fire Pits!

Relax with the whole family at this cozy lakefront property. Complete with your very own sandy beach, kayaks, hot tub, and multiple outdoor dining and fire pit options, this cottage nestled in the Canadian wilderness is a must-visit! Whether you're coming during the summer to enjoy swimming in the clear water at Bob's Lake or you're searching for a cozy winter escape, look no further. Close to the K&P trail system, hiking, snowmobiling, and water sports, adventure and relaxation await!

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Guest favourite
The exterior of a red house is shown, featuring large windows that brighten the living space. A dog in a harness sits on the grassy front yard, with steps leading to the entrance and planters visible beside the house.
Cottage in Chaumont
4.88 out of 5 average rating, 128 reviews

Chaumont Bay Getaway | Luxury Waterfront/Hot Tub

Escape to this unique & tranquil getaway in 1000 islands vicinity. The spacious lake-view sunroom is perfect for relaxing. The master suite features a king bed and an ensuite bathroom. Relax in the hot tub [seasonally May-December] overlooking the lake or lounge at waterfront pergola with gas fire-pit. Chaumont Bay, one of world's largest freshwater bays, is a sought-after summer destination. We are a short drive to local tourist attractions in Alexandria Bay, Clayton, and Cape Vincent.

LocationFamilyBathroom

Guest favourite
The cottage features a welcoming entrance with a covered porch supported by wooden beams. Bright blue siding contrasts with the stone accents. Potted plants adorn the porch area, while a gravel pathway leads to the side yard, surrounded by lush greenery.
Cottage in Gananoque
4.9 out of 5 average rating, 253 reviews

The Riverside Retreat | Beach, Kayaks, Fire Pit

Welcome to The Riverside Retreat, a peaceful 4-season cottage on the Gananoque River near the 1000 Islands. Enjoy a private sandy beach, screened gazebo, fire pit, kayaks, canoe, and stunning views. Inside, unwind in the vaulted great room, cook in the fully stocked kitchen, and sleep up to 10 in 3 cozy bedrooms. Ideal for families, fishing trips, or quiet getaways—just minutes from Gananoque, hiking trails, and year-round adventure. Pet-friendly too! Follow us on social!

LocationValueIndoor spaces

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, 432 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.

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Top Guest favourite
Cottage in Kingston
4.95 out of 5 average rating, 420 reviews

The Crows Nest Cozy River Cottage in Kingston

Welcome to The Crows Nest, our cozy waterfront cottage with your own private swimming dock (5 mins to Kingston!). Here you’ll find the simplicity of river life. It’s a real birders paradise and a great place for spotting wildlife like deer. Enjoy the cozy living space, private deck to enjoy magnificent sunrises and sunsets, and the special calm that is the St. Lawrence River in the heart of The 1000 Islands. License number LCRL20210000964.

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Guest favourite
Cottage in Gananoque
4.91 out of 5 average rating, 102 reviews

Private Island on the St. Lawrence River

Stunning 360 degree views of the majestic St. Lawrence River. This tiny, basic cottage is accessible only by boat and offers an 80’ concrete dock. Incredible sunrises and sunsets. No wifi but excellent cell service. Cottage is basic but views are fantastic. Scorpion Island is a unique experience in the heart of the 1000 Islands just east of Gananoque. Available May - September only. For a water taxi, message us.

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Guest favourite
A waterfront cottage is visible, featuring a wooden exterior and a cozy deck area with seating. Two kayaks are positioned on the dock alongside the calm water, with boats and a shed located in the background. The expansive view includes lush greenery along the shoreline.
Cottage in Gananoque
4.92 out of 5 average rating, 155 reviews

Waterfront Cottage in the 1000 Islands Gananoque

Waterfront Cottage located in the heart of the 1000 Islands between Kingston and Gananoque. Now with air conditioning! Open concept cottage. Prime Fishing, Boating, and Sailing location. 2 kayaks and one canoe for guests to use. Fully furnished with bedding, blankets, pillows and towels all included. Thorough cleaning between guest visits.

