Best apartment offers in Sleepy Hollow, NY

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Sleepy Hollow, NY apartments
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12 Holiday apartments Sleepy Hollow, NY

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

557 M² Apartment ∙ 5 Bedrooms ∙ 13 Guests - Sleepy Hollow, NY
Sleepy Hollow, NY
23/10 – 26/10
SG$1970/nighttotal: SG$5910 (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.
Relaxing & Great Location & Minutes From New York - Sleepy Hollow, NY
9.6 173 reviews
Sleepy Hollow, NY
17/08 – 27/08
SG$1096/nighttotal: SG$10960 (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.
Cozy Secret Apartment With Free Parking In Yonkers\n - Sleepy Hollow, NY
9.8 18 reviews
Sleepy Hollow, NY
08/08 – 13/08
SG$314/nighttotal: SG$1570 (5 )

Cozy Secret Apartment With Free Parking In Yonkers\n

1 2
apartment , Yonkers
This family-friendly apartment in Northwest Yonkers is situated within 3.2km of Untermyer Gardens and the Hudson River, and within 4.8km of Legoland Discovery Centre Westchester and the Hudson River Museum.
This 37 square metre flat offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, free Wi-Fi, a terrace, and on-site parking.
World Cup Base: 22m To Metlife - Sleepy Hollow, NY
10 6 reviews
Sleepy Hollow, NY
27/06 – 04/07
SG$956/nighttotal: SG$6692 (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.

Best Sleepy Hollow, NY holiday apartments with a kitchen

Pet Friendly | Parks & Trails | Pleasantville Home - Sleepy Hollow, NY
Sleepy Hollow, NY
17/08 – 27/08
SG$672/nighttotal: SG$6720 (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.
7 Minutes From The Train, Studio With W/d - Sleepy Hollow, NY
9.5 16 reviews
Sleepy Hollow, NY
08/08 – 13/08
SG$320/nighttotal: SG$1600 (5 )

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.
Charming Dobbs Ferry (Westchester) Victorian Home - Sleepy Hollow, NY
9.4 10 reviews
Sleepy Hollow, NY
30/09 – 07/10
SG$681/nighttotal: SG$4767 (7 )

Charming Dobbs Ferry (Westchester) Victorian Home

1 2
apartment , Dobbs Ferry
This Dobbs Ferry apartment, situated opposite Gould Park, is 0.8km from the village centre and 1.6km from the train station, offering easy access to Manhattan via a 35-minute train journey.
Sleeping up to nine guests, this four-bedroom, one-bathroom Victorian house boasts a spacious layout with two king-size and one single bed, a second living area, full kitchen, BBQ, laundry facilities, and ample street parking; it also benefits from a large garden and is available for short or discounted long-term lets.
New 4 Bedroom Designer Home 35 Min From Nyc - Sleepy Hollow, NY
9.7 20 reviews
Sleepy Hollow, NY
17/08 – 27/08
SG$1193/nighttotal: SG$11930 (10 )

New 4 Bedroom Designer Home 35 Min From Nyc

4 3
apartment , White Plains
This apartment is located in White Plains, just 1.5 kilometres from the Metro-North station, offering a quick commute to the city and easy access to local shops and amenities. The property has received excellent ratings for cleanliness, location, and user experience.
The apartment has four bedrooms, two bathrooms, and can comfortably accommodate five guests. You'll enjoy modern amenities, including a fully equipped kitchen, a fireplace, and a spacious outdoor area with a patio and deck, perfect for relaxing or entertaining.

Frequently asked questions about apartment rentals in Sleepy Hollow, NY

  • What are some interesting places to visit in or near Sleepy Hollow, NY?

    Sleepy Hollow is packed with history! You can visit the iconic Sleepy Hollow Cemetery, where Washington Irving, the author of 'The Legend of Sleepy Hollow', is buried. The Old Dutch Church is another must-see, and you can even take a tour of the Philipsburg Manor, a restored 18th-century manor house.
  • What are the best apartments in Sleepy Hollow, NY?

  • What are the most popular outdoor activities in Sleepy Hollow, NY?

    Sleepy Hollow is perfect for a stroll through the beautiful scenery. The Old Croton Aqueduct Trail offers miles of walking and biking paths. The Lyndhurst Mansion is also a great place to enjoy a scenic walk and admire the gardens.
  • What are the best apartments with a jacuzzi in Sleepy Hollow, NY?

    Brand New Private Studio In The Heart Of Tarrytown and Relaxing & Great Location & Minutes From New York are the best apartments with a jacuzzi in Sleepy Hollow, NY.

  • What is Sleepy Hollow, NY best known for?

