Places to stay in Sleepy Hollow, NY

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Sleepy Hollow, NY place to stay
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12 Best places to stay in Sleepy Hollow, NY

Best family friendly Sleepy Hollow, NY lodging

Among the 9 accommodations in Sleepy Hollow, NY, here are the 4 best for families

2br House W/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly - Sleepy Hollow, NY
Sleepy Hollow, NY
23/10 – 26/10
SG$997/nighttotal: SG$2991 (3 )

2br House W/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly

2 6
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.
Enjoy The Best Of Both Worlds - Sleepy Hollow, NY
Sleepy Hollow, NY
30/09 – 07/10
SG$644/nighttotal: SG$4508 (7 )

Enjoy The Best Of Both Worlds

2 2
apartment , Congers
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.
Spacious 3br Home / Free Parking / Perfect For Families & Groups - Sleepy Hollow, NY
Sleepy Hollow, NY
27/06 – 04/07
SG$2459/nighttotal: SG$17213 (7 )

Spacious 3br Home / Free Parking / Perfect For Families & Groups

3 2
apartment , White Plains
This three-bedroom flat in White Plains is located in a peaceful residential area, offering easy access to amenities and attractions such as Bowlero White Plains and Silver Lake Park, situated approximately 1.6 kilometres away.
This private residence accommodates up to 16 guests with four queen beds, featuring a fully equipped kitchen, air conditioning, complimentary on-site parking, and is professionally cleaned with fresh linens and towels provided.
Pool/hottub - Close To Nyc - Sleepy Hollow, NY
9.8 21 reviews
Sleepy Hollow, NY
26/06 – 04/07
SG$1039/nighttotal: SG$8312 (8 )

Pool/hottub - Close To Nyc

1 5
apartment , Ossining
This charming Tudor house is located in Ossining, Westchester County, just 1.6 kilometres from both the Croton/Harmon and Ossining train stations, offering easy access to New York City. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This four-bedroom, two-bathroom dwelling can comfortably accommodate up to eight guests. The property features a private pool and hot tub, a well-equipped kitchen, multiple working spaces, a spacious garden with a playground, and a unique Alice in Wonderland-themed bedroom.

Best Sleepy Hollow, NY lodgings with a pool

Among the 9 accommodations in Sleepy Hollow, NY, here are the 4 best ones with a pool

Fifa Lakefront Oasis - Sleepy Hollow, NY
Sleepy Hollow, NY
27/06 – 04/07
SG$4196/nighttotal: SG$29372 (7 )

Fifa Lakefront Oasis

1 2
apartment , New City
This apartment is situated in New City, offering a tranquil lake view without specifying a district or precise distances to landmarks.
This residence accommodates up to 12 guests and features a kitchen, air conditioning, swimming pool, jacuzzi, and fitness centre, with on-site activities including golf, hockey, and barbecuing, plus a "FIFA SPECIAL" offering.
The Westwood House | Private Pool + 1 Acre Retreat - Sleepy Hollow, NY
Sleepy Hollow, NY
26/06 – 04/07
SG$2004/nighttotal: SG$16032 (8 )

The Westwood House | Private Pool + 1 Acre Retreat

1 5
apartment , Old Tappan
This detached house in Old Tappan is located directly opposite Stone Point Park and is a short drive from MetLife Stadium.
This residence accommodates up to 12 guests across 4 bedrooms, a bonus attic room, and a separate office, featuring a private swimming pool, multiple lounge areas, and fitness equipment in the attic.
Global Luxury Suites Downtown White Plains - Sleepy Hollow, NY
8.0 238 reviews
Sleepy Hollow, NY
27/06 – 04/07
SG$338/nighttotal: SG$2366 (7 )

Global Luxury Suites Downtown White Plains

1 2
apartment , White Plains
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.
Nj Home Near Metlife | Pool & Tennis - Sleepy Hollow, NY
Sleepy Hollow, NY
26/06 – 04/07
SG$7521/nighttotal: SG$60168 (8 )

Nj Home Near Metlife | Pool & Tennis

1 5
apartment , Norwood
This five-bedroom, three-bathroom flat in Norwood offers private amenities including a swimming pool and full-size tennis court, with convenient access to New York City and an easy 10 kilometre drive to MetLife Stadium.
This residence accommodates up to eight guests, providing a comfortable and spacious base with internet, air conditioning, and a kitchen, ideal for groups and families seeking relaxation after events.

Frequently asked questions about accommodations in Sleepy Hollow, NY

  • What are the must-see sites in or near Sleepy Hollow, NY?

    Sleepy Hollow is brimming with history and charm. You absolutely have to visit the iconic Sleepy Hollow Cemetery, where Washington Irving, the author of The Legend of Sleepy Hollow, is buried. The Old Dutch Church is also a must-see, and you can even take a tour of the Old Dutch Church and Cemetery. If you want to delve deeper into the legend, the Headless Horseman Hayride is a thrilling experience.
  • What are the best accommodations in Sleepy Hollow, NY?

    Among the accommodations in Sleepy Hollow, NY, Castle Hotel & Spa - Luxury Hotel Near Nyc, Relaxing & Great Location & Minutes From New York and Aleida'house On Beautiful Town are the most popular ones.

  • How can travelers reach Sleepy Hollow, NY?

    Sleepy Hollow is easily accessible. The nearest airport is Westchester County Airport, about 30 minutes away. If you're driving, it's about an hour from New York City. The Metro-North Railroad also offers a convenient route from Grand Central Terminal in Manhattan, with the station just a short walk from the village centre.
  • What are the best accommodations with a pool in Sleepy Hollow, NY?