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Guest favourite
The entrance of a cozy bungalow is shown, featuring a welcoming porch with steps leading up. Large windows permit natural light, and flowers are placed beside the door. A covered grill rests on the left, surrounded by mature trees for a tranquil outdoor setting.
Cottage in Lansdowne
4.79 out of 5 average rating, 121 reviews

Cheerful Bright Cottage on the Water

Waterfront bungalow near Charleston Lake Provincial Park. The setting is absolutely stunning with water views, mature wooded areas & rock outcrop! The cottage has a relaxed feel with open concept living kitchen & dining area, & large enclosed porch. The lake has great swimming and fishing for the whole family.

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Popular amenities for Wellesley Island cottage rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Guest favourite
The charming two-story home is presented with a crisp white exterior, accentuated by green shutters and a light blue front door. Flower pots with vibrant blooms flank the entrance, while large windows invite natural light into the space.
Cottage in Delta
4.88 out of 5 average rating, 273 reviews

Kingsgate Lakehouse | Hot Tub & Private Dock

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Top Guest favourite
A spacious deck offers comfortable seating with two armchairs and a sofa, all featuring red cushions. A coffee table sits in the center, providing a place to relax while enjoying views of the calm lake and surrounding greenery.
Cottage in Sydenham
4.95 out of 5 average rating, 216 reviews

Luxury on the Lake

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Superhost
A hot tub is situated on a wooden deck, providing an inviting spot for relaxation. The tranquil waters of the lake are visible in the background, framed by colorful autumn trees. Outdoor seating is available nearby, enhancing the overall outdoor experience.
Cottage in Brockville
4.82 out of 5 average rating, 212 reviews

Vacation on the banks of the St Lawrence River

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Top Guest favourite
A cozy living area features large windows overlooking the water, allowing natural light to illuminate the space. Comfortable seating is arranged around a round coffee table, with a patterned rug underneath. A bar area is visible, showcasing sleek stools, inviting relaxation by the water.
Cottage in Chaumont
4.96 out of 5 average rating, 169 reviews

The Annex, private hot tub

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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
5.0 out of 5 average rating, 49 reviews

Waterfront Cottage in Alex Bay w/ Hot Tub & Dock!

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Top Guest favourite
A modern cottage is set against a backdrop of lush trees, featuring a structured exterior with grey siding and multiple entrances. A gravel pathway leads to the front steps, providing access to a spacious deck and views of the nearby lake.
Cottage in Seeley's Bay
4.99 out of 5 average rating, 70 reviews

Beautiful modern cottage on Cranberry Lake

LocationFamilyBeach

Guest favourite
The cabin exterior features a spacious covered porch adorned with soft lighting and flowing curtains. Cozy seating arrangements are present, creating an inviting space for relaxation. Large glass doors provide a view into the cabin, surrounded by lush greenery and a serene atmosphere.
Cottage in Athens
4.95 out of 5 average rating, 22 reviews

Temperance Cabin

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Superhost
The exterior of a single-story cabin is presented, featuring a dark blue wooden facade and a red front door. Two large windows are visible on either side of the entrance, surrounded by greenery. A gravel pathway leads to the entrance, with a grassy area in front.
Cottage in Perth Road
4.74 out of 5 average rating, 39 reviews

The Pealing Stag - Lakeside Cottage Retreat

LocationFamilyIndoor spaces

Pet-friendly cottage rentals

Top Guest favourite
A spacious outdoor deck overlooks a calm lake, surrounded by vibrant green grass and trees. A grill is positioned nearby, with a dining area accessible for gatherings. The peaceful water reflects the blue sky, creating a serene atmosphere for relaxation.
Cottage in Sydenham Lake
4.9 out of 5 average rating, 107 reviews

Stunning cliffside cottage, near Kingston

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Guest favourite
An aerial view of a property positioned beside the expansive St. Lawrence River. The vibrant landscape features lush green fields and trees, with autumn colors visible. The layout includes a winding road and buildings, offering a sense of solitude and natural beauty.
Cottage in Gananoque
4.92 out of 5 average rating, 236 reviews

Bunkie on Howe Island

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Guest favourite
A cottage surrounded by lush greenery showcases a wooden deck and multiple large windows. A stone pathway leads up to the entrance, which is framed by natural stone and wood accents. A separate, smaller structure is visible to the left.
Cottage in South Frontenac
4.88 out of 5 average rating, 242 reviews

