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Vacation rentals in Wellesley Island

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Top-rated vacation rentals in Wellesley Island

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The interior of the cabin features wood-paneled walls and a ceiling, creating a warm ambiance. A cozy living area includes a sofa and a coffee table, complemented by a dining space with a round table set for six. Natural light filters through multiple windows.

Cabin in Wellesley Island

5 out of 5 average rating, 14 reviews

Private Cabin in the Woods-Close to all amenities

Experience ultimate privacy in our luxury cabins nestled on a 2-acre haven on Wellesley Island in the 1000 Islands. This property features two rustic log cabins, each featuring fully stocked kitchens, full bathrooms, and covered screened in front porches. The property has high speed internet and plenty of open yard for pets, games and more! You'll fall in love with ease of access to everything the 1000 islands has to offer, while also enjoying the privacy this property offers. Book today!

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

4.97 out of 5 average rating, 130 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

The exterior of the home features a welcoming porch adorned with flowers. A paved pathway leads to the entrance, while a well-maintained yard is visible, bordered by natural landscaping. Two seating arrangements are positioned near the house, providing a pleasant spot to relax outdoors.

Home in Wellesley Island

4.91 out of 5 average rating, 68 reviews

Cheerful, private home with firepit

Have fun with the whole family at this spacious, newly furnished home. This single level, accessible house sleeps up to 6 people comfortably. Enjoy a large, private yard with a firepit and adirondack chairs. Sip on coffee on the cozy patio. Conveniently located between Clayton and Alexandria Bay, 4 MI from the Canadian border, close to hiking trails, swimming, boat launches, golf courses, grocery shopping, and more. Enjoy all the Thousand Islands has to offer in this comfortable, stylish home.

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

4.85 out of 5 average rating, 134 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!!

Top guest favorite

A timber frame cabin is set among lush greenery, featuring a spacious porch with a metal roof and an American flag displayed. The entrance is surrounded by natural stone and a well-maintained lawn, complementing the tranquil woodland atmosphere.

Cabin in Wellesley Island

5 out of 5 average rating, 22 reviews

The Dream - Serene Lakehouse on Wellesley Island

Escape the hustle and bustle of everyday life at this beautiful lakefront home hidden away on Wellesley Island in Lake of the Isles. The timber frame cabin is affectionately named “The Dream” because it is exactly that! Experience the magic of St. Lawrence River life. Enjoy watching beautiful sunsets from the stunning porch with lakefront views. Relax with a good book, coffee, games, or water activities. The property offers everything you need for a memorable getaway with family or friends!

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, 220 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 favorite

A well-appointed guest room features a queen-sized bed with a quilt and two wooden nightstands. Natural light enters through windows dressed with shades. A dining table with chairs is positioned nearby, along with a dresser and small kitchenette area containing a refrigerator and microwave.

Guesthouse in Alexandria Bay

4.99 out of 5 average rating, 101 reviews

Private guest quarters on the American Narrows

Private 240 square foot guest quarters separate from our house. One bedroom and full bathroom. Directly on the Saint Lawrence River in the American narrows. One queen sized bed, refrigerator, coffee maker, microwave, TV, wifi, table & chairs. Alexandria Bay is 1.5 miles away. This is a No Smoking property, there is a $500.00 fee for smoking on our property. No children under 18. Boat dockage is not available. Sorry no motorcycles. Seasonal rentals from June 1st to September 30th.

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

4.89 out of 5 average rating, 110 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!

Top guest favorite

The guest room features two twin beds made with rustic log frames, accented by patterned throws. Light wood paneling covers the walls, and a ceiling fan hangs above. A small nightstand is placed beside one bed, with a lamp and decorative items displayed.

Guesthouse in Chaumont

4.99 out of 5 average rating, 114 reviews

Peaceful Getaway

Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

A wooden deck extends over the water, featuring a screened-in gazebo with a table and chairs. The serene lake reflects the clear sky, surrounded by trees that offer a sense of privacy. Sunlight glints off the water, enhancing the peaceful setting.

