Vacation rentals in Wellesley Island

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Top-rated vacation rentals in Wellesley Island

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Guest favorite
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 favorite
The open concept space features a queen-sized bed with decorative pillows, positioned against a patterned wall hanging. A dining nook with a small table is present, accompanied by a kitchenette and a vibrant area rug. Natural light floods the room through large windows.
Apartment in Leeds and the Thousand Islands
4.94 out of 5 average rating, 49 reviews

Cozy Getaway in the Heart of the 1000 Islands

Welcome ! This properties location couldn't be better to experience the 1000 Islands and all of its glory. The St. Lawrence River, National Parks , 1000 Island Boat Cruises , beaches, a 37 km bike path, scenic drives, waterfront restaurants and many quaint communities in between are all a short drive away. Spend your days lounging on the beach, exploring historic castles on islands, renting canoes, kayaks, sea-doos or boats, fishing, biking , golf, hiking , antiqueing and sampling local beer

Top guest favorite
A dining area is depicted with a round wooden table set for four. Light gray chairs surround the table, complemented by decorative placemats. A woven light fixture hangs above, and a door with a window allows natural light to enter. A small closet and a wall-mounted plant holder are visible.
Home in Kingston
4.98 out of 5 average rating, 154 reviews

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Guest favorite
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
4.89 out of 5 average rating, 74 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 favorite
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, 170 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 favorite
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, 176 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 favorite
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 favorite
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 favorite
Cabin in Leeds and the Thousand Islands
4.89 out of 5 average rating, 129 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
A charming cottage exterior is framed by lush greenery. A metal roof and blue wooden siding complement the three front windows and central door, while orange daylilies add a pop of color to the surrounding garden. The front porch features steps leading to the entrance.
Cottage in Leeds and the Thousand Islands
4.97 out of 5 average rating, 402 reviews

Lyncreek Cottage

Lyncreek Cottage is open year round. it sits on private property on Lyndhurst river in Lyndhurst, Ontario. Observe various types of waterfowl or enjoy the sound of our meandering river as it flows into Lyndhurst Lake. This is all part of the natural surroundings in your own private cottage. A great place to stay if you are travelling through the area or while enjoying all the area has to offer including excellent fishing, paddling and hiking area trails.

Top guest favorite
The exterior of a cabin is presented, showcasing wooden siding adorned with climbing greenery. Large windows allow natural light to enter, with flower boxes situated beneath them. The structure is framed by trees, creating a harmonious blend with the natural surroundings.
Cabin in Verona
4.97 out of 5 average rating, 113 reviews

Place: Bright and Cozy Woodland Retreat

Custom-built year-round retreat in the Frontenac Arch, nestled in the woods—private, quiet, and steps to the lake for canoeing or SUP adventures. Relax on the deck under the stars or soak in the hot tub after a day of adventure. Enjoy vaulted ceilings, soaring windows, a wood stove, outdoor fire pit, custom kitchen, heated floors, rain shower, clawfoot tub, and a bright open layout. 25 mins to Frontenac Provincial Park and 40 mins to Kingston.

Guest favorite
A spacious wooden deck is presented, featuring a table surrounded by six chairs. A hammock hangs nearby, and vibrant sunset colors can be seen through the trees in the background. The area is bordered by safety railings, ensuring a secure environment for guests.
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!

Popular amenities for Wellesley Island vacation rentals