Vacation rentals in Orleans

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Top-rated vacation rentals in Orleans

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Top guest favorite
Cottage in Clayton
5 out of 5 average rating, 70 reviews

Steps from the River!

Relax at this fully renovated 1,000-sq-ft cottage across from Round Island. This bright & inviting retreat features 2 bedrooms, a great room with high ceilings, dining area, deck and boat house. Comfort and convenience come together with central A/C, new hardwood floors, high-speed WiFi, W/D (in garage) and asphalt driveway for easy parking. Minutes from downtown Clayton's shops, dining and boat tours. An ideal summer escape with modern amenities at a prime location. Now renting by the week.

Top guest favorite
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, 24 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 favorite
A comfortably furnished living area features a gray sofa and armchairs, with natural light streaming through three windows. A coffee table rests on a textured rug, complemented by a small indoor plant and framed artwork hanging on the wall.
Condo in Clayton
4.98 out of 5 average rating, 110 reviews

Cozy Boutique Condo in Historic McKinley Building

Lily Pad is the perfect vacation rental for two, in historic downtown Clayton! This “urban” zen–gem is one block from the River and the new River Walk. Walk everywhere - to restaurants ,parks, shops and museums. This 2nd story hide-away is nestled between River Yoga, Porch and Paddle, and River Rat Cheese. Off-street private parking. One bedroom, one bath queen with air-conditioning and River summer breezes. We use all-natural, organic cleaning supplies and home products whenever possible.

Top guest favorite
Home in Gananoque
5 out of 5 average rating, 25 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 favorite
A spacious sleeping area is highlighted by a king-size bed with a wooden frame and neutral bedding. Natural light enters through a nearby window, illuminating light-colored walls and modern decor. A round mirror and a small bench add functionality, enhancing the overall welcoming environment.
Apartment in Clayton
5 out of 5 average rating, 36 reviews

Island Bayside Seabreeze Suite

Enjoy exploring Charming Clayton and the 1000 Islands at in our newest remodeled Seabreeze themed suite, Waterfront to our bay, outfitted with modern amenities and upscale details from king size bed to walk in tile shower! Complete with Kitchenette supplied with all the essentials and pull out sofa bed great for a 3rd guest! Our well insulated unit features a Smart Tv with streaming, fast WiFi, instant hot water and central location, with dockage available(add on) for Boats and fishing!

Guest favorite
Home in Fishers Landing
4.89 out of 5 average rating, 19 reviews

SLR River Retreat Waterfront Cottage

Escape to our family-friendly 2-bd, 1-ba cottage in Fisher's Landing, the heart of the 1000 Islands! Perfect for up to 6 guests, it offers a full bed, full/twin bunk bed, and a comfy sleeper sofa. Enjoy a fully equipped kitchen, cozy living space, and scenic outdoor deck. Relax by the fire pit or explore the river with semi-private water access. Close to local attractions, hiking, and boating. Access to dock/kayak rental, rock and sand beach with basketball and tennis courts nearby.

Top guest favorite
A clear view of the expansive blue water of the Thousand Islands is captured under a bright blue sky. Several small islands can be seen in the distance, creating a serene landscape that highlights the beauty of the surrounding environment.
Apartment in Clayton
4.92 out of 5 average rating, 79 reviews

Charming Downtown 2nd Floor Walk-up River View

Welcome to Clayton, one of the most sought after summertime destinations in Northern New York. This beautiful and charming 1 bedroom apartment is located in Downtown Clayton. It is a second floor walk-up with Majestic views of the Thousand Islands which can bee seen from your private balcony. The apartment is fully equipped with all the comforts of home. You are walking distance from several shops, galleries and restaurants and only 1 mile from a Grocery store and gas stations.

Top guest favorite
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, 137 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
Home in Clayton
5 out of 5 average rating, 32 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 favorite
Two separate homes are situated on a spacious, grassy area. The main house features a welcoming front porch with white railings, while the smaller cottage stands nearby. A clear path connects the two properties, surrounded by open landscape and distant buildings.
Home in Clayton
5 out of 5 average rating, 20 reviews

River & Charm: 2 Homes, on 10 Acres Near Clayton

Getaway to the 1000 Islands with the whole crew! Sitting on 10 acres of land this property features two homes with plenty of room. Enjoy your morning coffee on one of the porches and evening cocktail under the carport with outdoor games. Choose any bed out of the 4 bedrooms and you're bound to be well rested for the next day out on the river. This is the perfect spot for anyone looking for the amenities of home but quick access to all the river as to offer.

Top guest favorite
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
4.98 out of 5 average rating, 91 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 favorite
Cottage in Gananoque
4.91 out of 5 average rating, 101 reviews

Private Island on the St. Lawrence River

Stunning 360 degree views of the majestic St. Lawrence River. This tiny, basic cottage is accessible only by boat and offers an 80’ concrete dock. Incredible sunrises and sunsets. No wifi but excellent cell service. Cottage is basic but views are fantastic. Scorpion Island is a unique experience in the heart of the 1000 Islands just east of Gananoque. Available May - September only. For a water taxi, message us.

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