Holiday rentals in Orleans

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Top-rated holiday rentals in Orleans

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Guest favourite
The interior of the cabin features wood-paneled walls and a ceiling, creating a warm ambiance. A cozy living area includes a sofa and a coffee table, complemented by a dining space with a round table set for six. Natural light filters through multiple windows.
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 spacious cottage is situated by the water's edge, featuring large windows and a landscaped yard with green grass. A private dock is visible, along with kayaks and a canoe lined up along the shoreline. Adirondack chairs are arranged in a seating area facing the river.
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 .

Guest favourite
The cottage's front is framed by a well-kept lawn, featuring a picnic table with a large umbrella and a concrete base. Two kayaks are positioned nearby, indicating readiness for water activities. The two-story structure displays a welcoming porch with steps leading to the entrance.
Home in Clayton
4.71 out of 5 average rating, 65 reviews

Historic Rustic Waterfront Cottage on US Mainland

Disconnect from it all at this rustic river cottage overlooking historic Round Island and boasting spectacular River sunset views. Welcoming boats up to 25 feet with dedicated docking, perfect for the outdoors enthusiast and River lover. Two bedrooms & a loft offer ample room to enjoy summer nights on the water and all The Islands have to offer from a convenient mainland location. Fish at the dock, launch kayaks, grill. Television & WiFi for your own streaming services. Cable not provided.

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.

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, 194 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 charming boathouse features a light-colored exterior with a prominent weather vane and a wooden sign. Two red chairs are positioned on the deck, overlooking the serene waters. A backdrop of trees and a blue sky with scattered clouds enhances the rustic setting.
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
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, 16 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 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, 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!

Guest favourite
Gentle waves ripple across the expansive body of water, reflecting the bright blue sky. In the background, a small island can be seen dotted with trees, showcasing a vibrant autumn palette. A smooth concrete pathway leads to the water’s edge.
Flat in Clayton
4.84 out of 5 average rating, 68 reviews

Charming Downton 3rd 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 third 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 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.

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 large cargo ship is visible navigating through calm waters, surrounded by autumn foliage. A wooden dock extends into the water, with several posts visible along the shoreline. The scene captures the serene landscape, reflecting a peaceful waterfront atmosphere.
Flat 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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  2. United States
  3. New York
  4. Jefferson County
  5. Orleans