    Castle Hotel & Spa - Luxury Hotel Near Nyc and (New To Airbnb) Charming Westchester Townhome are the best accommodations with a pool in Sleepy Hollow, NY.

  • What outdoor activities can visitors enjoy in and around Sleepy Hollow, NY?

    Sleepy Hollow is a haven for outdoor enthusiasts. You can explore the scenic trails of the Rockefeller State Park Preserve, just a short drive away. The 1600-acre park offers hiking, biking, and even horseback riding. For a more laid-back experience, you can stroll along the Hudson River or enjoy a picnic at the Sleepy Hollow Waterfront Park.
  • What are the best accommodations with a jacuzzi in Sleepy Hollow, NY?

  • When is the ideal time to plan a trip to Sleepy Hollow, NY?

    The best time to visit Sleepy Hollow is during the autumn months, from September to November, when the leaves turn vibrant colours. The village comes alive with Halloween festivities, including the famous Headless Horseman Hayride. Spring and summer are also lovely, with pleasant weather and plenty of outdoor activities.
  • What are the best accommodations for families and kids in Sleepy Hollow, NY?

  • What are the best walking or cycling routes in Sleepy Hollow, NY?

    For a leisurely walk, the Sleepy Hollow Cemetery is a great option. The historic cemetery is beautifully maintained and offers stunning views of the Hudson River. For a longer bike ride, you can follow the Old Croton Aqueduct Trail, which runs for 26 miles along the former aqueduct, offering picturesque scenery and access to several parks.
  • What are the best pet friendly accommodations in Sleepy Hollow, NY?

  • What nearby towns or cities can be explored from Sleepy Hollow, NY?

    Sleepy Hollow is ideally situated for exploring the surrounding area. You can easily visit Tarrytown, just a short drive away, known for its charming shops and restaurants. A bit further afield, you can explore the vibrant city of New York, which is just a short train ride away.
  • What are the best accommodations with parking in Sleepy Hollow, NY?

  • What amenities can travelers expect from accommodations in Sleepy Hollow, NY?

    Sleepy Hollow offers a range of accommodation options, from charming bed and breakfasts to modern hotels. Most accommodations include amenities like Wi-Fi, parking, and breakfast. Some also offer additional amenities like swimming pools, fitness centres, and restaurants. You can find something to suit your budget and preferences.

Destinations nearby

Best Sleepy Hollow, NY accommodations with a garden

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.
3 Mi To Downtown: Spacious White Plains Home - Sleepy Hollow, NY
Sleepy Hollow, NY
17/08 – 27/08
SG$720/nighttotal: SG$7200 (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.
Stylish Tarrytown Studio - Walk To Train & Main St - Sleepy Hollow, NY
9.8 18 reviews
Sleepy Hollow, NY
14/09 – 18/09
SG$406/nighttotal: SG$1624 (4 )

Stylish Tarrytown Studio - Walk To Train & Main St

1 2
studio , Tarrytown
This Tarrytown apartment is conveniently located less than 1.6km from Tarrytown Music Hall and Pierson Park, and under 1.6km from Philipsburg Manor and the Old Dutch Church of Sleepy Hollow.
The self-catering flat sleeps four, boasting a fully equipped kitchen, a jacuzzi, garden, parking, and a terrace, all within a smoke-free environment.
Fully Furnished, Cozy 1br In White Plains - Sleepy Hollow, NY
8.0 3 reviews
Sleepy Hollow, NY
27/06 – 04/07
SG$338/nighttotal: SG$2366 (7 )

Fully Furnished, Cozy 1br In White Plains

1 2
resort , White Plains
This apartment is situated in Downtown White Plains, a short train journey from Manhattan and a quick drive up the Hudson River, making it a convenient base for exploring the area. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat is a one-bedroom, one-bathroom property with a capacity for three guests. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, and a garden, as well as a fully equipped kitchen and laundry facilities.

Best Sleepy Hollow, NY accommodations with a kitchen

The Luxe Nook: Premier Studio In Scenic Congers - Sleepy Hollow, NY
9.2 88 reviews
Sleepy Hollow, NY
30/09 – 07/10
SG$219/nighttotal: SG$1533 (7 )

The Luxe Nook: Premier Studio In Scenic Congers

1 2
apartment , Congers
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.
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.
The Cozy Den - Sleepy Hollow, NY
9.4 72 reviews
Sleepy Hollow, NY
30/09 – 07/10
SG$247/nighttotal: SG$1729 (7 )

The Cozy Den

1 2
apartment , Nyack
This one-bedroom apartment is situated in a peaceful neighbourhood in Nyack, just a short stroll from the town centre, offering stunning views of the Hudson River. It has received excellent ratings for cleanliness, location, and overall user experience.
The cosy den has a private entrance and can accommodate up to four guests. The apartment is equipped with modern amenities including air conditioning, a kitchen with a fridge and microwave, internet access, and a garden.
2 Bed 2 Bath Near Metro North. - Sleepy Hollow, NY
Sleepy Hollow, NY
27/06 – 04/07
SG$214/nighttotal: SG$1498 (7 )

2 Bed 2 Bath Near Metro North.

2 2
apartment , White Plains
This two-bedroom, one-bathroom White Plains apartment offers comfortable accommodation for up to five guests, conveniently located in central White Plains with unspecified proximity to local shops, restaurants, and attractions.
The apartment features a fitness centre, parking, and internet access, providing a self-catering option with a kitchen, ideal for groups exploring White Plains.
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