Holiday houses in Orleans

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Top-rated holiday rentals in Orleans

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Guest favourite
A newly remodeled waterfront cottage is presented, featuring a blue exterior and a wooden deck leading to the entrance. A large green lawn surrounds the cottage, bordered by trees, creating a serene outdoor space. The nearby waterway is hinted at in the background.
Cottage in Clayton
4.89 out of 5 average rating, 184 reviews

The Island Bay Waterfront Cottage

We welcome you to the Island Bay Cottage! Come enjoy your stay in our fully brand new remodeled waterfront cottage right outside the gorgeous town of 1000Islands Clayton NY! We’ve set up our wonderful place with all the creature comforts of home for our friends, family and guests to come in, plop down and feel right at Bay! Full kitchen with all essentials Huge living room (equipped with even a massage recliner!!) Free Wi-Fi, Fire smart TV, washer/dryer brand new A/C Large Patio area to relax!

Top Guest favourite
An aerial view captures a single-story house next to a serene river, surrounded by lush green grass and tall reeds. A wooden deck extends from the house, leading to a private dock, which provides easy river access.
Home in Clayton
5 out of 5 average rating, 22 reviews

River Time

Relax with the whole family at this peaceful place to stay. River Time sleeps six and has an open concept main living area. Nature and tranquility abound with water views from every window. From relaxing on the huge wrap around porch to fishing on the dock or swinging in the hammock, the property will provide restorative comfort. There is wonderful natural light throughout the house. Located directly on Blind Bay in Clayton we are 7 min from the village of Clayton and 13 min to Alexandria Bay.

Top Guest favourite
Cottage in Clayton
5 out of 5 average rating, 67 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.

Guest favourite
Home in Gananoque
4.73 out of 5 average rating, 101 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
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
The exterior of the home showcases a two-story structure with a light-colored siding and prominent windows. A large front deck features white railings, surrounded by a spacious lawn and mature trees, offering a serene atmosphere. Clear blue skies provide a bright backdrop.
Home in Alexandria Bay
4.96 out of 5 average rating, 92 reviews

Swan’s Nest

Swan’s Nest is nestled between the American narrows portion of the main channel of the St. Lawrence River and peaceful Swan Bay. This 4 bedroom/3 full bathroom home features a gorgeous floor-to-ceiling river stone gas fireplace as the focal point of the main floor, as well as a fully stocked kitchen and king master suite. Downstairs is a cozy sun room with a fireplace, and an Irish pub style bar room. To the rear, double decks overlook the wide lawn and waterfront access to Swan Bay.

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.
Guesthouse in Chaumont
4.99 out of 5 average rating, 124 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 favourite
Home in Clayton
5 out of 5 average rating, 29 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 favourite
Cabin in Carthage
5 out of 5 average rating, 12 reviews

Carthage Cabin Getaway

Want to be walking distance from town but still feel like you’re in the woods? Want the amenities of home while you’re away from home? Look no further! Right on the edge of West Carthage (Champion) mostly surrounded by woods and farmland you’ll find this cabin still within a half mile of two grocery stores, two gas stations, and three fast food places. Also less than 8 miles from the airfield gate for anyone looking to visit Ft Drum and roughly 20 mins to Watertown.

Guest favourite
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, 15 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 favourite
The exterior of a single-story house is shown, featuring a fenced yard with a manicured lawn. A circular firepit is surrounded by several chairs in a cozy arrangement. A spacious deck is accessible from the house, offering additional seating alongside the lush greenery.
Home in Clayton
4.96 out of 5 average rating, 92 reviews

Comfy home with great river view. Pets considered.

My place is close to The St. Lawrence River between Alexandria Bay, NY and Clayton, NY, family oriented activities, wineries, shopping, dining, golfing, a short drive to Canada. You’ll love my place because of the great neighborhood with stunning views of the St. Lawrence River. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Additional charge for pets and dock usage.

Guest favourite
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 Orleans holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Jefferson County
  5. Orleans