Holiday houses 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, 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
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
4.86 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
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.
Apartment in Watertown
4.89 out of 5 average rating, 127 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.

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, 166 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
A light-filled living area features a sofa with decorative pillows and a plush, tufted coffee table. Natural wood flooring complements the neutral decor. A ceiling fan hangs overhead, and windows allow ample sunlight, enhancing the inviting space.
Apartment in Watertown
4.98 out of 5 average rating, 270 reviews

Stylish&Modern Apartment Near Fort Drum Watertown

Nice Apartment located only 10 minutes away from Fort Drum! This place beats any hotel stay! It’s in a centralized location, clean and stylish! For any tourist visiting any upstate New York attractions, or simply looking for home away from home, this is your place! There are 4 camera’s installed. One facing the driveway entrance, one facing each door entrance one facing the driveway. If you decided to book please mention if you'll have guest visiting and how many vehicle's you'll have.

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.
Apartment 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
4.73 out of 5 average rating, 271 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
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, 399 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 aerial view showcases a large, single-story house with a dark roof, surrounded by lush green fields and trees. A gravel driveway leads to the house, with space for parked vehicles visible. The property offers a sense of seclusion and natural beauty.
Guest suite in Gananoque
4.93 out of 5 average rating, 215 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.

Superhost
Home in Watertown
4.9 out of 5 average rating, 261 reviews

Apartment Watertown/No cleaning fee

Kick back and relax in this calm, stylish space. KING bed with TV in the room; living room 65" TV with surround sound. Bunk twin beds in the second bedroom . An office with a desk and chair in the 3rd room . Bar stool table seating for four. Also available : Fridge, stove, cook ware, glass ware, toaster, coffee maker and very comfy sofa.

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.
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

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