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

Enjoy The Best Of Both Worlds - Sleepy Hollow, NY
Sleepy Hollow, NY
08/08 – 13/08
£383/nighttotal: £1915 (5 )

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.
Cozy Secret Apartment With Free Parking In Yonkers - Sleepy Hollow, NY
9.8 18 reviews
Sleepy Hollow, NY
08/08 – 13/08
£182/nighttotal: £910 (5 )

Cozy Secret Apartment With Free Parking In Yonkers

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.
Relaxing & Great Location & Minutes From New York - Sleepy Hollow, NY
9.6 173 reviews
Sleepy Hollow, NY
17/08 – 27/08
£636/nighttotal: £6360 (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.
Truly Amazing 6-br With Luxury Stay For Worldcup - Sleepy Hollow, NY
10 1 review
Sleepy Hollow, NY
26/06 – 04/07
£2883/nighttotal: £23064 (8 )

Truly Amazing 6-br With Luxury Stay For Worldcup

6 5
apartment , Closter
This luxurious six-bedroom, five-bathroom house in Closter enjoys a prime location near Closter Plaza and the Palisades Parkway, offering easy access to local amenities and scenic drives.
The spacious property boasts a heated swimming pool, a home theatre, a private gym, and extensive outdoor recreational facilities including a basketball court and trampoline, comfortably accommodating large families or groups.

Guest-Favourite Accommodations with a Swimming Pool in Sleepy Hollow, NY

On-site pool access at your accommodation in Sleepy Hollow, NY makes a proper swim in the heart of the city a brilliant part of your trip.

Classic Tudor In A Prime Nyc Suburban Location. - Sleepy Hollow, NY
10 5 reviews
Sleepy Hollow, NY
23/10 – 26/10
£1539/nighttotal: £4617 (3 )

Classic Tudor In A Prime Nyc Suburban Location.

4 6
apartment , Scarsdale
This Scarsdale house, a mile (1.6km) from Scarsdale Metro-North station for easy Manhattan access, offers convenient proximity to top-rated schools and town amenities.
The spacious four-bedroom property sleeps nine, boasting a finished basement with kitchenette and large TV, a private backyard, two driveways, and access to Scarsdale's town pool and tennis courts (membership fees apply for stays over 30 days).
Matt’s Cozy Quarters Near Nyc W/outdoor Living - Sleepy Hollow, NY
Sleepy Hollow, NY
23/10 – 26/10
£368/nighttotal: £1104 (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.
Fully Furnished, Cozy 1br In White Plains - Sleepy Hollow, NY
8.0 3 reviews
Sleepy Hollow, NY
27/06 – 04/07
£196/nighttotal: £1372 (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.
Westchester Summer: Pool Pet Friendly Events Games - Sleepy Hollow, NY
9.2 31 reviews
Sleepy Hollow, NY
23/10 – 26/10
£1040/nighttotal: £3120 (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.

Frequently asked questions about accommodations in Sleepy Hollow, NY

  • How can travelers reach Sleepy Hollow, NY?

    Sleepy Hollow is just a short drive from New York City, about 50km north. You can hop on the Metro-North train from Grand Central Terminal, getting off at the Tarrytown station, which is a short walk from the village. If you prefer to drive, it's easily accessible via the New York State Thruway.
  • What are the best places to stay in Sleepy Hollow, NY?

    Among the places to stay 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.

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

    Sleepy Hollow is a great place for outdoor activities. You can enjoy a stroll along the scenic Hudson River, take a bike ride on the Old Croton Aqueduct Trail, or go for a hike in the Rockefeller State Park Preserve. If you're feeling adventurous, you can even go kayaking or canoeing on the river.
  • What are the best places to stay with a pool in Sleepy Hollow, NY?

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

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

    Autumn is absolutely magical in Sleepy Hollow, with the leaves changing colour and the Halloween festivities kicking off. But honestly, any time of year is great, with each season offering its own unique charm. Spring is lovely with the flowers blooming, summer is perfect for outdoor activities, and winter brings a cosy atmosphere.
  • What are the best places to stay with a jacuzzi in Sleepy Hollow, NY?

    The best place to stay with a jacuzzi in Sleepy Hollow, NY is Castle Hotel & Spa - Luxury Hotel Near Nyc.

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

    The Old Croton Aqueduct Trail is a fantastic option for both walking and cycling, stretching for 40km through beautiful scenery. For a shorter walk, try the scenic path along the Hudson River, starting near the Sleepy Hollow Cemetery. There's also a lovely loop around the village itself, taking you past historic buildings and charming shops.
  • What are the best places to stay for families and kids in Sleepy Hollow, NY?

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

    Tarrytown, right next door, is worth a visit, with its charming waterfront and historic sites. A bit further afield, you have the vibrant city of Yonkers, with its art scene and museums. And of course, you can't miss New York City, just a short train ride away, offering endless possibilities for exploring.
  • What are the best pet friendly places to stay in Sleepy Hollow, NY?

