Holiday rentals in Wellesley Island

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Top-rated holiday rentals in Wellesley Island

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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
4.95 out of 5 average rating, 19 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!

Guest favourite
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
4.86 out of 5 average rating, 143 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 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
5.0 out of 5 average rating, 24 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
Home in Gananoque
5.0 out of 5 average rating, 26 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.

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
5.0 out of 5 average rating, 29 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!

Superhost
Cabin in Leeds and the Thousand Islands
4.87 out of 5 average rating, 145 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, 99 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 clear view of the expansive blue water of the Thousand Islands is captured under a bright blue sky. Several small islands can be seen in the distance, creating a serene landscape that highlights the beauty of the surrounding environment.
Flat in Clayton
4.92 out of 5 average rating, 79 reviews

Charming Downtown 2nd Floor Walk-up River View

Welcome to Clayton, one of the most sought after summertime destinations in Northern New York. This beautiful and charming 1 bedroom apartment is located in Downtown Clayton. It is a second floor walk-up with Majestic views of the Thousand Islands which can bee seen from your private balcony. The apartment is fully equipped with all the comforts of home. You are walking distance from several shops, galleries and restaurants and only 1 mile from a Grocery store and gas stations.

Guest favourite
A charming cottage is set amidst lush greenery, featuring a large window that reflects natural light. Two red Adirondack chairs are positioned on the well-maintained lawn, inviting relaxation. A spacious deck extends from the side of the cottage, providing outdoor lounging opportunities.
Cabin in Orleans
4.94 out of 5 average rating, 68 reviews

Wellesley Island, 3 acres, 850ft of waterfront!

-Message me for discounted May, April, October and November rates. This is our paradise at the end of a wooded road set on a private 3 acre peninsula with 850 feet of waterfront! It has 2 fire pits, rocky coves to watch the sunset, and 3 acres of flat land that allows children to run and explore. We are 12 minutes from Abay and Clayton. The fishing off the shore is amazing and instantly rewarding for little ones.. We also have 2 kayaks and 1 paddle board available for use.

Top guest favourite
Home in Clayton
5.0 out of 5 average rating, 34 reviews

River View Cottage

Completely remodeled 2 bedroom, 1 bathroom cottage with St. Lawrence River channel views! No water access. Fisherman’s paradise! Centrally located between the village of Clayton and Fishers Landing. Boat launch and marina only 1 mile away. 3 miles to Clayton and 7 miles to Alexandria Bay. Sleeps 6. 1 king bedroom 2 queen bedroom Fully equipped kitchen. Outdoor gas grill and patio furniture. Heat and AC, electric fireplace. Washer and Dryer. Linens and towels provided.

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
4.83 out of 5 average rating, 12 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 favourite
Home in Alexandria Bay
5.0 out of 5 average rating, 30 reviews

Waterfront Camp on Swan Bay/American Narrows

Enjoy this spacious 2 bedroom, 2 bathroom camp in our quiet, family owned park. Directly on the water. Watch ships glide by while you drink your coffee on the front porch or from the patio table. Includes kayak launch and docks for fishing. Empire State pass available for easy boat launching and visiting local state parks. Located 3 miles from Alexandria Bay. Wolfe's Kountry Kottage is a short walk away at the top of the property.

Popular amenities for Wellesley Island holiday rentals