Home in Wellesley Island

5 out of 5 average rating, 7 reviews

YearRound Lake Life Waterfront Cottage & boat dock

YEAR ROUND lake loving! This secluded cottage sits directly on Lake of the Isles. Accessible by private road with plenty of parking or launch your boat at DeWolf State Park and in 30 seconds, arrive at the cottage and moor your boat during your stay. Surrounded by mature trees, you can relax and enjoy the tranquility of the lake. At the water, there is a large floating dock. You'll enjoy swimming and great fishing from the dock. Newly drilled well 12/24

Top guest favorite

A charming cabin exterior presents a welcoming porch with seating options, including two white adirondack chairs and a colorful striped chair. Lush greenery surrounds the property, complemented by planter boxes filled with vibrant flowers. Large glass doors provide access to bright indoor spaces.

Guest suite in Gananoque

4.93 out of 5 average rating, 184 reviews

1000 Islands Waterfront Guest Cabin & Golf

This is a perfect stopover or getaway for golfing, biking, hiking, kayaking, or simply relaxing by the water. or latte on the porch. We have a walk-in shower, a new deluxe Douglas mattress, quality organic linen and sateen cotton sheets, and fluffy towels. The exterior chairs will be replaced so we will update the photos soon. We welcome friends and family so our place can be busy on weekends. If you like your privacy but not seclusion, we welcome your visit!

Top guest favorite

The exterior of a historic home is shown, featuring a light gray facade, a new metal roof, and large windows. A welcoming enclosed porch is visible at the front, surrounded by lush greenery and landscaping. A paved path leads to the entrance.

Townhouse in Clayton

4.97 out of 5 average rating, 113 reviews

Heron House (Bay side) Riverfront/Docking/Ramp

The historic, circa 1880’s Heron House vacation home is balanced on the edge of the village of Clayton, nestled in the protected French Bay harbor with breathtaking sunset views. Meticulously appointed, lovingly restored to its former, distinctive grandeur, and available for rent year-round. A short walking distance to all the village has to offer. From unique boutiques, the world-class Antique Boat Museum, fitness facilities, and River Yoga.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Wellesley Island vacation rentals

Laptop-friendly workspace

Air conditioning

Wellesley Island cabin rentals

Top guest favorite

A custom wood-built cabin is surrounded by a snowy landscape. Snow covers the ground and rooftops, while bare trees are visible in the background. The cabin’s vibrant orange exterior contrasts with the white snow, and a wooden deck is accessible from the entrance.

Cabin in Natural Bridge

4.88 out of 5 average rating, 68 reviews

Cozy Riverview Cabin Getaway

Top guest favorite

Cabin in Westport

4.93 out of 5 average rating, 379 reviews

Le Temps Perdu:Cozy Cabin 88 Acre Wilderness Park

A canoe is positioned in calm water, reflecting the vibrant autumn foliage and cabin on the adjacent shore. The scene showcases a serene landscape with trees displaying red and green leaves, surrounded by still water that mirrors the surroundings.

Cabin in Battersea

4.87 out of 5 average rating, 188 reviews

The Hideaway: Private waterfront getaway

The cabin's exterior is crafted from natural wood, featuring large windows that provide ample natural light. A staircase leads up to a deck, surrounded by a snowy landscape. A tree stands prominently in the foreground, enhancing the rustic charm of the setting.

Cabin in Inverary

4.89 out of 5 average rating, 192 reviews

Cozy Cabin Escape near Kingston

Top guest favorite

A remodeled cabin is showcased beneath a winter sky, surrounded by snow-covered ground. The structure features a welcoming porch with wooden railings and steps leading to the entrance. Tall trees provide shade, enhancing the tranquil setting.

Cabin in Three Mile Bay

4.98 out of 5 average rating, 101 reviews

Hideaway on the bay

The exterior of the vacation home features a wrap-around deck with bright blue chairs arranged for seating. A walkway leads to the front door, framed by a small garden area. A storage shed is positioned against the side, with a grassy yard visible invitingly nearby.

Cabin in Wolfe Island

4.97 out of 5 average rating, 123 reviews

Amazing Water front cottage

The cabin is positioned on a hillside with a wooden dock extending into the water. Surrounded by trees, the structure features large windows and a deck, providing views of the natural landscape and water.

Cabin in Hammond

4.88 out of 5 average rating, 32 reviews

Fish~N~Moor Cabin

A circular wooden structure features a large opening showcasing serene lake views surrounded by trees. A wooden bench is positioned beside the entrance, and a sauna bucket rests nearby, inviting relaxation and connection to nature.