    Sleepy Hollow is best known for its connection to the legend of the Headless Horseman, made famous by Washington Irving's short story, 'The Legend of Sleepy Hollow'. It's a great place to experience the spooky side of American folklore.
  • What are the best apartments for families and kids in Sleepy Hollow, NY?

  • What are the top cultural spots to visit in and around Sleepy Hollow, NY?

    The Tarrytown Music Hall is a historic theatre that hosts a variety of performances. The Hudson River Museum in Yonkers is a great place to learn about the history and art of the Hudson Valley. And don't forget the Sleepy Hollow Cemetery, which is a fascinating place to explore and learn about the region's history.
  • What are the best pet friendly apartments in Sleepy Hollow, NY?

  • What are the closest cities to visit near Sleepy Hollow, NY?

    Sleepy Hollow is just a short drive from New York City, so you can easily take a day trip to explore the city. Tarrytown, right next door, is also worth visiting, as is Yonkers, a bit further north.
  • What are the best apartments with parking in Sleepy Hollow, NY?

  • What are the best ways to relax in Sleepy Hollow, NY?

    Sleepy Hollow is a great place to relax and unwind. Take a leisurely stroll along the river, enjoy a picnic in a park, or simply sit on a bench and watch the world go by. The Sleepy Hollow Farmers Market is a great place to relax and enjoy local produce and crafts.
  • What are the advantages of choosing an apartment for your stay in Sleepy Hollow, NY?

    Apartments offer more space and privacy than a hotel room, and you can often find kitchen facilities, which can be useful for preparing meals. Plus, you can often find apartments in quieter locations, which can be a bonus if you're looking to relax and escape the hustle and bustle.

Destinations nearby

Best Sleepy Hollow, NY holiday apartments with air conditioning

Perfectlocation Tarrytown/ Sleepyhollow - Sleepy Hollow, NY
9.4 50 reviews
Sleepy Hollow, NY
17/08 – 27/08
SG$494/nighttotal: SG$4940 (10 )

Perfectlocation Tarrytown/ Sleepyhollow

1 3
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.
Cozy Suite Near Downtown Pleasantville - Sleepy Hollow, NY
9.9 28 reviews
Sleepy Hollow, NY
30/09 – 07/10
SG$250/nighttotal: SG$1750 (7 )

Cozy Suite Near Downtown Pleasantville

1 2
apartment , Pleasantville
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.
Waterfront Luxury In Town - Sleepy Hollow, NY
9.9 74 reviews
Sleepy Hollow, NY
08/08 – 13/08
SG$1137/nighttotal: SG$5685 (5 )

Waterfront Luxury In Town

1 2
apartment , Piermont
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.
Piermont Landmark House - Garden Suite - Sleepy Hollow, NY
9.9 38 reviews
Sleepy Hollow, NY
17/08 – 27/08
SG$533/nighttotal: SG$5330 (10 )

Piermont Landmark House - Garden Suite

1 3
apartment , Piermont
This two-bedroom flat is situated in a historic Greek Revival house, just across the street from the Hudson River in Piermont, a short walk from the town centre and the pier. It has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment can accommodate up to four guests and features a kitchenette with a microwave, mini fridge, and electric kettle. Guests can enjoy a private garden oasis with a patio, lounge chairs, a hammock, and a BBQ, as well as direct access to the Hudson River for scenic walks.

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

Charming 1-bedroom Apt Walk To Train And Downtown Area With Wifi, Ac - Sleepy Hollow, NY
8.0 1 review
Sleepy Hollow, NY
08/08 – 13/08
SG$280/nighttotal: SG$1400 (5 )

Charming 1-bedroom Apt Walk To Train And Downtown Area With Wifi, Ac

1 2
apartment , Mamaroneck
This one-bedroom flat in Mamaroneck is conveniently located within walking distance of the train station and the town centre.
The self-catering apartment offers Wi-Fi, air conditioning, and is close to Rockefeller State Park Preserve and Harbor Island Park, providing easy access to outdoor recreation.
2br House W/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly - Sleepy Hollow, NY
Sleepy Hollow, NY
27/06 – 04/07
SG$1559/nighttotal: SG$10913 (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.
Stone Kiln Castle - Sleepy Hollow, NY
10 9 reviews
Sleepy Hollow, NY
17/08 – 27/08
SG$1316/nighttotal: SG$13160 (10 )

Stone Kiln Castle

1 3
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.
Matt’s Cozy Quarters Near Nyc W/outdoor Living - Sleepy Hollow, NY
Sleepy Hollow, NY
23/10 – 26/10
SG$633/nighttotal: SG$1899 (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.
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