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
5 out of 5 average rating, 16 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
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
4.88 out of 5 average rating, 75 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.

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
4.97 out of 5 average rating, 175 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
The exterior entrance features a set of steps leading to a white front door, flanked by large windows for natural light. The surrounding area displays a small garden with greenery and flowers, contributing to a welcoming approach.
Apartment in Redwood
4.93 out of 5 average rating, 177 reviews

A Simple Roof

THIS IS NOT A VACATION HOME. Self-check-in/check-out. Old-fashioned, rustic apartment, painted wood floors, full kitchen, mud room, screened porch; boat/ATV parking; tent space. Ready for year-round outdoor sports, fishing, boating, biking, family camping trips. Near 1000 Islands, several lakes/waterways, 5 room apartment is one side of host duplex, 3 private entrances. King bed, 1 twin upstairs, 2 folding cots, comfy couch for sleep. Bathroom downstairs. WIFI; FireTV, HDMI cord; TVs w/DVD.

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
Home in Alexandria Bay
4.9 out of 5 average rating, 31 reviews

Otter Bay House

Discover the Otter Bay House, your waterfront escape nestled in the heart of Alexandria Bay. With just a few steps separating you from the serene bay waters, this recently renovated two-bedroom, one-bathroom haven is thoughtfully designed with a fully stocked kitchen to cozy furnishings, we've left no stone unturned to ensure your stay is convenient and memorable. The Otter Bay House is just a short walk away from the charming shops and delectable dining options of downtown Alexandria Bay.

Guest favourite
A cozy living area features a blue sofa and two wooden chairs, complemented by a small side table. Decorated with vintage skis mounted on the wall, soft lighting creates a warm environment. A door with a window provides access to the outdoors.
Apartment in Alexandria Bay
4.9 out of 5 average rating, 30 reviews

New downtown loft apartment #2

Newly renovated loft in the heart of downtown Alexandria Bay! Easy access to boat tours, shopping, restaurants, and all that the 1000 Islands has to offer! Located right next to Rotary Park and only steps from the Riverwalk and public gazebo. And Scenic View Park and the public beach are just down the street. The loft has everything you need for a comfortable stay. There is a grill and outdoor table for cookouts. There's even a record player and a collection of records to enjoy!

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
The cottage features a welcoming entrance with a covered porch supported by wooden beams. Bright blue siding contrasts with the stone accents. Potted plants adorn the porch area, while a gravel pathway leads to the side yard, surrounded by lush greenery.
Cottage in Gananoque
4.9 out of 5 average rating, 227 reviews

The Riverside Retreat | Beach, Kayaks, Fire Pit

Welcome to The Riverside Retreat, a peaceful 4-season cottage on the Gananoque River near the 1000 Islands. Enjoy a private sandy beach, screened gazebo, fire pit, kayaks, canoe, and stunning views. Inside, unwind in the vaulted great room, cook in the fully stocked kitchen, and sleep up to 10 in 3 cozy bedrooms. Ideal for families, fishing trips, or quiet getaways—just minutes from Gananoque, hiking trails, and year-round adventure. Pet-friendly too! Follow us on social!

Top Guest favourite
A single-story home is situated on a quiet street, surrounded by lush green landscaping. The house features a gray exterior with white trim, a welcoming front porch with steps, and large windows inviting natural light into the interior.
Home in Sunnyside
4.99 out of 5 average rating, 153 reviews

Central Kingston Urban Oasis

Enjoy a cozy home central to the downtown core of Kingston, available May to September. On a quiet street, you will be less than a 5 minute drive to Queen’s University, hospitals, and many attractions that Kingston offers. You will appreciate this peaceful setting that is so accessible to the main arteries. High speed Bell fibe internet available and Netflix. We are a short term rental licensed with the city of Kingston #LCRL20220000554.

Popular amenities for Wellesley Island holiday rentals