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.
10 1 review
Sleepy Hollow, NY
17/08 – 27/08
211 €/nightTotal: 2110 € (10 )
Charming 1-bedroom Apartment With Ac In Peaceful Nyack
1 3
apartment , Nyack
This Nyack flat is conveniently located near cultural sites such as the Tarrytown Music Hall and historic Edward Hopper House Art Centre, with Lyndhurst Mansion also accessible. This one-bedroom flat accommodates up to four guests and offers air conditioning, Wi-Fi, and a sofa bed for extra sleeping arrangements.
9.6 337 reviews
Sleepy Hollow, NY
30/09 – 07/10
134 €/nightTotal: 938 € (7 )
Piermont Cozy Haven
1 2
apartment , Piermont
This studio apartment is located on a charming village street in Piermont, just a short walk from the waterfront and the historic Piermont Pier. It has received excellent ratings for user experience, location, and cleanliness. The studio has a separate bedroom and can accommodate up to two guests. It offers a range of amenities including a brand new bathroom and kitchenette, plenty of closet space, and a comfortable sitting area.
9.9 46 reviews
Sleepy Hollow, NY
14/09 – 18/09
325 €/nightTotal: 1300 € (4 )
Yellow House West Wing
1 2
apartment , Irvington
This two-bedroom apartment is situated in the heart of historic Irvington, directly on the Aqueduct, a 700-metre walk from the train station, shops, restaurants, and the River. The apartment offers a private entrance, a back porch, and complimentary bikes and helmets for exploring the area, as well as a modern and comfortable interior with a washer and dryer, a shared fitness centre and a shared garden.
Sleepy Hollow, NY
17/08 – 27/08
452 €/nightTotal: 4520 € (10 )
Pet Friendly | Parks & Trails | Pleasantville Home
3 3
apartment , Pleasantville
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.
Sleepy Hollow, NY
23/10 – 26/10
3455 €/nightTotal: 10365 € (3 )
Fifa 2026/nyc
Private, Resort-sanctuary
5 6
apartment , Old Tappan
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.
10 6 reviews
Sleepy Hollow, NY
27/06 – 04/07
643 €/nightTotal: 4501 € (7 )
World Cup Base: 22m To Metlife
1 2
apartment , Piermont
This charming house is situated just 20 miles north of New York City, offering stunning views of the Hudson River and a peaceful escape from the city's hustle and bustle. The surrounding area is perfect for exploring scenic hiking trails and discovering the quaint charm of nearby riverfront towns. The house has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. It features modern amenities, including a fully equipped kitchen, air conditioning, and a garden, ensuring a comfortable and enjoyable stay.
9.8 10 reviews
Sleepy Hollow, NY
14/09 – 18/09
252 €/nightTotal: 1008 € (4 )
7 Minutes From The Train, Studio With W/d
1 2
apartment , Sleepy Hollow
This studio apartment in Sleepy Hollow offers central proximity, situated just 500 meters from the town centre and a short drive to Tarrytown's dining options, as well as being conveniently located near the Metro-North station for trips to New York City. This self-contained unit accommodates up to three guests, featuring a comfortable bed, a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and on-site parking.
Sleepy Hollow, NY
23/10 – 26/10
2892 €/nightTotal: 8676 € (3 )
Two Wash
3 6
apartment , Yonkers
This residential flat in Yonkers is located approximately 3 kilometres from the city centre, offering proximity to the Edward J. Murray Memorial Skating Centre, Westchester's Ridge Hill, and Central Park. This pet-friendly accommodation for two guests includes a microwave oven, dishwasher, air conditioning, and complimentary parking, providing a convenient base for exploring the Yonkers area.
Sleepy Hollow, NY
23/10 – 26/10
426 €/nightTotal: 1278 € (3 )
Matt’s Cozy Quarters Near Nyc W/outdoor Living
1 6
apartment , Orangeburg
This 3-bedroom, 2-bathroom flat in Orangeburg offers convenient access to New Jersey via the Palisades Parkway, situated just 100 metres from local shops and dining establishments. This residence features a seasonal swimming pool open from mid-June to mid-October, private off-street parking, and a dedicated outdoor living space, accommodating up to 10 guests with a dishwasher and air conditioning.
