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, 128 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, 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
Cabin in Leeds and the Thousand Islands
4.89 out of 5 average rating, 129 reviews

A-frame Cottage Lakeside, Charleston lake

Welcome to Minnow Cottage, the perfect place to enjoy the lake and nature, spend quality time with loved ones, and relax and recharge! Imagine peaceful mornings on the deck with coffee serenaded by the lake's loons. Swim in one of the clearest lakes in Ontario. Explore the lake on our kayaks, paddleboards and canoe. Bring your fishing gear for some excellent fishing. Savour cozy evenings around the firepit, creating lasting memories under starlit skies. Your lakeside getaway awaits!

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, 351 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

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, 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
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 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, 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
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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  4. Jefferson County
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