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

    You'll find a range of accommodation options in Sleepy Hollow, from cosy bed and breakfasts to larger hotels. Most places offer basic amenities like Wi-Fi, parking, and breakfast. Some also have swimming pools, fitness centres, or restaurants on site. You can find options to suit every budget.
  • What are the best places to stay with parking in Sleepy Hollow, NY?

Destinations nearby

Best Sleepy Hollow, NY accommodations with a garden

1br W/ Workspace, Gym & Outdoor Grill - Sleepy Hollow, NY
8.7 24 reviews
Sleepy Hollow, NY
27/06 – 04/07
£196/nighttotal: £1372 (7 )

1br W/ Workspace, Gym & Outdoor Grill

1 2
resort , White Plains
This one-bedroom flat is situated in Downtown White Plains, a short train journey from Manhattan and a quick drive to the Hudson River. It has received excellent ratings for location, cleanliness, and overall experience.
The flat comfortably accommodates up to three guests, and boasts a range of amenities including a swimming pool, fitness centre, and garden. There is also a dog wash station, making it ideal for pet owners.
Idyllic & Chic In Piermont, 20 Min From Gw Bridge - Sleepy Hollow, NY
9.9 66 reviews
Sleepy Hollow, NY
08/08 – 13/08
£182/nighttotal: £910 (5 )

Idyllic & Chic In Piermont, 20 Min From Gw Bridge

2 2
apartment , Piermont
This Piermont holiday home enjoys a prime village location, a short 0.8 km stroll from the Hudson River and Tallman Park, and is within 3.2 km of the George Washington Bridge.
The two-bedroom, one-bathroom property sleeps four guests and features a fully equipped kitchen, living room with TV, in-unit laundry, and outdoor space; amenities include Wi-Fi, cable TV, and access to streaming services such as Netflix, Amazon Prime Video, and HBO Max.
Nyack Retreat - Sleepy Hollow, NY
9.6 163 reviews
Sleepy Hollow, NY
14/09 – 18/09
£179/nighttotal: £716 (4 )

Nyack Retreat

1 2
apartment , Nyack
This one-bedroom apartment in Nyack is ideally situated just a short walk from the town centre, offering easy access to shops, restaurants and the waterfront. It has received excellent ratings for location, cleanliness and overall experience.
The apartment comfortably accommodates up to three guests and features a well-equipped kitchen with a fridge, freezer, microwave oven and dishwasher. Enjoy a peaceful stay with amenities like air conditioning, a garden and internet access, allowing you to relax and explore the surrounding area.
Cozy Congers Studio With Kitchen - Sleepy Hollow, NY
9.0 22 reviews
Sleepy Hollow, NY
17/08 – 27/08
£148/nighttotal: £1480 (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.

Best Sleepy Hollow, NY accommodations with a kitchen

Chic Vintage Cottage In Artsy Village Of Nyack - Sleepy Hollow, NY
9.9 207 reviews
Sleepy Hollow, NY
14/09 – 18/09
£287/nighttotal: £1148 (4 )

Chic Vintage Cottage In Artsy Village Of Nyack

2 2
apartment , Nyack
This charming cottage is located just one block from Main Street in Nyack Village, offering easy access to the town's restaurants, shops, and attractions, and is only 48km from New York City. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers a spacious and inviting open floorplan with a sunroom, ideal for a family of four. Guests can enjoy a well-equipped kitchen, a private garden with a fire pit, and access to local farmer's markets for fresh produce.
Minutes To Hospitals, Hpn & Metro-north - Sleepy Hollow, NY
8.9 49 reviews
Sleepy Hollow, NY
27/06 – 04/07
£196/nighttotal: £1372 (7 )

Minutes To Hospitals, Hpn & Metro-north

1 2
resort , White Plains
This apartment is located in Downtown White Plains, just a short train ride from Manhattan and a quick drive up the Hudson River. The apartment has received excellent ratings for location, cleanliness, and user experience.
This one-bedroom, one-bathroom flat can comfortably accommodate up to three guests. You'll enjoy a range of amenities including a swimming pool, fitness centre, and a garden, as well as a dog wash station and a children's playroom.
3 Mi To Downtown: Spacious White Plains Home - Sleepy Hollow, NY
Sleepy Hollow, NY
14/09 – 18/09
£517/nighttotal: £2068 (4 )

3 Mi To Downtown: Spacious White Plains Home

1 2
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.
Apartment B - Next To Hiking Trail - Back Entrance - Sleepy Hollow, NY
Sleepy Hollow, NY
08/08 – 13/08
£232/nighttotal: £1160 (5 )

Apartment B - Next To Hiking Trail - Back Entrance

2 2
apartment , Yonkers
This non-smoking flat in Northwest Yonkers is situated within a 3-minute drive of Westchester's Ridge Hill and a 4-minute drive from Legoland Discovery Centre.
This property offers two bedrooms, one bathroom, a fully equipped kitchen with a fridge and microwave, air conditioning, complimentary Wi-Fi, and a garden, with proximity to ice skating activities and a laundromat.
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