Holiday houses in Wellesley Island

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Top-rated holiday 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

4.89 out of 5 average rating, 184 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!

Guest favourite

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, 17 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 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

4.96 out of 5 average rating, 188 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

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

5 out of 5 average rating, 16 reviews

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

Top Guest favourite

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, 26 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!

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.

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, 20 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

A spacious living area features a striking floor-to-ceiling river stone fireplace with a mounted television. Large windows allow natural light to fill the space, while comfortable seating arrangements create an inviting setting for relaxation.

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 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!

Guest favourite

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, 9 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

Guest favourite

A waterfront view showcases a large freighter passing through a shimmering channel. A wooden deck extends towards the water, bordered by lush green grass. A small dock is visible to the left, providing direct water access, while trees line the far shore in the background.

Home in Wellesley Island

4.8 out of 5 average rating, 15 reviews

Beautiful Wellesley Island Home

Your family will be close to everything when you stay at this centrally-located place. Our home is located in the heart of the Thousand Islands about half way between Alexandria Bay and Clayton. There are many things to see and do in this region of Northern New York. Whether you are in the living room, kitchen, game room, or master bedroom, the views of the main shipping channel are amazing, as you will see many freighters pass by during your stay.

Guest favourite

Cabin in Wellesley Island

4.87 out of 5 average rating, 39 reviews

Pointers Cabin, Close to Everything!

Welcome to Pointer's Cabin (named after our two German Shorthaired Pointers)! We love our little cabin in the woods and can't wait for you to enjoy it too. The house comfortably sleeps 6 and has a large yard with a spacious deck that has enclosed railings to keep pets and kids safe! The deck is the perfect spot to enjoy your morning coffee or your nightly cocktails!