12 Holiday rentals and Airbnb in Sleepy Hollow, NY
Sleepy Hollow, NY
08/08 – 13/08
269 €/nighttotal: 1345 € (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.
9.9 127 reviews
Sleepy Hollow, NY
23/10 – 26/10
375 €/nighttotal: 1125 € (3 )
Charming 3br Home - Quiet Stay, Close To Nyc
1 6
house , White Plains
This three-bedroom townhouse is situated in White Plains, a short 2-kilometre walk from North White Plains station, providing easy access to Manhattan and close proximity to the Westchester Mall, Target and Whole Foods. The property offers a full kitchen, a dining room, a laundry facility, a dedicated office space and parking for multiple cars.
8.0 4 reviews
Sleepy Hollow, NY
17/08 – 27/08
467 €/nighttotal: 4670 € (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.
9.7 20 reviews
Sleepy Hollow, NY
08/08 – 13/08
1117 €/nighttotal: 5585 € (5 )
Hudson River Views: Briarcliff Manor Home W/ Deck
4 2
apartment , Briarcliff Manor
This Briarcliff Manor holiday home provides extensive views of the Hudson River and Palisades, situated a short drive from Historic Sleepy Hollow and Rockefeller State Park Preserve. This spacious 385 square meter residence accommodates up to 12 guests with four bedrooms and six bathrooms, featuring a well-appointed games room, outdoor entertaining areas with a pizza oven, multiple fireplaces, and eight dedicated home office spaces, plus an EV charger.
9.0 6 reviews
Sleepy Hollow, NY
30/09 – 07/10
691 €/nighttotal: 4837 € (7 )
Castle In The Sky ! Beautifully Renovated Victorian One Block From Main St.
4 2
apartment , Nyack
This Nyack holiday home is conveniently located within a 2.4km walk of the Edward Hopper House Art Centre and Nyack Hospital, and under 3.2km from Blauvelt State Park and the Rockland Center for the Arts. The four-bedroom, four-bathroom property sleeps eight guests and includes in-unit laundry facilities, plus essential amenities such as a hairdryer and iron; nearby, explore Nyack's arts scene and the shops and restaurants of the town centre.
Sleepy Hollow, NY
27/06 – 04/07
319 €/nighttotal: 2233 € (7 )
Beautiful Apartment 1 In Great Pleasantville, Ny
3 2
apartment , Pleasantville
This three-bedroom flat in Pleasantville offers convenient access to Captain Lawrence Brewing Company, Bowlero White Plains, and is a short drive to Rockefeller State Park Preserve and the Audubon Center. This accommodation comfortably sleeps six guests and provides essential amenities including air conditioning and Wi-Fi, with easy access to family attractions such as the Westchester Skating Academy and Legoland Discovery Center Westchester.
9.9 21 reviews
Sleepy Hollow, NY
23/10 – 26/10
900 €/nighttotal: 2700 € (3 )
Relaxing Family Retreat
1 6
apartment , Valley Cottage
This Valley Cottage house, a split-level ranch, is conveniently located approximately 8km from the Palisades Center, 8km from Rockland Lake State Park, and 16km from Nyack's town centre. This self-catering property boasts four bedrooms, two bathrooms, sleeps eight guests, and features a private top-floor suite, en-suite master bedroom, on-site deck, barbecue, and swimming pool.
Sleepy Hollow, NY
27/06 – 04/07
283 €/nighttotal: 1981 € (7 )
Global Luxury Suites White Plains
1 2
apartment , White Plains
This apartment is conveniently located in White Plains, just one kilometre from the city centre, making it easy to explore the area's attractions. The apartment is suitable for up to two guests and includes a kitchen with a microwave oven and dishwasher, as well as a garden and an outdoor pool. You can also enjoy free Wi-Fi, a laundry facility and a business centre during your stay.
Sleepy Hollow, NY
27/06 – 04/07
2823 €/nighttotal: 19761 € (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.
10 7 reviews
Sleepy Hollow, NY
30/09 – 07/10
216 €/nighttotal: 1512 € (7 )
Palisade Suite -Cozy 1-bdr Dobbs Ferry-30 Min From Nyc- Ac & Hudson River Views
1 2
apartment , Dobbs Ferry
This Dobbs Ferry apartment is situated near the Hudson River, approximately 34km from the Bronx Zoo and 18km from the Westchester County Center. The one-bedroom, one-bathroom flat sleeps four guests and offers amenities including Wi-Fi, on-site parking, and a fully equipped kitchen; nearby attractions include the Untermyer Gardens Conservancy and the Hudson River Museum.
Sleepy Hollow, NY
27/06 – 04/07
238 €/nighttotal: 1666 € (7 )
A Comfortable Cozy Place In The Heart Of Nyack
1 2
apartment , Nyack
This Nyack flat is centrally situated, providing easy access to local amenities and attractions within 1 kilometre of the Hudson River. This private apartment accommodates two guests and features a kitchen, air conditioning, and Wi-Fi, with pets welcome and a high probability of exclusive use.
