Holiday houses in Orleans

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Top-rated holiday rentals in Orleans

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Guest favourite
A spacious screened-in porch features comfortable seating with a neutral-colored chair. Natural light filters through large screens, providing views of the surrounding greenery and a gravel path leading away from the cabin.
Cabin in Wellesley Island
4.94 out of 5 average rating, 18 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 favourite
A bright living area features two comfortable armchairs positioned near large triangular windows overlooking the serene water. Sunlight reflects off the surface of the St Lawrence River, creating a tranquil ambiance. A cozy ottoman and a throw blanket are also visible, adding to the inviting setup.
Home in Wolfe Island
5 out of 5 average rating, 27 reviews

Sunset Cottage

Forget your worries in this spacious and serene space. Enjoy all the majesty of the St Lawrence River with water views from every window. Master bedroom has 1 king bed and ensuite with view of the river. Second room has 1 king bed with ensuite and two windows that capture the sunrise. Spectacular sunsets will take your breath away daily . Clean clear water invites you to swim, canoe, kayak or simply float . Notice the herron flying low, swans in the bay, and eagles keeping watch from a tree .

Top Guest favourite
A light-colored cottage is shown beside a tranquil body of water. A deck extends from the cottage, featuring a table and benches. Lush green grass borders the deck, while three potted plants are arranged in white wooden planters near the stairs, enhancing the outdoor setting.
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.

Top Guest favourite
A spacious wooden deck extends from the home, featuring a table and chairs for outdoor seating. Lush greenery frames the view of the shimmering blue Saint Lawrence River, with soft waves visible in the distance under a clear blue sky.
Cottage in Hammond
4.96 out of 5 average rating, 192 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

Guest favourite
A serene waterfront scene showcases the vibrant colors of sunset reflecting on the water. Silhouetted trees line the shore, framing a small green house amidst the tranquil landscape of the private island and surrounding waters.
Island in Clayton
4.85 out of 5 average rating, 137 reviews

Island Boat House - Fisher's Landing, NY

The Island Boat House is on a private 2 acre island in the 1000 Islands near Fisher's Landing, NY. You may bring or rent a boat, or we can provide rides in our boat for arrival and departure. This rustic & charming two br living space has a double & queen bed in the main room with a double bed in a separate room. An historic boathouse over the water, guests enjoy a private deck, with shower, dock & grill downstairs. Enjoy the majesty of the St. Lawrence River - fishing, swimming and sunsets!!

Top Guest favourite
Condo in Clayton
4.98 out of 5 average rating, 108 reviews

Cozy Boutique Condo in Historic McKinley Building

Lily Pad is the perfect vacation rental for two, in downtown historic 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.

Guest favourite
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 233 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
A scenic riverside view captures the vibrant autumn foliage, showcasing trees adorned in hues of orange, yellow, and green. The calm river reflects the surrounding landscape, while patches of grass line the water's edge, enhancing the peaceful, natural setting.
Guesthouse in Chaumont
4.99 out of 5 average rating, 127 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
The kitchen features light wood cabinetry and modern appliances, including a microwave and refrigerator. A spacious island with bar stools offers additional seating. Natural light floods the area through multiple windows, enhancing the wood-paneled walls and warm atmosphere.
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.

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, 83 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.

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.

Top Guest favourite
A serene waterfront scene is displayed, showcasing a calm lake reflecting colorful autumn foliage. Houses line the shore, with warm hues of orange and yellow visible. A dock extends into the water, accompanied by small boats and a quaint shed near the shore.
Apartment in Alexandria Bay
4.97 out of 5 average rating, 153 reviews

Riverside at Alexandria Bay (A)

This is one of two units that we have available on our property. Both are separate from our home and have kings sized beds. 200 sq ft room with full bath and kitchenette. Outside grill and space for up to 28 ft. boat. Parking for boat trailer as well. Property is directly on the river. View from room is restricted.

Popular amenities for Orleans holiday rentals

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  4. Jefferson County
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