Compare Vacation Rentals & Airbnb in Sleepy Hollow, NY

This Pleasantville family-friendly railway carriage, located a short walk from Pleasantville's shops, parks, and restaurants, offers easy access to NYC via the train station.
The three-bedroom, one-bathroom dwelling boasts a fully equipped kitchen, living room with fireplace, a bluestone patio, and parking for two cars, comfortably accommodating up to six guests.

This two-bedroom flat is located in Congers, just 40 kilometres from New York City and 56 kilometres from Woodbury Commons, offering easy access to Rockland Lake and Bear Mountain, both just minutes away. The surrounding area is peaceful and scenic, with stunning mountain and river views.
The flat has three bathrooms and can accommodate up to four guests. It comes with a fully equipped kitchen, air conditioning, a garden, parking for two cars, and internet access. Guests can enjoy a range of activities in the area, including hiking, biking, swimming, and picnicking.

This apartment is conveniently located in downtown White Plains, just a short distance from Manhattanville College and SUNY Purchase. Guests have praised its excellent location, cleanliness, and overall value. The apartment features a comfortable living space with a well-equipped kitchen and modern amenities. Guests can enjoy access to a swimming pool, fitness centre, and other on-site facilities, making it a great choice for travellers seeking a convenient and comfortable stay in White Plains.

This two-bedroom flat in Yonkers' Bryn Mawr district offers a peaceful residential setting, conveniently located within 8 kilometres of the Solomon R. Guggenheim Museum and the Bronx Zoo, and approximately 10 kilometres from Legoland Discovery Center Westchester.
This property accommodates up to 10 guests with two queen beds, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, complimentary on-site parking, and is pet-friendly, providing a comfortable private home experience close to transport, dining, and shops.

This family-friendly holiday home in Ossining is situated a 15-minute walk from Sing Sing Correctional Facility and a 12-minute walk from Old Croton Aqueduct State Park.
Boasting 398 square meters of living space, this accommodation accommodates up to 13 guests with 5 bedrooms and 4 bathrooms, featuring a private swimming pool, garden, billiards, and free Wi-Fi, with on-site covered parking and proximity to outdoor activities.

This Fairview property, a seven-bedroom, three-bathroom house, is situated 4.8 kilometres from White Plains city centre, 3.2 kilometres from the Bronx River Greenway, and offers easy access to New York City (51.5 kilometres away).
The 298 square metre dwelling boasts a spacious layout sleeping up to twelve guests, featuring a private patio, garden with gas grill, garage parking for four vehicles, plus Smart TVs, a washer/dryer, and complimentary toiletries.

This family-friendly house is located in Yonkers, a short drive from Hastings-on-Hudson and close to attractions like Untermyer Gardens Conservancy and the Hudson River Museum. The property has excellent user, location, and cleanliness ratings.
The house has three bedrooms and is 102 square metres in size. It offers a range of amenities including a swimming pool, tennis court, and a fully equipped kitchen, perfect for a comfortable and enjoyable stay.

This accessible studio apartment in Ossining, NY, provides a peaceful Hudson Valley retreat just a short distance from New York City, with proximity to historical sites such as Van Cortlandt Manor.
This studio offers a queen guestroom with an ADA-friendly roll-in shower, accommodating up to two guests with amenities including Wi-Fi, air conditioning, a fitness centre, sauna, and on-site dining options like Café 56.

This three-bedroom flat in Pleasantville offers convenient access to Captain Lawrence Brewing Company, Bowlero White Plains, and is a short drive to Rockefeller State Park Preserve and the Audubon Center.
This accommodation comfortably sleeps six guests and provides essential amenities including air conditioning and Wi-Fi, with easy access to family attractions such as the Westchester Skating Academy and Legoland Discovery Center Westchester.

This Fairview cottage is conveniently located within a 4.8km radius of Greenburgh Public Library, Westchester County Center, Pace University Law School, The Galleria at White Plains, and Blythedale Children's Hospital.
The self-catering property boasts a fully equipped kitchen with microwave and dishwasher, 2.5 bathrooms, a private balcony, garden, parking, and Wi-Fi; nearby attractions include an on-site arcade.

This Piermont apartment, near Tallman Mountain State Park and Palisades Interstate Park, offers easy access to Piermont's natural beauty and cultural attractions such as the Tarrytown Music Hall (a short drive away).
The self-catering flat features a private balcony overlooking mountain greenery, one bedroom, one bathroom, sleeps two guests, and includes WiFi, a kitchenette, and parking.

This Pleasantville castle, a former speakeasy, is conveniently located a short walk from restaurants, a farmer's market, and a yoga studio, and within 1.6km of Rockefeller State Park and 3.2km of Stone Barns Center for Food and Agriculture.
This 372 square metre property boasts four bedrooms, four bathrooms, and accommodates up to ten guests, featuring a chef's kitchen, wood-burning fireplace, spa, terrace, garden, and parking, alongside easy access to hiking trails in Graham Hills Park and a 50-minute train journey to Grand Central Terminal in New York City.

This two-storey stone-faced mansion, a spacious first-floor flat in Pleasantville, is located within easy walking distance of boutiques, cafes, and the Jacob Burns Film Centre, with the Metro-North station offering a 80-kilometre train journey to London. This property accommodates up to four guests and features three bedrooms, one bathroom, a modern kitchen with a fridge, freezer, microwave oven, and dishwasher, air conditioning, a garden, and in-unit laundry facilities, with a covered front porch for outdoor relaxation.

This White Plains apartment is ideally situated near the Galleria Mall, White Plains Hospital, and Westchester County Centre, all within a 2.4km radius, offering easy access to the Metro-North station for a quick commute to New York City.
The 93 square metre flat features three bedrooms, two bathrooms, and sleeps five guests comfortably, boasting a fully equipped kitchen, fitness centre access, swimming pool, and concierge service.

This three-bedroom, two-bathroom flat in White Plains, conveniently situated within 2 kilometres of cultural sites such as the Westchester Broadway Theatre and Rockefeller Archive Center, offers ample space for up to 16 guests.
This White Plains rental, ideal for large groups and families, features five queen beds, a dedicated game room, free on-site parking, and a fully equipped kitchen, ensuring a comfortable and entertaining stay for all.

This 6000 sq ft estate in Ossining, New York, is situated just 8 kilometres from White Plains and 49 minutes by train to New York City, offering convenient access to Rockefeller State Park Preserve (800 metres away), Croton Gorge Park (6.4 kilometres away), and Sleepy Hollow (16 kilometres away).
This family-friendly, pet-welcoming property accommodates up to 13 guests with 5 bedrooms and 4 bathrooms, featuring a custom bar, pool table, arcade games, a seasonal swimming pool, fully equipped kitchen, fast WiFi, and private parking for 5 vehicles.