9.6 173 reviews
Sleepy Hollow, NY
08/08 – 13/08
533 €/nighttotal: 2665 € (5 )
Relaxing & Great Location & Minutes From New York
1 2
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.
Best family friendly Sleepy Hollow, NY holiday rentals
Among the 9 accommodations in Sleepy Hollow, NY, here are the 4 best family friendly rentals
9.8 8 reviews
Sleepy Hollow, NY
08/08 – 13/08
176 €/nighttotal: 880 € (5 )
Cozy Studio With Reading Nook
1 2
studio , White Plains
This one-bedroom flat is conveniently located in White Plains, just 1.5 kilometres from the Westchester County Center and a 20-minute walk from the Galleria at White Plains shopping centre. The area is well-connected, offering easy access to local amenities and attractions. The flat can accommodate up to 3 guests and has a fully equipped kitchen, a comfortable living area with a smart TV, and a bathroom. Enjoy modern amenities such as air conditioning, heating, and Wi-Fi, along with access to a spa, parking, and a lakefront location perfect for water activities.
9.4 10 reviews
Sleepy Hollow, NY
30/09 – 07/10
458 €/nighttotal: 3206 € (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.
Sleepy Hollow, NY
23/10 – 26/10
749 €/nighttotal: 2247 € (3 )
Perfect Family Getaway / 5br Home / 6 Queen Beds / Free Parking
5 6
apartment , Yonkers
This expansive five-bedroom residence is situated in Yonkers' Bryn Mawr district, offering convenient access to landmarks such as the Bronx Zoo, located approximately 3.2 kilometres away, and the Untermyer Gardens Conservancy, about 2.4 kilometres distant. This private home accommodates up to 20 guests with six queen beds, featuring a fully equipped kitchen, complimentary on-site parking, and air conditioning, making it a suitable option for families and groups seeking a comfortable stay in Yonkers.
9.9 38 reviews
Sleepy Hollow, NY
17/08 – 27/08
358 €/nighttotal: 3580 € (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 Sleepy Hollow, NY holiday rentals with parking
10 3 reviews
Sleepy Hollow, NY
08/08 – 13/08
193 €/nighttotal: 965 € (5 )
Clean, Comfy & Convenient 1 Bed Apt In The Village
1 2
apartment , Mount Kisco
This Mount Kisco apartment is located just 3km from Grand Prix New York / Spins Bowl and 6km from the Arthur W. Butler Memorial Nature Preserve, offering easy access to both entertainment and natural beauty. The surrounding area is charming and close to local restaurants and shops. The apartment is a one-bedroom flat with one bathroom, comfortably accommodating up to three guests. It features a well-equipped kitchen, a dedicated workspace, a comfortable living area, and a modern bathroom with all the essentials.
9.0 2 reviews
Sleepy Hollow, NY
08/08 – 13/08
392 €/nighttotal: 1960 € (5 )
Modern 2br In Downtown| Clubhouse + Gym | Parking
2 2
apartment , White Plains
This White Plains apartment is situated a 6-minute walk from White Plains Metro-North Railroad Station, less than 1.6km from White Plains Hospital Center and Pace University Law School, and within a 15-minute walk of The Galleria at White Plains and Westchester County Center. The 93 square metre flat offers three bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, free Wi-Fi, a swimming pool, fitness centre, concierge service, parking, and is close to numerous shops and entertainment venues.
Sleepy Hollow, NY
23/10 – 26/10
1326 €/nighttotal: 3978 € (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.
10 2 reviews
Sleepy Hollow, NY
08/08 – 13/08
1401 €/nighttotal: 7005 € (5 )
Hudson River Views Briarcliff Manor Home With Deck
4 2
house , Briarcliff Manor
This Briarcliff Manor estate is situated just 11 miles from The Palisades Center Mall and 14 miles from Manhattanville College, offering stunning Hudson River views and a peaceful setting. The property has received excellent ratings for user experience, location, and cleanliness. The 3-bedroom home provides ample space for families or groups, with a floor area of 386 square metres and a guest capacity of 10. Enjoy modern amenities such as free Wi-Fi, cable TV, a washing machine, a fully equipped kitchen, a spa, a fitness centre, and a garden.
Frequently asked questions about holiday rentals in Sleepy Hollow, NY
What are some interesting places to visit in or near Sleepy Hollow, NY?
Sleepy Hollow is steeped in history! You can't miss the iconic Sleepy Hollow Cemetery, where Washington Irving is buried. For a dose of art, the Kykuit, the Rockefeller estate, is a must-see, while the Philipsburg Manor is a living history museum that offers a glimpse into colonial life.
What are the best Airbnb and holiday rentals in Sleepy Hollow, NY?
Which walking or cycling routes are the best in Sleepy Hollow, NY?
The Old Croton Aqueduct Trail is a lovely paved path perfect for both walking and cycling. It runs along the historic aqueduct and offers scenic views. For a shorter walk, the Sleepy Hollow Cemetery itself has beautiful paths and is a peaceful place to stroll.