Cabin in Lombardy

4.95 out of 5 average rating, 20 reviews

Otter's Holt - Hillside retreat on beautiful lake

Wellesley Island cottage rentals

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, 183 reviews

Bunkie on Howe Island

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, 174 reviews

The Island Bay Waterfront Cottage

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

4.86 out of 5 average rating, 163 reviews

Cozy Waterfront Oasis

Top guest favorite

The exterior of a two-story cottage is shown, featuring a spacious deck with chairs and a table. Large windows allow natural light to fill the interior spaces. The surrounding area is green with trees providing shade, creating a serene lakeside environment.

Cottage in Lyndhurst

4.93 out of 5 average rating, 214 reviews

Beautiful Lake Home in South Eastern Ontario

Top guest favorite

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, 370 reviews

Lyncreek Cottage

Top guest favorite

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 out of 5 average rating, 145 reviews

Gecieve Opinicon - A Modern Water's Edge Retreat

A modern cottage is set against a backdrop of tall trees, featuring a gravel driveway leading to a wooden deck. The entrance is framed by wooden railings, and large windows reflect natural light, offering a cozy and inviting appearance.

Cottage in Sydenham

4.95 out of 5 average rating, 168 reviews

Luxury on the Lake

Top guest favorite

A spacious living area is highlighted by a deep blue sectional couch adorned with decorative pillows. Large windows allow for abundant natural light and provide a view of the water. A round dining table and a decorative plant enhance the inviting ambiance.

Cottage in Chaumont

4.95 out of 5 average rating, 146 reviews

The Boathouse

Other great vacation rentals in Wellesley Island

A modern seating area features a glass fire table with flames visible above sparkling glass stones. Two glasses stand on the table. The background showcases a serene view of the water and distant islands under a cloudy sky.

Cottage in Fishers Landing

4.92 out of 5 average rating, 52 reviews

Private Island & Pet Friendly ~ The Sea Angell

Top guest favorite

The interior of the yurt features a large wooden bed with a soft white duvet, surrounded by panoramic windows that offer views of the lush forest outside. A cozy chair and a desk are positioned nearby, while a wood-burning stove adds warmth to the space.

Yurt in Leeds and the Thousand Islands

5 out of 5 average rating, 84 reviews

Luxury Eco-Yurt | Nature Escape by Charleston Lake

Top guest favorite

A spacious deck overlooks the St. Lawrence River, featuring a table set for two with wine glasses and a bottle. Comfortable seating is arranged to face the sunset, creating an inviting space for relaxation amidst a scenic waterfront view.

Apartment in Clayton

4.97 out of 5 average rating, 35 reviews

Riverfront Apartment in downtown Clayton

Top guest favorite

A spacious wooden deck extends from a cozy kitchen building to a luxurious tent. Two wooden chairs surround a fire pit on the grassy area, inviting relaxation. Lush green trees and open skies create a serene natural backdrop.

Tent in Wolfe Island

5 out of 5 average rating, 27 reviews

The Nest at Heron’s Run—25 acres on the bay

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, 47 reviews

Downtown A-Bay getaway right on the St. Lawrence

A modern two-story lake house is framed by lush greenery, featuring large glass windows that invite natural light. Stone pathways lead to the entrance, while a covered porch offers a serene space for relaxation amidst the forested surroundings.

Cottage in Leeds and the Thousand Islands

5 out of 5 average rating, 7 reviews

Lake house on Rideau Lakes

Top guest favorite

A large cargo ship is seen navigating the calm waters of the St. Lawrence River. Lush green trees frame the scene on the left, while a soft grey sky reflects over the water, creating a serene atmosphere.

Loft in Clayton

4.96 out of 5 average rating, 50 reviews

2 Bedroom-Waterfront On St. Lawrence River

Top guest favorite

A charming cottage exterior is shown with a wraparound wooden deck leading to the entrance. The space is surrounded by lush green grass and trees, while the serene water is visible in the background, reflecting soft colors from the sky.

Home in Fishers Landing

5 out of 5 average rating, 10 reviews

1000 Islands Waterfront Cottage

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