9.2 5 reviews
Sleepy Hollow, NY
14/09 – 18/09
286 €/nightTotal: 1144 € (4 )
Garden Loft With Patios & Green Space · Westchester Retreat
1 2
apartment , Ardsley
This Ardsley apartment is situated in Scarsdale, a 7-minute drive (approximately 4.5 km) from the Westchester County Center and a 21-minute drive (approximately 13.5 km) from the Bronx Zoo. This 62-square-metre flat offers one bedroom, one bathroom, sleeps four guests, and includes amenities such as on-site parking, Wi-Fi, air conditioning, and a fully equipped kitchen with microwave, oven and stove, plus a garden and in-unit laundry facilities.
10 19 reviews
Sleepy Hollow, NY
14/09 – 18/09
243 €/nightTotal: 972 € (4 )
Hudson River Suite - Dobbs Ferry
1 2
apartment , Dobbs Ferry
This Dobbs Ferry flat, a six-minute walk (approximately 0.5km) from Dobbs Ferry train station offering a 30-minute commute to Grand Central Terminal, is ideally located near the Hudson River, cafes, and shops. The self-contained apartment features one bedroom, one bathroom, and sleeps four, boasting a modern kitchen with a Keurig coffee maker, a living room sofa bed (on request), air conditioning, and free on-street parking directly outside.
Best family friendly Sleepy Hollow, NY Holiday Apartments and Self Catering Accommodations
Among the 11 accommodations in Sleepy Hollow, NY, here are the 4 best family friendly holiday apartments
9.7 33 reviews
Sleepy Hollow, NY
14/09 – 18/09
413 €/nightTotal: 1652 € (4 )
Comfortable Cottage
1 2
apartment , Briarcliff Manor
This Briarcliff Manor cottage, situated near the Rockefeller State Park Preserve and Stone Barns Center, offers direct access to the North County Trailway and is within easy reach (under 4km) of Sleepy Hollow's historical attractions. Sleeping up to five guests, this three-bedroom house boasts a spacious layout including a dining room, living room with fireplace and smart TV, sunroom, and a fenced garden with swing, plus on-site laundry facilities and parking; all within a short distance of the Metro-North train station for easy access to New York City.
Sleepy Hollow, NY
17/08 – 27/08
805 €/nightTotal: 8050 € (10 )
Historic Former Speakeasy 4 Bdrm, Walk To Train And Town: Pleasantville
4 3
apartment , Pleasantville
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.
Sleepy Hollow, NY
23/10 – 26/10
1326 €/nightTotal: 3978 € (3 )
557 M² Apartment ∙ 5 Bedrooms ∙ 13 Guests
5 6
apartment , Ossining
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.
9.6 173 reviews
Sleepy Hollow, NY
17/08 – 27/08
738 €/nightTotal: 7380 € (10 )
Relaxing & Great Location & Minutes From New York
1 3
apartment , Sleepy Hollow
This four-bedroom apartment is situated in Tarrytown, just next to Sleepy Hollow, and is a short drive from attractions like Sunnyside and Lyndhurst Mansion. The property enjoys excellent ratings for location, cleanliness, and overall user experience. The duplex comfortably sleeps eight guests and boasts two bathrooms, a fully equipped kitchen, and a spacious living room. Amenities include a private garden, free parking, and four bicycles for exploring the surrounding area.
Best Sleepy Hollow, NY holiday apartments with a kitchen
9.7 292 reviews
Sleepy Hollow, NY
23/10 – 26/10
953 €/nightTotal: 2859 € (3 )
Modern 4bd/3ba W/parking & Deck & 29 Min>nyc
4 6
apartment , Hastings-on-Hudson
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.