What are the most popular Airbnbs in Sleepy Hollow, NY?
What sports or outdoor activites can visitors enjoy in and around Sleepy Hollow, NY?
You can enjoy a round of golf at the Sleepy Hollow Country Club, or take a leisurely walk or bike ride along the Hudson River. There are also several parks in the area, like the Rockefeller State Park Preserve, where you can hike, fish, or simply relax.
What are the best holiday rentals with a pool in Sleepy Hollow, NY?
What other towns or cities can be easily accessed from Sleepy Hollow, NY?
Sleepy Hollow is conveniently located near several other towns and cities. You can easily reach Tarrytown, which is just a short drive away, or head into New York City, which is about a 30-minute train ride from the Tarrytown station.
What are the best rentals for families and kids in Sleepy Hollow, NY?
What amenities are commonly available in vacation rentals in Sleepy Hollow, NY?
Most vacation rentals in Sleepy Hollow offer standard amenities like Wi-Fi, a fully equipped kitchen, and a comfortable living space. Many also have private outdoor areas like patios or decks, perfect for enjoying the beautiful scenery.
What are the best rentals or Airbnbs with a jacuzzi in Sleepy Hollow, NY?
What time of year is best to rent a vacation rental Sleepy Hollow, NY?
The best time to visit Sleepy Hollow depends on your preferences. Spring and autumn are particularly beautiful, with vibrant foliage and mild temperatures. Summer is great for outdoor activities, while winter offers a charming, festive atmosphere.
Destinations nearby
Best Sleepy Hollow, NY holiday rentals with a balcony
8.8 52 reviews
Sleepy Hollow, NY
08/08 – 13/08
311 €/nighttotal: 1555 € (5 )
Pureheart House, Spacious, 3bdr 30 Mn From Manhattan. Nyc
3 2
apartment , Yonkers
This charming house is located in Northeast Yonkers, a short distance from the Hudson River Museum and Westchester County Center. The property has received excellent user ratings, making it a popular choice for travellers. The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. You’ll find a fully equipped kitchen, a spacious living room with a 65" TV, a dedicated workspace, a terrace, a garden, a spa and parking on site.
9.8 18 reviews
Sleepy Hollow, NY
08/08 – 13/08
172 €/nighttotal: 860 € (5 )
Piermont Oasis
1 2
apartment , Piermont
This Piermont apartment, near Tallman Mountain State Park and Palisades Interstate Park, offers easy access to Piermont's natural beauty and cultural attractions such as the Tarrytown Music Hall (a short drive away). The self-catering flat features a private balcony overlooking mountain greenery, one bedroom, one bathroom, sleeps two guests, and includes WiFi, a kitchenette, and parking.
8.0 238 reviews
Sleepy Hollow, NY
08/08 – 13/08
234 €/nighttotal: 1170 € (5 )
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.
9.7 292 reviews
Sleepy Hollow, NY
23/10 – 26/10
953 €/nighttotal: 2859 € (3 )
Modern 4bd/3ba W/parking & Deck & 29 Min>nyc
4 6
apartment , Yonkers
This family-friendly house is located in Yonkers, a short drive from Hastings-on-Hudson and close to attractions like Untermyer Gardens Conservancy and the Hudson River Museum. The property has excellent user, location, and cleanliness ratings. The house has three bedrooms and is 102 square metres in size. It offers a range of amenities including a swimming pool, tennis court, and a fully equipped kitchen, perfect for a comfortable and enjoyable stay.
Best pet friendly Sleepy Hollow, NY holiday rentals
Among the 9 accommodations in Sleepy Hollow, NY, here are the 4 best pet friendly rentals
8.4 16 reviews
Sleepy Hollow, NY
08/08 – 13/08
392 €/nighttotal: 1960 € (5 )
Near Metronorth Station 2 Br | Kitchen + W/d
2 2
apartment , White Plains
This White Plains apartment is ideally situated near the Galleria Mall, White Plains Hospital, and Westchester County Centre, all within a 2.4km radius, offering easy access to the Metro-North station for a quick commute to New York City. The 93 square metre flat features three bedrooms, two bathrooms, and sleeps five guests comfortably, boasting a fully equipped kitchen, fitness centre access, swimming pool, and concierge service.
8.0 3 reviews
Sleepy Hollow, NY
27/06 – 04/07
227 €/nighttotal: 1589 € (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.
Sleepy Hollow, NY
17/08 – 27/08
452 €/nighttotal: 4520 € (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.
Sleepy Hollow, NY
27/06 – 04/07
279 €/nighttotal: 1953 € (7 )
Upscale 1br In Downtown | Kitchen | Gym | Work Space
1 2
apartment , White Plains
This White Plains apartment is ideally situated near the Galleria mall and Westchester County Centre, a six-minute walk from White Plains Metro-North Railroad Station, providing easy access to New York City. The 48-square-metre (517 square foot) two-bedroom, one-bathroom flat sleeps three guests and boasts amenities including a swimming pool, fitness centre, concierge service, and free Wi-Fi; nearby attractions include an on-site arcade.