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, 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
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, 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 dining area is depicted with a round wooden table set for four. Light gray chairs surround the table, complemented by decorative placemats. A woven light fixture hangs above, and a door with a window allows natural light to enter. A small closet and a wall-mounted plant holder are visible.
Home in Kingston
4.98 out of 5 average rating, 152 reviews

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

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, 168 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.
Flat in Watertown
4.98 out of 5 average rating, 271 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.
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
4.73 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 welcoming living room features a large sectional couch facing a 70-inch TV mounted on the wall. Light streams through several windows, illuminating the space. A cozy entrance area is visible, along with decorative hooks and a potted plant enhancing the atmosphere.
Flat in Watertown
4.94 out of 5 average rating, 349 reviews

Cozy Apartment with No cleaning fee

Simple elegant space that can comfortably accommodate five adults. Two bedrooms one with a king bed and other with a twin size day bed with trundle twin bed slide in , and large deep couch. Each room has a TV. This unit is in the second floor, with a parking area for two cars, washer, dryer and 70" tv in living room. We are located ten minutes away from Fort Drum and most local attractions. Please do not leave pets unattended Pet fee $30 per pet limit 2 non-refundable

Guest favourite
A cozy bedroom features a double bed with a decorative blanket, accompanied by bedside tables. Natural light enters through the window, illuminating the room. A door leads to the outside, enhancing the space's brightness.
Flat in Queens
4.82 out of 5 average rating, 178 reviews

Bachelor Apt close to Queen's/Downtown Kingston

This third-floor apartment is VERY close to Queen’s University as well as Lake Ontario and historic downtown Kingston. The private, third-floor entrance is at the back of the house and at the top of two flights of outdoor, narrow, metal stairs (the original fire escape). The homeowners live on the first two floors. Making this the ideal space for someone looking for a quiet space close to Queen's and downtown Kingston. No parking provided. It has air conditioning.

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, 400 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.

Guest favourite
A cozy sleeping area is highlighted by a spacious bed covered with a light blue blanket. Natural light enters through large windows adorned with tied-back curtains, revealing a view of a green outdoor space. A piece of contemporary wall art adds a colorful touch.
Guest suite in Kingston
4.81 out of 5 average rating, 245 reviews

Private Suite near Skeleton Park

Sunny private suite 700 m from the downtown hub with separate entrance & 3-piece bath overlooking back courtyard. Entire space & amenities in ONE ROOM. FREE 2nd guest FREE high-speed wifi FREE coffee & teas FREE filtered water FREE (shared) parking No special cleaning by guests. Walk to hospitals & grocery or take-out. Sit in the private sunny courtyard & train chickadees to eat from your hand. No house access. City STR license # LCRL20210000518

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.

Popular amenities for Orleans holiday rentals

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