Holiday houses 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
4.94 out of 5 average rating, 18 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, 138 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
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, 27 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, 239 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
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, 131 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!

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, 62 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 out of 5 average rating, 30 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
An outdoor dining area is set on a stone patio, featuring a long wooden table surrounded by black, modern chairs. Colorful autumn trees frame a scenic view of the calm water and distant greenery, creating a serene and inviting setting.
Home in Battersea
4.91 out of 5 average rating, 34 reviews

Badger's Sett - Estate on point with hot tub

This sprawling, majestic home situated on a private point boasts spectacular water views and unbelievable sunsets. The whole family or group of friends will have plenty of space to come together as a group or spread out and enjoy quiet time across 4 buildings: Main Home, Bunkie, Hot Tub House & Gazebo. Our wifi is Starlink and reaches across all outbuildings! Note the entrance is monitored by a security camera. Extra guests must be approved in advance. No parties.

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, 10 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

Superhost
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
4.76 out of 5 average rating, 17 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.

Top Guest favourite
Tiny home in Perth
4.93 out of 5 average rating, 354 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!

Guest favourite
Home in Lansdowne
5 out of 5 average rating, 9 reviews

Thousand Islands Waterfront Home - Top Unit

A peaceful waterfront top unit rental house located at a marina on the St. Lawrence River in the 1000 Islands. The space is simple, comfortable, and perfect for a memorable getaway close to everything you would need! Enjoy direct river access, a beautiful patio view, a fire pit and bbq for evenings by the water, and lots of fun activities and tasty restaurants nearby!

Popular amenities for Wellesley Island holiday rentals