Sleepy Hollow, NY
27/06 – 04/07
1353 €/nightTotal: 9471 € (7 )
Spacious Yonkers Home Sleeps 16 Game Room Gazebo Perfect For Groups
3 2
apartment , Yonkers
This three-bedroom residence is situated in Yonkers' Bryn Mawr district, offering a swift commute to New York City and convenient access to local amenities, with the city centre approximately 24 kilometres away. This property accommodates up to 16 guests, featuring a fully equipped kitchen, a dedicated game room, a private gazebo with outdoor space, and fast WiFi, making it ideal for large family gatherings or group holidays.
Sleepy Hollow, NY
27/06 – 04/07
960 €/nightTotal: 6720 € (7 )
Prime Luxe 3-br Nyc - Free Parking
1 2
apartment , White Plains
This White Plains flat is located in a residential district, offering easy access to White Plains Hospital Centre, Central Park and the Metropolitan Museum of Art, all within 5 kilometres. This pet-friendly accommodation for two guests includes a microwave, dishwasher, air conditioning, and on-site laundry facilities, with free parking available.
Sleepy Hollow, NY
27/06 – 04/07
839 €/nightTotal: 5873 € (7 )
A House Where The Whole Family Fits Perfectly.
1 2
apartment , Congers
This four-bedroom, three-bathroom flat in Congers is conveniently located approximately 64 kilometres from New York City's Times Square, offering easy access to the Meadowlands complex and Woodbury Commons. This spacious property accommodates up to eight guests and boasts a heated swimming pool, an outdoor kitchen, a BBQ area on the balcony, a children's playground, and a basketball hoop, alongside on-site parking and high-speed Wi-Fi.
Frequently asked questions about apartment rentals in Sleepy Hollow, NY
What is Sleepy Hollow, NY best known for?
Sleepy Hollow is best known for its connection to Washington Irving's classic tale, 'The Legend of Sleepy Hollow'. It's a charming village with a spooky atmosphere, especially around Halloween, when the Headless Horseman comes to life!
What are the best apartments in Sleepy Hollow, NY?
What are the top cultural spots to visit in and around Sleepy Hollow, NY?
The Sleepy Hollow Cultural Arts Center hosts a variety of exhibitions and performances throughout the year. You can also visit the Tarrytown Music Hall for live music and theatre. And for a dose of history, the Hudson River Museum in Yonkers showcases art and artifacts related to the Hudson River Valley.
What are the best apartments with a jacuzzi in Sleepy Hollow, NY?
What are the closest cities to visit near Sleepy Hollow, NY?
Sleepy Hollow is conveniently located near a few other interesting towns. You can easily get to Tarrytown, which has a vibrant downtown area, or take a short drive to Yonkers, where you can find the historic Getty Square and the sprawling Kensico Cemetery.
What are the best apartments for families and kids in Sleepy Hollow, NY?
What are the best ways to relax in Sleepy Hollow, NY?
Sleepy Hollow is a great place to unwind. You can enjoy a relaxing picnic in the park at the Sleepy Hollow Cemetery, browse the shops along the main street, or have a peaceful stroll along the Hudson River waterfront.
What are the best pet friendly apartments in Sleepy Hollow, NY?
What are the advantages of choosing an apartment for your stay in Sleepy Hollow, NY?
Apartments offer a more homey feel compared to hotels, and you often get more space for your belongings. They can also be more budget-friendly, especially for longer stays, and you might find a kitchen to prepare your own meals.
What are the best apartments with parking in Sleepy Hollow, NY?
Best Sleepy Hollow, NY holiday apartments with air conditioning
8.9 20 reviews
Sleepy Hollow, NY
17/08 – 27/08
171 €/nightTotal: 1710 € (10 )
Cozy Congers Studio With Kitchen
1 3
apartment , Congers
This Congers, New York studio flat is conveniently located near Rockland Lake State Park and Congers Lake, offering easy access to the Metro-North Railroad and major airports within 80-80 km. The newly remodelled, fully furnished suite features a queen-size bed, sofa bed, full kitchen with oven, microwave and coffee machine, private porch, and on-site parking; accommodating up to three guests and close to walking trails and various outdoor activities.
