Find short term rentals in Sleepy Hollow, NY at the best prices

This large property is located in Ossining, Westchester, a short distance from Sleepy Hollow, making it ideal for experiencing the region's autumn colours.
This 557 square meter residence offers five bedrooms, four bathrooms, and can accommodate thirteen guests, featuring a fully equipped kitchen, a custom in-house bar, a pool table, smart TVs, fast WiFi, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking, with pets welcome.

This Dobbs Ferry apartment, a newly renovated property on Main Street, is a seven-minute walk from Dobbs Ferry Metro-North station, offering easy access to Grand Central Terminal in Manhattan and is situated near the Old Croton Aqueduct trail.
The self-catering apartment comprises two bedrooms, a full-size sofa bed, and a full kitchen, sleeping up to four guests and features Netflix, Prime Video, and Wi-Fi.

This four-bedroom duplex is located in a lively neighbourhood in Sleepy Hollow, just a short walk from the Metro-North train station and the town's main street. The accommodation has received excellent ratings for location, cleanliness and overall experience.
The home is spacious and comfortably accommodates up to 10 guests. It comes equipped with modern amenities like high-speed Wi-Fi, smart TVs, a fully equipped kitchen and a private garden. Guests can enjoy easy access to local attractions, activities and restaurants.

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 studio apartment is situated in the heart of Tarrytown, just a short walk from Main Street and the Metro-North station, offering easy access to both local attractions and the city. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The self-catering apartment has a modern minimalist design and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and parking, ensuring a relaxing and enjoyable stay.

This Tarrytown apartment is situated near the Old Croton Aqueduct Trail, a short walk from Tarrytown's Main Street shops and cafes, and approximately 1 km from the Metro-North Train Station and the Hudson River Walk.
The self-catering flat offers two bedrooms, sleeping up to four guests, and includes a fully equipped kitchen with dishwasher, a 65" smart TV, in-unit laundry, and a private entrance.

This Pleasantville apartment is a short 0.8-kilometre walk from the downtown area, conveniently located near the Metro-North train station providing a 50-minute journey to Grand Central Terminal and popular eateries such as Wood & Fire and Southern Table.
The self-catering property sleeps four guests comfortably, boasting a full kitchen with appliances including an air fryer and waffle maker, a private backyard with grill, in-unit laundry facilities, and ample parking for up to three vehicles.

This Congers, New York studio suite is conveniently located near Rockland Lake State Park and Congers Lake, offering easy access to outdoor recreation and scenic views, within a reasonable driving distance of Hudson Valley and New York City attractions.
The meticulously remodelled self-catering unit features a full kitchen, queen-size bed, sofa bed (sleeping up to three guests), a private porch, and ample on-site parking; nearby amenities include a vending machine and Rockland Lake State Park provides swimming, boating and hiking opportunities.

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 waterfront flat is located in Piermont, a charming village just 15 minutes by car from the train station offering easy access to New York City. The property has received excellent reviews for its location, cleanliness, and user experience.
The apartment features four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy the spacious living area, the fully equipped kitchen, and the private outdoor space including decks, patio, and a yard stretching to the river.

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 exclusive one-acre luxury residence in Old Tappan, Bergen County, offers a private retreat just 56 kilometres from New York City and is conveniently located for access to Wembley Stadium.
This 511 square metre detached house features five bedrooms, five bathrooms, a chef's kitchen with premium appliances, an oversized family room with three fireplaces, and an outdoor bluestone patio with a fireplace, accommodating up to eight guests.

This luxury 3-bedroom flat in White Plains is situated approximately 3.2 kilometres from Valhalla, providing convenient access to local landmarks such as the Jacob Purdy House and the Rockefeller Archive Centre.
This accommodation can host up to 16 guests, featuring four queen beds, a fully equipped gourmet kitchen, and is ideally located for visiting attractions like the Westchester County Center, which is just 1.6 kilometres away.

This studio apartment is located in Dobbs Ferry, just a short walk from restaurants like Sushi Mike's and The Parlor, making it easy to explore the local culinary scene. The apartment has received excellent ratings for cleanliness, location, and user experience, ensuring a comfortable stay.
The basement apartment offers a private entrance and is ideal for solo travellers, couples, or business travellers. Guests can enjoy a fully equipped kitchen with a fridge, microwave, coffee pot, and toaster oven, as well as easy access to public transportation for exploring Dobbs Ferry and New York City.

This Northeast Yonkers flat is conveniently located within 5km of NewYork-Presbyterian Westchester Hospital and Sarah Lawrence College, and within 10km of Legoland Discovery Centre Westchester and Empire City Casino.
This 65 square metre one-bedroom apartment sleeps two, offering free Wi-Fi, on-site parking, a fully equipped kitchen, and amenities including a TV, coffee maker, and hairdryer.

This Scarsdale house, a mile (1.6km) from Scarsdale Metro-North station for easy Manhattan access, offers convenient proximity to top-rated schools and town amenities.
The spacious four-bedroom property sleeps nine, boasting a finished basement with kitchenette and large TV, a private backyard, two driveways, and access to Scarsdale's town pool and tennis courts (membership fees apply for stays over 30 days).