Holiday rentals in Orleans

5.0 out of 5 average rating, 71 reviews

Cottage in Clayton

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.

FamilyLocationWalkability

5.0 out of 5 average rating, 27 reviews

Home in Gananoque

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.

LocationFamilyBathroom

The cottage stands prominently by the water's edge, with a spacious wrap-around porch adorned in festive bunting. A floating platform anchored nearby features lounging areas. The surrounding calm water reflects the clear blue sky, enhancing the peaceful ambiance of the property.

5.0 out of 5 average rating, 9 reviews

Grenell Island, Thousands Islands on St Lawerence

Enjoy the majestic Thousand Islands on the St Lawerence River. Our home, named “Twin Peaks” was built in 1890, relocated to Grenell Island in 1920 and has been lovingly restored for today’s conveniences. Knowledge of the river and life on an island is crucial to your stay. Navigating the seaway & island life is not for the faint of heart! Having your own boat is necessary for getting anywhere! Our cottage faces the main channel for excellent ship watching and has water views from every room!

FamilyLocationOutdoor spaces

4.69 out of 5 average rating, 143 reviews

Home in Gananoque

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.

LocationValueLayout

Guest favourite

4.96 out of 5 average rating, 197 reviews

Hidden Gem! 1/2 of Duplex in the Heart of Downtown

Charming 3 BR, 2.5B duplex located just steps from the St. Lawrence River & Riverside Drive with guests vacation needs in mind! Pet friendly, two floor duplex home. Perfect for couples, families, or a small group. Guests will be staying in the front left hand side of home (230). - The duplex is separated down the center by a concrete wall and has separate back door entrance with private back porch. Front door entrance shares an entry way with 228 unit (hosts residence when in the area).

ValueFamilySleep quality

Guest favourite

The exterior of the home features a welcoming porch with large windows. Flowering plants, including yellow lilies and red blooms, line the garden bed, adding color to the landscape. A pathway leads to the door, framed by greenery and a blue railing.

4.72 out of 5 average rating, 287 reviews

Thousand Island Clayton Home Pet Friendly & Quiet

This home is located in Clayton, NY in The Thousand Islands. It resides on 11 acres bordering The French Creek situated on The St. Lawrence River. One mile to historic downtown Clayton. Spacious back deck. This is a pet friendly home. New fenced in back yard. All new flooring. New paved driveway. New larger firepit. It is not directly on the River but it is about 1/4 away as the crow flies. It is very close to downtown. About a 5-minute drive or a nice, 20-minute walk. Level 2 EV charger.

FamilyLocationAccess

Cabin in Wellesley Island

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.

5.0 out of 5 average rating, 30 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!

ValueLocationRiver

4.96 out of 5 average rating, 100 reviews

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

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.

ValueLocationLayout

Townhouse in Alexandria Bay

A multi-story townhouse located along the waterfront features multiple balconies overlooking the St. Lawrence River. The building is flanked by other structures, and two boats are docked at the private pier, which is equipped with seating for relaxation.

4.97 out of 5 average rating, 60 reviews

Downtown A-Bay getaway right on the St. Lawrence

If you are looking for a place to get away from reality, this is the place to stay! Located close to Downtown Alex Bay, right on the St. Lawrence River w/21ft of dock for your boat. Park your car and walk to the bars and restaurants. Not far from state parks and wineries. Our home has 2 balconies and a dock to hangout on. It comes with all the amenities you will need for your vacation! It is the end townhouse on the right side. Parking for 4 sedans and additional parking close.

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 34 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.

LocationFamilyAmenities

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.