Sleepy Hollow, NY
27/06 – 04/07
1049 €/nightTotal: 7343 € (7 )
2br House W/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly
2 2
apartment , Yonkers
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.
9.9 20 reviews
Sleepy Hollow, NY
23/10 – 26/10
900 €/nightTotal: 2700 € (3 )
Relaxing Family Retreat
1 6
apartment , Valley Cottage
This Valley Cottage house, a split-level ranch, is conveniently located approximately 8km from the Palisades Center, 8km from Rockland Lake State Park, and 16km from Nyack's town centre. This self-catering property boasts four bedrooms, two bathrooms, sleeps eight guests, and features a private top-floor suite, en-suite master bedroom, on-site deck, barbecue, and swimming pool.
10 7 reviews
Sleepy Hollow, NY
27/06 – 04/07
2027 €/nightTotal: 14189 € (7 )
Clean And Large Family Home In Nyc Suburbs
5 2
apartment , Scarsdale
This spacious apartment is located in Scarsdale, a short walk from the Metro North train station, offering a 45-minute ride to Grand Central Station in NYC. It benefits from excellent user, location and cleanliness ratings. The property is ideal for families or groups of up to 10 guests, and features a private garden, a fully equipped kitchen, laundry facilities and ample storage space. Guests can enjoy a relaxing outdoor space and benefit from a peaceful, residential setting with easy access to shops, restaurants and amenities in Scarsdale Village.
Best pet-friendly Sleepy Hollow, NY holiday apartments
Among the 11 accommodations in Sleepy Hollow, NY, here are the 4 best pet friendly holiday apartments
Sleepy Hollow, NY
17/08 – 27/08
390 €/nightTotal: 3900 € (10 )
Pet Friendly | Parks & Trails | Pleasantville Home
3 3
apartment , Pleasantville
This two-storey stone-faced mansion in Pleasantville village offers convenient access to local amenities, including the Jacob Burns Film Centre, and is a 50-minute Metro-North train journey to Grand Central Terminal, New York City. This 381 square meter residence accommodates four guests across three bedrooms, featuring a modern kitchen with a centre island, a private covered porch, and is a short distance from Rockefeller State Park Preserve.
9.4 50 reviews
Sleepy Hollow, NY
30/09 – 07/10
267 €/nightTotal: 1869 € (7 )
Perfectlocation Tarrytown/ Sleepyhollow
1 2
apartment , Tarrytown
This Tarrytown apartment offers a private lower-level entrance, conveniently located less than 0.25 km from Tarrytown's train station, shops, and Patriots Park, providing easy access to the Hudson River waterfront. The self-contained studio sleeps one guest, features a queen-size bed, free Wi-Fi, a TV, and parking, and is within walking distance of restaurants and the scenic waterfront promenade.
Sleepy Hollow, NY
27/06 – 04/07
1580 €/nightTotal: 11060 € (7 )
Perfect Family Getaway / 5br Home / 6 Queen Beds / Free Parking
5 2
apartment , Yonkers
This expansive five-bedroom residence is situated in Yonkers' Bryn Mawr district, offering convenient access to landmarks such as the Bronx Zoo, located approximately 3.2 kilometres away, and the Untermyer Gardens Conservancy, about 2.4 kilometres distant. This private home accommodates up to 20 guests with six queen beds, featuring a fully equipped kitchen, complimentary on-site parking, and air conditioning, making it a suitable option for families and groups seeking a comfortable stay in Yonkers.
10 9 reviews
Sleepy Hollow, NY
27/06 – 04/07
783 €/nightTotal: 5481 € (7 )
Stone Kiln Castle
4 2
apartment , Pleasantville
Stone Kiln Castle, a former tea house and speakeasy dating back to 1920, is situated in Pleasantville, New York, within walking distance of restaurants, shops, and the train station, and less than a kilometre from Graham Hills Park and Rockefeller State Park. This four-bedroom, three-bathroom property sleeps eight guests and boasts a chef's kitchen with double oven and six-burner stove, a wood-burning fireplace, a private screening room with a queen-sized bed, and is close to the Jacob Burns Film Center.