Villas and Beach houses in Sleepy Hollow, NY

Find the best offers in Sleepy Hollow, NY

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Sleepy Hollow, NY villas
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9 Villa rentals in Sleepy Hollow, NY

Best Sleepy Hollow, NY villas and beach houses with a pool

Among the 2 accommodations in Sleepy Hollow, NY, here are the 2 best villas and beach houses with a pool

Westchester Summer: Pool Pet Friendly Events Games - Sleepy Hollow, NY
9.3 28 reviews
Sleepy Hollow, NY
23/10 – 26/10
5118 ﺩ.ﺇ/nighttotal: 15354 ﺩ.ﺇ (3 )

Westchester Summer: Pool Pet Friendly Events Games

1 6
house , Ossining
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.
Poolhouse Paradise On Private Grounds Close To Nyc - Sleepy Hollow, NY
9.3 20 reviews
Sleepy Hollow, NY
17/08 – 27/08
2245 ﺩ.ﺇ/nighttotal: 22450 ﺩ.ﺇ (10 )

Poolhouse Paradise On Private Grounds Close To Nyc

2 3
bungalow , Briarcliff Manor
This charming bungalow is located just a short drive from Briarcliff Manor's town centre, offering easy access to local shops, restaurants and attractions. It has consistently received excellent ratings for its cleanliness, location and guest experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy a range of amenities including a private pool and hot tub, a fully equipped kitchen, a spacious living area and a beautiful garden.

Best family friendly Sleepy Hollow, NY villas and beach houses

Among the 2 accommodations in Sleepy Hollow, NY, here are the 2 best family friendly villas and beach houses

Westchester Summer: Pool Pet Friendly Events Games - Sleepy Hollow, NY
9.3 28 reviews
Sleepy Hollow, NY
23/10 – 26/10
5118 ﺩ.ﺇ/nighttotal: 15354 ﺩ.ﺇ (3 )

Westchester Summer: Pool Pet Friendly Events Games

1 6
house , Ossining
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.
Historic Former Speakeasy 4 Bdrm, Walk To Train And Town: Pleasantville - Sleepy Hollow, NY
Sleepy Hollow, NY
27/06 – 04/07
3498 ﺩ.ﺇ/nighttotal: 24486 ﺩ.ﺇ (7 )

Historic Former Speakeasy 4 Bdrm, Walk To Train And Town: Pleasantville

4 2
castle , 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.

Frequently Asked Questions about villa rentals in Sleepy Hollow, NY

  • What is the best time to visit Sleepy Hollow, NY?

    Autumn is a magical time to visit Sleepy Hollow, with the leaves changing colour and the air crisp. Spring is also lovely, with the flowers blooming and the weather warming up. You'll find plenty to do year-round, though.
  • What are the best villa rentals in Sleepy Hollow, NY?

  • When is it easiest to book a villa rental in Sleepy Hollow, NY?

    You'll have the best chance of finding a good deal on a villa rental in Sleepy Hollow during the shoulder seasons, like spring and autumn. That said, you can find great deals all year round if you book in advance.
  • What are the best villa rentals with a pool in Sleepy Hollow, NY?

    The best villa rental with a pool in Sleepy Hollow, NY is (New To Airbnb) Charming Westchester Townhome.

  • What are the advantages of renting a house or a villa in Sleepy Hollow, NY

    Renting a villa gives you more space and privacy than a hotel. You can cook your own meals, relax in a private garden, and enjoy the peace and quiet of the neighbourhood.
  • What are the best villa rentals for families and kids in Sleepy Hollow, NY?

    The best villa rental for families and kids in Sleepy Hollow, NY is 3br English Cottage In Tarrytown.

  • Are there popular destinations near Sleepy Hollow, NY?

    Sleepy Hollow is close to a lot of other great destinations. You can take a day trip to New York City, which is about an hour away by train. Or, explore the charming towns of Tarrytown and Croton-on-Hudson, both within a short drive.
  • What are the best pet friendly villa rentals in Sleepy Hollow, NY?

    The best pet friendly villa rental in Sleepy Hollow, NY is (New To Airbnb) Charming Westchester Townhome.

  • What are the best villa rentals with parking in Sleepy Hollow, NY?

Destinations nearby

Best Sleepy Hollow, NY houses with parking

3 Mi To Downtown: Spacious White Plains Home - Sleepy Hollow, NY
8.0 4 reviews
Sleepy Hollow, NY
17/08 – 27/08
1981 ﺩ.ﺇ/nighttotal: 19810 ﺩ.ﺇ (10 )

3 Mi To Downtown: Spacious White Plains Home

5 3
house , Fairview
This spacious five-bedroom house in White Plains, Fairview, is situated 5km from White Plains city centre, offering easy access to Manhattanville College (9km), SUNY Purchase (11km), Iona College (18km), and Westchester County Airport (10km).
The 298 square metre property boasts three bathrooms, a fully equipped kitchen including a dishwasher and microwave, private parking, a terrace, garden, free Wi-Fi, and comfortably accommodates up to 25 guests.
3 Mi To Downtown: Spacious White Plains Home - Sleepy Hollow, NY
Sleepy Hollow, NY
17/08 – 27/08
2058 ﺩ.ﺇ/nighttotal: 20580 ﺩ.ﺇ (10 )

3 Mi To Downtown: Spacious White Plains Home

1 3
cottage , Fairview
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.

Best Sleepy Hollow, NY houses with a garden

Poolhouse Paradise On Private Grounds Close To Nyc - Sleepy Hollow, NY
9.3 20 reviews
Sleepy Hollow, NY
17/08 – 27/08
2245 ﺩ.ﺇ/nighttotal: 22450 ﺩ.ﺇ (10 )

Poolhouse Paradise On Private Grounds Close To Nyc

2 3
bungalow , Briarcliff Manor
This charming bungalow is located just a short drive from Briarcliff Manor's town centre, offering easy access to local shops, restaurants and attractions. It has consistently received excellent ratings for its cleanliness, location and guest experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy a range of amenities including a private pool and hot tub, a fully equipped kitchen, a spacious living area and a beautiful garden.
3 Mi To Downtown: Spacious White Plains Home - Sleepy Hollow, NY
8.0 4 reviews
Sleepy Hollow, NY
17/08 – 27/08
1981 ﺩ.ﺇ/nighttotal: 19810 ﺩ.ﺇ (10 )

3 Mi To Downtown: Spacious White Plains Home

5 3
house , Fairview
This spacious five-bedroom house in White Plains, Fairview, is situated 5km from White Plains city centre, offering easy access to Manhattanville College (9km), SUNY Purchase (11km), Iona College (18km), and Westchester County Airport (10km).
The 298 square metre property boasts three bathrooms, a fully equipped kitchen including a dishwasher and microwave, private parking, a terrace, garden, free Wi-Fi, and comfortably accommodates up to 25 guests.
Westchester Summer: Pool Pet Friendly Events Games - Sleepy Hollow, NY
9.3 28 reviews
Sleepy Hollow, NY
23/10 – 26/10
5118 ﺩ.ﺇ/nighttotal: 15354 ﺩ.ﺇ (3 )

Westchester Summer: Pool Pet Friendly Events Games

1 6
house , Ossining
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.
3 Mi To Downtown: Spacious White Plains Home - Sleepy Hollow, NY
Sleepy Hollow, NY
17/08 – 27/08
2058 ﺩ.ﺇ/nighttotal: 20580 ﺩ.ﺇ (10 )

3 Mi To Downtown: Spacious White Plains Home

1 3
cottage , Fairview
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.
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