Holiday rentals 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, 183 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
The serene Black River is showcased with calm water reflecting trees and sky. Two white Adirondack chairs provide a comfortable spot for relaxation, positioned on a grassy bank alongside the river's edge. A peaceful view invites respite and nature appreciation.
Home in Watertown
4.85 out of 5 average rating, 137 reviews

Full House with Black River views and access

Relax with panoramic views of the Black River from the large raised deck or venture closer to the water with safe river access. The yard slopes down to a seating area and sea wall for shore fishing and ramp access for kayaks and canoes along this calm four mile section from Black River to Watertown which follows the Black River Trail. Location is super convenient on a quiet street off Route 3, five minutes from Watertown and five minutes from Fort Drum. The Black River Drive-In is down street

Top guest favourite
An outdoor pool area is showcased, surrounded by well-maintained greenery and tall conifer trees. A sun deck with wooden steps leads to the pool's edge, which is framed by potted plants featuring vibrant flowers. Comfortable seating can be seen in the background.
Flat in Watertown
4.89 out of 5 average rating, 123 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

Guest favourite
The open concept space features a queen-sized bed with decorative pillows, positioned against a patterned wall hanging. A dining nook with a small table is present, accompanied by a kitchenette and a vibrant area rug. Natural light floods the room through large windows.
Flat in Leeds and the Thousand Islands
4.93 out of 5 average rating, 45 reviews

Cozy Getaway in the Heart of the 1000 Islands

Welcome ! This properties location couldn't be better to experience the 1000 Islands and all of its glory. The St. Lawrence River, National Parks , 1000 Island Boat Cruises , beaches, a 37 km bike path, scenic drives, waterfront restaurants and many quaint communities in between are all a short drive away. Spend your days lounging on the beach, exploring historic castles on islands, renting canoes, kayaks, sea-doos or boats, fishing, biking , golf, hiking , antiqueing and sampling local beer

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
4.97 out of 5 average rating, 157 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

Top guest favourite
The exterior entrance features a set of steps leading to a white front door, flanked by large windows for natural light. The surrounding area displays a small garden with greenery and flowers, contributing to a welcoming approach.
Flat in Redwood
4.93 out of 5 average rating, 175 reviews

A Simple Roof

THIS IS NOT A VACATION HOME. Self-check-in/check-out. Old-fashioned, rustic apartment, painted wood floors, full kitchen, mud room, screened porch; boat/ATV parking; tent space. Ready for year-round outdoor sports, fishing, boating, biking, family camping trips. Near 1000 Islands, several lakes/waterways, 5 room apartment is one side of host duplex, 3 private entrances. King bed, 1 twin upstairs, 2 folding cots. Bathroom downstairs. WIFI; FireTV, HDMI cord provided; TVs w/DVD. RED box nearby.

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.
Home in Clayton
4.72 out of 5 average rating, 267 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.

Top guest favourite
Flat in Clayton
4.96 out of 5 average rating, 57 reviews

Cute & Cozy 1 Bedroom Apt - Village of Clayton

This cute and cozy 1 Bedroom, 2-Story 450 square foot apartment is located in the Village of Clayton just a half a block from the St. Lawrence River, Antique Boat Museum, public boat ramp and Wood Boat Brewery. Enjoy easy walking access to everything from this perfectly located home base. We are only 4 blocks from Riverside Drive where you'll find restaurants, unique boutique shops, and the Riverwalk. The owner lives on premises in the other half of the house.

Top guest favourite
A charming cottage exterior is framed by lush greenery. A metal roof and blue wooden siding complement the three front windows and central door, while orange daylilies add a pop of color to the surrounding garden. The front porch features steps leading to the entrance.
Cottage in Leeds and the Thousand Islands
4.97 out of 5 average rating, 391 reviews

Lyncreek Cottage

Lyncreek Cottage is open year round. it sits on private property on Lyndhurst river in Lyndhurst, Ontario. Observe various types of waterfowl or enjoy the sound of our meandering river as it flows into Lyndhurst Lake. This is all part of the natural surroundings in your own private cottage. A great place to stay if you are travelling through the area or while enjoying all the area has to offer including excellent fishing, paddling and hiking area trails.

Top guest favourite
A modern kitchen area features a wooden island with a bowl of fruit at its center. White dining chairs surround a circular table. Exposed wooden beams enhance the ceiling, and stainless-steel appliances are neatly arranged. Light reflects off tiled backsplashes, creating a bright and inviting space.
Farm stay in Battersea
5 out of 5 average rating, 285 reviews

Soul Horse and Nature Retreat

The one-bedroom studio is a newly renovated abode in a century-old barn. It was created with the intention that guests will have the experience of peace and calm. All natural materials, right down to the organic latex bed and soft cotton sheets. Warm in the winter, cool in the summer, light-filled year-round.

Guest favourite
A cozy living area is surrounded by warm wooden walls, featuring a large, cushioned sectional sofa adorned with decorative pillows. A small coffee table sits in front, topped with a book. Natural light filters through the windows, illuminating the inviting space.
Cottage in Clayton
4.89 out of 5 average rating, 132 reviews

Cozy Cottage Rental w/ Beach, Fire Pit & WiFi

This super cute cottage is located on the St. Lawrence River! We are in Spicer Bay which is halfway between Clayton and Fishers Landing, NY. You will have a view of Spicer Bay which is off the main channel. (Unfortunately, you can't see big ships going by).

Top guest favourite
An open cabin space is shown, featuring a cozy futon and a kitchenette with a microwave and sink. A partition separates the sleeping area, which contains two full-size beds with single bunk beds above them. Natural light filters through the windows adorned with checkered curtains.
Farm stay in Evans Mills
4.95 out of 5 average rating, 166 reviews

Country Cousins Farm cabin

Country Cousins Farm is a small family dairy farm and we love to host guests in our cabin! Enjoy the sights and sounds of a rural setting. If you are interested, you can "help" with chores on our farm! Or you can tour the 1000 Islands region.

Popular amenities for Orleans holiday rentals

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