Cozy Waterfront Oasis

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Top Guest favourite
The custom-built chalet is surrounded by lush greenery, with a spacious wrap-around deck featuring outdoor seating and an umbrella. Large windows provide ample light, offering views into the natural landscape. The elevated structure is complemented by a gentle slope down to the surrounding wilderness.
Cottage in Westport
4.97 out of 5 average rating, 190 reviews

Longview: Hilltop Chalet, Stunning Forest Views

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Guest favourite
A serene lakeside view is captured, showcasing calm waters reflecting a soft evening sky. Lush greenery borders the lake, while distant trees and a shoreline are gently illuminated. The image presents a peaceful atmosphere ideal for relaxation.
Cottage in Leeds and the Thousand Islands
4.87 out of 5 average rating, 54 reviews

Stunning views! 3 bed/2 bath waterfront Lakehouse

ValueFamilyDecor

Superhost
A charming waterfront cottage is situated directly on the St. Lawrence River, showcasing large windows that provide expansive views of the water. A boat dock extends from the property, with a clear sky above and lush greenery lining the opposite shore.
Cottage in Gananoque
4.76 out of 5 average rating, 66 reviews

A 1000 Island Waterfront Cottage Dock & Parking

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Superhost
An aerial view captures a spacious yard surrounding a welcoming home, with lush greenery and trees. Nearby, a pool can be seen alongside a variety of structures. The serene water stretches across the background, while the distant shoreline is dotted with residential buildings.
Cottage in Clayton
4.66 out of 5 average rating, 29 reviews

Potters Place

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Guest favourite
A vibrant sunset is captured over the shimmering water, with hues of orange and purple in the sky. The tranquil surface reflects the colorful clouds. A rocky shoreline is visible in the foreground, enhancing the scenic waterfront view.
Cottage in Cape Vincent
4.9 out of 5 average rating, 58 reviews

"Waterfront Get Away Best Spot The River"

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Private cottage rentals

Guest favourite
A warm-colored house is presented with a spacious front porch featuring multiple outdoor seating options. Large windows allow natural light to fill the interior space. Lush green grass surrounds the house, complemented by trees providing shade.
Cottage in Clayton
4.9 out of 5 average rating, 10 reviews

Apple Tree Cottage -1000 Islands

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Top Guest favourite
Cottage in Clayton
5.0 out of 5 average rating, 71 reviews

Steps from the River!

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Top Guest favourite
Cottage in Leeds and the Thousand Islands
4.97 out of 5 average rating, 35 reviews

Lake house on Rideau Lakes

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Top Guest favourite
A cozy cottage is shown from the side, featuring a grey exterior with brown shutters. A covered porch is visible, alongside a stone pathway leading to the grassy yard. A glimpse of the water is seen in the background, enhancing the serene setting.
Cottage in Chaumont
4.96 out of 5 average rating, 82 reviews

The Love Shack- 1 Bedroom Retreat

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Top Guest favourite
A modern kitchen features warm wood cabinetry and a spacious countertop. A bowl of red apples and bananas sits alongside a small dish. Large windows allow natural light to fill the space, showcasing views of the surrounding trees.
Cottage in Leeds and the Thousand Islands
4.95 out of 5 average rating, 42 reviews

Ravens Rock Eco Retreat. *island escape

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Top Guest favourite
A charming blue cottage is shown, surrounded by trees. A spacious wooden deck features seating areas and is accessed by stairs, providing a welcoming entrance. The exterior has large windows, allowing natural light to fill the interior.
Cottage in Theresa
4.94 out of 5 average rating, 51 reviews

Indian River Retreat

LocationFamilyGetting around

Top Guest favourite
A red Adirondack chair is positioned on well-manicured grass, facing a serene view of Lake Ontario. Nearby, a stack of smooth stones rests on a large rock, adding a natural element to the tranquil setting. The calm water stretches out under a clear sky.
Cottage in Dexter
4.98 out of 5 average rating, 64 reviews

Sunset Cottage on Lake Ontario at Pillar Point

FamilyLocationBarbecue

Guest favourite
A red cottage is situated near the water, surrounded by trees. A grassy area in front features two white adirondack chairs positioned beside a fire pit, and large rocks provide a natural seating option. The cottage has multiple windows allowing for ample natural light.
Cottage in Theresa
4.81 out of 5 average rating, 59 reviews

Moon Lake Cottage

LocationFamilyWi-Fi

Destinations to explore