Holiday rentals in Island 5

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Top-rated holiday rentals in Island 5

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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
4.96 out of 5 average rating, 201 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
Home in Gananoque
5 out of 5 average rating, 20 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.

Guest favourite
Home in Gananoque
4.73 out of 5 average rating, 122 reviews

1000 Islands Peninsula Getaway

Welcome to the gateway of the world! Located in the beautiful Thousand Islands and a 3 minute drive downtown Gananouqe and a 20 minute drive to downtown Kingston, you are fully surrounded by the beautiful St Lawrence River. This cottage is perfectly located for you and your friends and family to enjoy. With its extra large windows this luxury but homey cottage was designed for star gazing and watching the sunset from the comfort off the living room or its beautiful 10 foot kitchen island.

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
4.93 out of 5 average rating, 240 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
An evening view of the cabin's entrance is lit by soft outdoor lighting. A welcoming porch features a wooden railing and decorative elements, while plants surround the steps. The structure has large glass windows, allowing a glimpse of the interior ambiance.
Farm stay in Newburgh
5 out of 5 average rating, 126 reviews

Escape Goat Hideaway at Barking Goat Farms

“Glamping” at its best. Come experience an off grid all season cabin, tucked away in a very private location at Barking Goat Farms, between Toronto and Ottawa. Enjoy your morning coffee on the lovely screened in porch and spend you evenings around the campfire star gazing amid the peaceful surroundings. Many local attractions to visit or just unplug and relax. Perfect for a couples romantic escape or a fun girls getaway. Enjoy a complimentary meet and greet with our goats and donkeys

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.
Guest house in Chaumont
4.99 out of 5 average rating, 132 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 waterfront cottage is situated directly on the St. Lawrence River, showcasing large windows that provide expansive views of the water. A boat dock extends from the property, with a clear sky above and lush greenery lining the opposite shore.
Cottage in Gananoque
4.77 out of 5 average rating, 61 reviews

A 1000 Island Waterfront Cottage Dock & Parking

Beautiful waterfront cottage in the 1000 Islands on the St Lawrence river. Includes 3 free parking spaces on site .Feels like you are on one of the Islands but have car access and 40 ft Boat Dock .Boat launch area 5 minutes away. Great fishing area right from the cottage dock .Minutes from Town of Gananoque and Kingston . Public beach 1 minute walk . Lots of windows and Panoramic views . Kick back and relax in this calm, stylish space and stare at the awesome sunsets.

Top guest favourite
A historical stone structure with Gothic architectural features is framed by lush greenery and colorful flower beds. The building is highlighted by soft evening light under a vibrant sunset sky, creating a serene backdrop for the peaceful surroundings.
Home in Chaumont
4.99 out of 5 average rating, 86 reviews

The Chez Heron. A small gothic castle in Chaumont

The Chez Heron was built in 1872 out of local limestone and was made to resemble a small Gothic castle. It is nationally registered as a historical structure. It is set up for 1 couple looking for a peaceful getaway. Full kitchen. We will have a bottle of champagne chilling for you .We have an outside Hot Tub and Fire area for you to relax and enjoy. Located within the vilage of Chaumont and walking distance to several local businesses.

Guest favourite
An aerial view of a property positioned beside the expansive St. Lawrence River. The vibrant landscape features lush green fields and trees, with autumn colors visible. The layout includes a winding road and buildings, offering a sense of solitude and natural beauty.
Cottage in Gananoque
4.91 out of 5 average rating, 213 reviews

Bunkie on Howe Island

Howe Island Bunkie: Enjoy the Thousand Isands on the St Lawrence River in a private bunkie. Cabin sleeps 2 with separate bathroom. Property includes kayaks , peddle boat, canoe, firepit (wood provided), corn-hole game, etc. Cabin has electricity, fan/heater, mini-fridge, microwave, kettle, tea, coffee (Keurig), dishes, bedding/towels provided and propane BBQ. Just bring your food, special beverages, and relax. Pets stay free.

Top guest favourite
A spacious dining area is showcased, featuring a long wooden table with intricate carvings. A chandelier hangs from a green ceiling above. The room is illuminated by natural light from large windows, revealing exposed brick walls and a cozy seating area in the background.
Home in Kingston
4.91 out of 5 average rating, 190 reviews

Victorian Boutique Apartment-Steps from Lakeshore!

Enjoy the elegance of a by-gone era while staying in this stunning Victorian loft, located on a quiet leafy boulevard in the heart of Kingston’s most historic and architecturally eclectic neighborhood! Beautifully decorated and featuring a bright vaulted grand living room with a tin clad mezzanine supported on original exposed beam, exposed brick, period furniture, and a stunningly unique black-and-white tiled bathroom.

Guest favourite
A well-equipped kitchen area is featured, showcasing modern appliances including a gas stove and refrigerator. An island with a wooden countertop and metal legs provides ample space for food preparation. Natural light streams in through the window, illuminating the neutral-toned cabinetry and backsplash.
Cottage in Gananoque
4.88 out of 5 average rating, 80 reviews

Island Recharge: 2 BDRM waterfront cottage

1000 Islands waterfront! Charming cottage with dock. Fishing, boat rides, bonfires, swimming & outdoor activity. Access is by ferry; Grocery store, banks, shops, public beach with splash pad & park in Gan. Great for families! Pack'n'Play (playpen) may be available if needed, just ask. Owners live next door so boat tours & fishing getaways can be arranged ($100). Book your stay to unwind & relax in solitude.

Top guest favourite
The charming exterior of McIntosh Castle is illuminated by warm lights emanating from the windows, highlighting the unique stonework and architectural details. The castle's turrets reach towards the night sky, surrounded by mature trees, creating an enchanting and historic atmosphere.
Castle in Kingston
5 out of 5 average rating, 35 reviews

McIntosh Castle near downtown Kingston

Experience the grandeur of Kingston’s fairy-tale “McIntosh Castle”; a one-of-a-kind property. For the first time in its history, you have the opportunity to experience luxury living in this charming abode. The petite one-and-a-half-storey castle was built in 1852 by Scottish shipowner Donald McIntosh and was lovingly restored in 2023 by local heritage carpenter, Peter Reid.

Popular amenities for Island 5 holiday rentals

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