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
4.88 out of 5 average rating, 181 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.
Apartment in Watertown
4.88 out of 5 average rating, 120 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 well-lit living area features a dark upholstered sofa with contrasting trim and a matching ottoman, accompanied by a patterned accent chair. Large windows allow natural light to fill the space, while a piece of abstract art adds a splash of color to the neutral walls.
Apartment in Watertown
4.99 out of 5 average rating, 138 reviews

Arley's Place Modern & Stylish near Fort Drum, 251

New updated pictures coming soon!! Enjoy a stylish experience at this centrally-located place. 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 & one front

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, 148 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.
Apartment in Redwood
4.93 out of 5 average rating, 171 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.

Top Guest favourite
An outdoor dining area is set with plates and glasses, accompanied by bottles of wine. Sunlight casts a warm glow over the scene, highlighting the view of the lake and surrounding reeds, while the wooden deck provides a spacious area for gatherings.
Guest suite in Addison
4.98 out of 5 average rating, 104 reviews

Lamb's Pond Retreat and Sauna

Enjoy a private retreat experience. Private entrance to bedroom suite/sitting area complete with spa-like bathroom. Entrance foyer provides basic meal prep area with small convection oven and one pot induction burner. Bedroom/sitting area includes bar fridge, microwave, kettle,coffee maker, teas and coffee. Shared chest freezer also available. BBQ and outdoor kitchen wash up area near accommodation. Conplime Access to 18 acres of private property which includes trails, lounging

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.
Apartment in Watertown
4.94 out of 5 average rating, 347 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.
Guesthouse 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!

Guest favourite
Home in Adams Center
4.85 out of 5 average rating, 115 reviews

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

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, 381 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
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, 122 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
A comfortable living room is presented, featuring a large dark leather sofa with a cozy throw draped over it. A medium-sized coffee table is positioned in front. A flat-screen television rests on a stand, and natural light enters through a window adorned with light curtains.
Home in Calcium
4.83 out of 5 average rating, 209 reviews

Journey's Retreat~1/2 mile from Fort Drum

Enjoy the comforts of home right outside Fort Drum's main gate. Visit with loved ones and cook meals. Right in the middle of shopping and restaurants. Park in the garage. Pack light and use the washer/dryer. Linens provided. Automated check-in. Professionally cleaned! Spacious, comfortable, and relaxing.

Popular amenities for Orleans holiday rentals

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