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Sleepy Hollow, NY accommodations
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12 Lodgings in Sleepy Hollow, NY

Browse Family Lodgings in Sleepy Hollow, NY

Traveling to Sleepy Hollow, NY with kids? Quality family lodging makes everything easier, keeping city attractions within easy reach.

Stylish Tarrytown Studio - Walk To Train & Main St - Sleepy Hollow, NY
9.8 18 reviews
Sleepy Hollow, NY
09/14 – 09/18
$316/nighttotal: $1264 (4 )

Stylish Tarrytown Studio - Walk To Train & Main St

1 2
studio , Tarrytown
This Tarrytown apartment rental is centrally located, within a 15-minute walk of the Tarrytown Music Hall and Pierson Park, and less than a mile from historic sites like Philipsburg Manor and the Old Dutch Church of Sleepy Hollow.
This family-friendly unit, sleeping four, boasts a fully equipped kitchen, a jacuzzi, and a private terrace/balcony plus on-site parking and a garden.
Relaxing & Great Location & Minutes From New York - Sleepy Hollow, NY
9.6 173 reviews
Sleepy Hollow, NY
08/17 – 08/27
$853/nighttotal: $8530 (10 )

Relaxing & Great Location & Minutes From New York

1 3
apartment , Sleepy Hollow
This 4-bedroom home is located in Tarrytown, just a short drive from Sleepy Hollow and its famous landmarks. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The home comfortably sleeps up to 8 guests and has two full bathrooms. Guests can enjoy free parking, high-speed internet, a fully equipped kitchen, and access to four bicycles for exploring the surrounding area.
Pureheart House, Spacious, 3bdr\n30 Mn From Manhattan. Nyc - Sleepy Hollow, NY
8.8 52 reviews
Sleepy Hollow, NY
10/23 – 10/26
$347/nighttotal: $1041 (3 )

Pureheart House, Spacious, 3bdr\n30 Mn From Manhattan. Nyc

3 6
apartment , Yonkers
This vacation home is located in Northeast Yonkers, just a short distance from the Hudson River Museum and Westchester County Center, in a quiet neighborhood. The house has received excellent user ratings, making it a popular choice for travelers. This three-bedroom home can comfortably accommodate up to six guests, with a spacious living room and dining area. The house features a fully equipped kitchen, a relaxing living room with a balcony, a dedicated workspace, and a stairlift for accessibility.
Spacious 3br Home / Free Parking / Perfect For Families & Groups - Sleepy Hollow, NY
Sleepy Hollow, NY
10/23 – 10/26
$848/nighttotal: $2544 (3 )

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

3 6
apartment , White Plains
This 3-bedroom house in White Plains is located in a quiet residential neighborhood, offering convenient access to transportation, dining, and shopping, with Silver Lake Park and Rockefeller State Park Preserve nearby.
This private home accommodates up to 8 guests with 4 queen beds and features a fully equipped kitchen, free onsite parking, and is professionally cleaned with fresh linens and towels provided.

Best Sleepy Hollow, NY lodging with a pool

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

1br W/ Workspace, Gym & Outdoor Grill - Sleepy Hollow, NY
8.7 24 reviews
Sleepy Hollow, NY
06/27 – 07/04
$263/nighttotal: $1841 (7 )

1br W/ Workspace, Gym & Outdoor Grill

1 2
resort , White Plains
This apartment is located in Downtown White Plains, just a short train ride from Manhattan and within walking distance of local cafes. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment features one bedroom and one bathroom, accommodating up to three guests. Enjoy a range of amenities including a swimming pool, fitness center, and a dog wash, making it a comfortable and convenient option for travelers.
Poolhouse Paradise On Private Grounds Close To Nyc - Sleepy Hollow, NY
9.3 20 reviews
Sleepy Hollow, NY
08/17 – 08/27
$611/nighttotal: $6110 (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 village center, offering easy access to shops, restaurants, and attractions. It boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers. The home features two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a private pool and hot tub, a spacious outdoor dining area with a grill and firepit, and a serene garden setting perfect for relaxation.
Mid-century Oasis For Film Crew Shoots/locations - Sleepy Hollow, NY
Sleepy Hollow, NY
06/27 – 07/04
$5787/nighttotal: $40509 (7 )

Mid-century Oasis For Film Crew Shoots/locations

5 2
apartment , Briarcliff Manor
This 5-bedroom apartment is located in Briarcliff Manor, a short 10-minute drive from the Hudson River and train station, providing easy access to both the tranquility of nature and the excitement of New York City. The apartment is set on 1.75 acres of private land, offering a secluded and peaceful retreat.
The apartment comfortably accommodates 8 guests and features a stylish mid-century modern design with a blend of vintage and modern furniture. Enjoy the outdoor spaces including the sunset terrace, BBQ area, swimming pool, sundeck, and fire pit, as well as the indoor fireplace and access to the vegetable garden and free-range hens.
557 M² Apartment ∙ 5 Bedrooms ∙ 13 Guests - Sleepy Hollow, NY
Sleepy Hollow, NY
10/23 – 10/26
$1533/nighttotal: $4599 (3 )

557 M² Apartment ∙ 5 Bedrooms ∙ 13 Guests

5 6
apartment , Ossining
This estate is located in Ossining, Westchester, offering proximity to Sleepy Hollow and the scenic autumn landscapes of the surrounding area.
This 6,000 square foot residence accommodates up to 13 guests with 5 bedrooms, 4 bathrooms, a fully equipped kitchen, a pool table, an in-house bar, a swimming pool, a spa, and a garden, perfect for group comfort and entertainment.

