Holiday rentals in Orleans

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Top-rated holiday rentals in Orleans

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Guest favourite
A bright, newly remodeled cottage is presented, featuring a turquoise exterior with wood accents. A cozy porch with a wooden railing is visible, leading to a pathway set in a landscaped yard. Large windows allow natural light to fill the interior, enhancing the inviting feel.
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
Home in Watertown
4.86 out of 5 average rating, 138 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
Cottage in Hammond
4.97 out of 5 average rating, 173 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
Flat in Redwood
4.93 out of 5 average rating, 176 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, comfy couch for sleep. Bathroom downstairs. WIFI; FireTV, HDMI cord; TVs w/DVD.

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, 272 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.

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.

Top guest favourite
Guest house in Chaumont
4.99 out of 5 average rating, 123 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
Flat in Clayton
4.97 out of 5 average rating, 61 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, 404 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
An outdoor firepit area is featured, surrounded by a circular stone border. Two wooden benches are positioned on either side of the firepit, providing seating for guests. Lush greenery and shrubs are visible in the background, contributing to the tranquil setting.
Guest suite in Gananoque
4.93 out of 5 average rating, 216 reviews

Sheri's Place

Your home away from home is a short drive from downtown Gananoque situated on a 6 acre private property. We are approx. 5 minutes from Downtown Gananoque and 25 minutes from Downtown Kingston. Private entrance to ensure personal private space. Our space is not designed for more than 2 guests. Please Note: We have had a name change to match our reviews we were Country Retreat, now we are 'Sheri's Place' welcome to your home away from home.

Guest favourite
The exterior of a historic home is shown, featuring a light gray facade, a new metal roof, and large windows. A welcoming enclosed porch is visible at the front, surrounded by lush greenery and landscaping. A paved path leads to the entrance.
Townhouse in Clayton
4.97 out of 5 average rating, 124 reviews

Heron House (Bay side) Riverfront/Docking/Ramp

The historic, circa 1880’s Heron House vacation home is balanced on the edge of the village of Clayton, nestled in the protected French Bay harbor with breathtaking sunset views. Meticulously appointed, lovingly restored to its former, distinctive grandeur, and available for rent year-round. A short walking distance to all the village has to offer. From unique boutiques, the world-class Antique Boat Museum, fitness facilities, and River Yoga.

Top guest favourite
Cottage in Kingston
4.95 out of 5 average rating, 365 reviews

The Crows Nest Cozy River Cottage in Kingston

Welcome to The Crows Nest, our cozy waterfront cottage with your own private swimming dock (5 mins to Kingston!). Here you’ll find the simplicity of river life. It’s a real birders paradise and a great place for spotting wildlife like deer. Enjoy the cozy living space, private deck to enjoy magnificent sunrises and sunsets, and the special calm that is the St. Lawrence River in the heart of The 1000 Islands. License number LCRL20210000964.

Popular amenities for Orleans holiday rentals

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  2. United States
  3. New York
  4. Jefferson County
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