Wellesley Island vacation rentals

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Top-rated vacation rentals in Wellesley Island

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Guest favorite

A spacious screened-in porch features comfortable seating with a neutral-colored chair. Natural light filters through large screens, providing views of the surrounding greenery and a gravel path leading away from the cabin.

Cabin in Wellesley Island

5 out of 5 average rating, 12 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 favorite

A red house with white trim is positioned near the waterfront, accompanied by a lighthouse with a black top and a white base. The surrounding landscape features trees and a rocky shoreline, all bathed in soft, warm light of the setting sun.

Home in Wellesley Island

4.93 out of 5 average rating, 61 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.

Guest favorite

A serene view of the St. Lawrence River presents a lighthouse standing on a small island, surrounded by gentle waves. Lush greenery and rocky shoreline frame the image, while a quaint red building is visible nearby, evoking a peaceful maritime atmosphere.

Island in Clayton

4.84 out of 5 average rating, 127 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

An outdoor porch area features a wooden deck with a rectangular table surrounded by four chairs. Lush greenery borders the space, providing a natural backdrop. The expansive view of the water is visible beyond the railing, enhancing the serene setting.

Cottage in Hammond

4.97 out of 5 average rating, 120 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable a summer 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 summer season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together.

Top guest favorite

A wooden dock extends over calm water, featuring a pair of wooden chairs positioned at its end. A small blue float sits nearby, with a rocky shoreline visible in the foreground.

Cottage in Leeds and the Thousand Islands

4.93 out of 5 average rating, 214 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 favorite

Cabin in Leeds and the Thousand Islands

4.88 out of 5 average rating, 104 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

An outdoor pavilion is shown with a wooden roof supported by beams. Seating areas with chairs surround a central dining table. A grill is positioned nearby, and decorative lanterns add color. Views of greenery and the river are visible in the background.

Guesthouse in Chaumont

4.99 out of 5 average rating, 106 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!

Top guest favorite

A charming cottage stands along the shoreline, showcasing large glass windows and a varying color palette on the deck. Red and white lounge chairs are arranged on a concrete patio, leading to a set of steps descending into the water. Lush green trees frame the scene.

Home in Henderson

4.98 out of 5 average rating, 132 reviews

Lake front •Year round hot tub•Gorgeous sunsets

Nestled on beautiful Lake Ontario stands this beautiful year round cottage designed in and out to give you a luxurious lake vacation! Come inside and sit by the fire and enjoy the stunning views with waterfront deck complete with a New 8 person hot tub that is available year round, gas grill, smokeless fire pit, outdoor dining area with automatic awning & lounging area. We guarantee you will not want to leave! Only a 5.5 hour drive from NYC! Pet friendly 🐶

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

4.94 out of 5 average rating, 179 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!

Guest favorite

An outdoor firepit area is featured, surrounded by a circular stone border. Two wooden benches are positioned on either side of the firepit, providing seating for guests. Lush greenery and shrubs are visible in the background, contributing to the tranquil setting.

Guest suite in Gananoque

4.91 out of 5 average rating, 183 reviews

Sheri's Place

Your home away from home is a short drive from downtown Gananoque situated on a 6 acre private property. We are approx. 5 minutes from Downtown Gananoque and 25 minutes from Downtown Kingston. Private entrance to ensure personal private space. Our space is not designed for more than 2 guests. Please Note: We have had a name change to match our reviews we were Country Retreat, now we are 'Sheri's Place' welcome to your home away from home.

Top guest favorite

A panoramic view showcases the serene French Bay harbor, featuring several boats docked along the water. The vibrant green building stands prominently at the edge of the harbor, with surrounding vehicles and a clear blue sky enhancing the coastal scene.

Townhouse in Clayton

4.97 out of 5 average rating, 107 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.

Guest favorite

A two-story lodge is set beside a large pond, reflecting its structure and warm lights at dusk. Surrounded by greenery, the property features a spacious deck that faces the water, providing a serene atmosphere for relaxation.

Home in Redwood

4.91 out of 5 average rating, 134 reviews

The Guest House. Private BR, Bath & Family Room

The Guest House This private beautiful home sits on 50 acres of land with three ponds. The home was built in 2014. Sit out by the pond and enjoy the sound of the bull frogs. The lady of the house is a Reconnective healer and life coach. Sessions are available. We are 3 miles from Alexandria Bay and one mile from the St. Lawrence River. Very quiet, no neighbors. Great place to relax and get away.