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Destinations nearby

Best Sleepy Hollow, NY accommodation with a garden

Global Luxury Suites White Plains - Sleepy Hollow, NY
Sleepy Hollow, NY
06/27 – 07/04
$328/nighttotal: $2296 (7 )

Global Luxury Suites White Plains

1 2
apartment , White Plains
This White Plains apartment is located just a kilometer from the city center, within walking distance of Central Park, the Metropolitan Museum of Art, and the American Museum of Natural History. You'll be close to the excitement of the city, but still enjoy a peaceful neighborhood.
This rental offers one bathroom and comfortably accommodates two guests. Enjoy amenities like a fully equipped kitchen, a garden, and a laundry facility, making it ideal for a relaxing stay.
A House Where The Whole Family Fits Perfectly. - Sleepy Hollow, NY
Sleepy Hollow, NY
06/27 – 07/04
$970/nighttotal: $6790 (7 )

A House Where The Whole Family Fits Perfectly.

1 2
apartment , Congers
This Congers rental house offers a convenient location, situated approximately 40 miles from New York City's Times Square, the Meadowlands complex, and Woodbury Commons.
This 4-bedroom, 3-bathroom residence accommodates up to 8 guests and features a heated swimming pool, a basketball hoop, a children's playground, a balcony with a BBQ area, and a full outdoor kitchen.
3 Mi To Downtown: Spacious White Plains Home - Sleepy Hollow, NY
Sleepy Hollow, NY
08/17 – 08/27
$560/nighttotal: $5600 (10 )

3 Mi To Downtown: Spacious White Plains Home

1 3
cottage , Fairview
This Fairview cottage is conveniently located within 3 miles of Greenburgh Public Library, Westchester County Center, Pace University Law School, Galleria at White Plains, and Blythedale Children's Hospital.
This smoke-free vacation home features two and a half bathrooms, a fully equipped kitchen with microwave and dishwasher, a private balcony, a private garden with barbecue grills, and free Wi-Fi in public areas; plus, an on-site arcade/game room offers entertainment.
Cozy Congers Studio With Kitchen - Sleepy Hollow, NY
8.9 20 reviews
Sleepy Hollow, NY
08/17 – 08/27
$198/nighttotal: $1980 (10 )

Cozy Congers Studio With Kitchen

1 3
apartment , Congers
This Congers, NY studio suite is conveniently located near Rockland Lake State Park and Congers Lake, approximately 10 miles from the Tarrytown Metro-North station, offering easy access to outdoor recreation and commuting options.
The fully furnished apartment features a queen-size bed and a sofa bed, accommodating up to three guests, and includes a fully equipped kitchen, air conditioning, a private porch, and on-site parking; nearby attractions include hiking and biking trails.

Best Sleepy Hollow, NY accommodation with a kitchen

Nj Home Near Metlife | Pool & Tennis - Sleepy Hollow, NY
Sleepy Hollow, NY
06/26 – 07/04
$5850/nighttotal: $46800 (8 )

Nj Home Near Metlife | Pool & Tennis

1 5
apartment , Norwood
This five-bedroom, three-bathroom residence in Norwood, New Jersey, is located a short drive to MetLife Stadium and offers convenient access to New York City, situated in a quiet neighborhood with proximity to major highways.
This spacious home boasts private amenities including a swimming pool and a full tennis court, ideal for groups and families with a guest capacity of eight, providing ample space for gatherings and a comfortable base for exploring the area.
Cozy Suite Near Downtown Pleasantville - Sleepy Hollow, NY
9.9 28 reviews
Sleepy Hollow, NY
09/30 – 10/07
$194/nighttotal: $1358 (7 )

Cozy Suite Near Downtown Pleasantville

1 2
apartment , Pleasantville
This Pleasantville lower duplex is a 5-minute walk from downtown, the Metro-North train station, and restaurants like Wood & Fire and Southern Table.
The one-bedroom, one-bathroom apartment sleeps four with a king bed, pull-out couch, and offers a fully equipped kitchen, in-unit laundry, driveway parking for up to three vehicles, and a backyard with a grill.
Soccer Fans Dream Home-just 30 Minutes To Stadium - Sleepy Hollow, NY
Sleepy Hollow, NY
06/26 – 07/04
$12927/nighttotal: $103416 (8 )

Soccer Fans Dream Home-just 30 Minutes To Stadium

1 5
apartment , Norwood
This 6-bedroom residence is located in Norwood, approximately 30 minutes from the soccer stadium.
This spacious apartment offers a heated in-ground pool with spa, a private astro turf playing field, a man cave with 12 TVs and a bar, a pool table, shuffleboard, an outdoor fire pit, and accommodates up to 16 guests with 4 bathrooms.
Incredible Barn In Country Setting - Sleepy Hollow, NY
9.9 154 reviews
Sleepy Hollow, NY
06/26 – 07/04
$527/nighttotal: $4216 (8 )

Incredible Barn In Country Setting

1 5
apartment , Mount Kisco
This charming 2-bedroom apartment is located in a peaceful country setting just a short 6-minute drive from Mount Kisco train station and an hour from New York City. It has received excellent ratings for user experience, location, and cleanliness.
The apartment comfortably accommodates up to 6 guests with a pull-out couch and sleeping loft. Enjoy modern conveniences like WiFi, a Sonos sound system, a flat-screen TV, and a washer/dryer, along with outdoor amenities like a fireplace, Weber grill, and ping pong table.
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