Compare best Airbnb in Sleepy Hollow, NY from 100+ providers!
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Best Vacation rentals and Airbnb offers in Sleepy Hollow, NY
Sleepy Hollow, NY
06/27 – 07/04
$322/nightTotal: $2254 (7 )
Upscale 1br In Downtown | Kitchen | Gym | Work Space
1 2
apartment , White Plains
This White Plains apartment rental is conveniently located near the Galleria mall and Westchester County Center, a short 6-minute walk from the White Plains Metro-North Railroad station. This 520-square-foot, two-bedroom, one-bathroom unit sleeps three guests and features a full kitchen with dishwasher, in-unit laundry, free WiFi, a smart TV, and access to an on-site fitness center, swimming pool, and concierge services.
9.8 8 reviews
Sleepy Hollow, NY
08/08 – 08/13
$205/nightTotal: $1025 (5 )
Cozy Studio With Reading Nook
1 2
studio , White Plains
This one-bedroom apartment is conveniently located in White Plains, just a short walk from Galleria at White Plains and a 15-minute drive from Westchester County Center. The surrounding area offers a mix of shopping, dining, and entertainment options, making it a great base for exploring the city. This rental is perfect for a small family or group of friends, with a comfortable layout that can accommodate up to three guests. Amenities include a fully equipped kitchen, free Wi-Fi, a smart TV, air conditioning, and secure parking.
10 7 reviews
Sleepy Hollow, NY
08/17 – 08/27
$263/nightTotal: $2630 (10 )
Palisade Suite -Cozy 1-bdr Dobbs Ferry-30 Min From Nyc- Ac & Hudson River Views
1 3
apartment , Dobbs Ferry
This Dobbs Ferry apartment rental boasts a riverfront location, a short drive from the Bronx Zoo (21 minutes) and Westchester County Center (11 minutes). The one-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen with microwave, in-unit Wi-Fi, air conditioning, and access to a fitness center; nearby attractions include Untermyer Gardens Conservancy and the shops at Ridge Hill.
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.
Sleepy Hollow, NY
08/08 – 08/13
$311/nightTotal: $1555 (5 )
Apartment B - Next To Hiking Trail - Back Entrance
2 2
apartment , Yonkers
This apartment is situated in Northwest Yonkers, a 3-minute drive from Westchester's Ridge Hill and a 4-minute drive from Legoland Discovery Center Westchester, with St. Paul's Church National Historic Site and Lyndhurst Mansion also in proximity. This residence offers a garden with outdoor furniture, free Wi-Fi, a TV, a stereo system, a living area with a fireplace, and a kitchen equipped with a fridge, microwave, stovetop, coffee/tea kit, and electric kettle, with ice skating and jogging nearby.
9.0 6 reviews
Sleepy Hollow, NY
08/08 – 08/13
$809/nightTotal: $4045 (5 )
Castle In The Sky ! Beautifully Renovated Victorian One Block From Main St.
4 2
apartment , Nyack
This Nyack vacation rental is a 4-bedroom, 4-bathroom house located within a 15-minute walk of the Edward Hopper House Art Center and Nyack Hospital, and near Blauvelt State Park and the Rockland Center for the Arts. This 8-guest home features in-unit laundry, essential amenities like a hair dryer and ironing board, and is ideally situated for exploring Nyack's attractions and public transportation.
8.0 1 review
Sleepy Hollow, NY
10/23 – 10/26
$497/nightTotal: $1491 (3 )
Fabulous 3-bedroom Apartment With Ac In Nyack , 1 Block Walk To Main St.
3 6
apartment , Nyack
This 3-bedroom apartment is located in Nyack, one block from Main Street, near the Edward Hopper House Art Center and St. Paul's Episcopal Church. This dwelling offers Wi-Fi, air conditioning, a dryer, and ironing facilities, with towels, soap, and toilet paper provided.
10 2 reviews
Sleepy Hollow, NY
10/23 – 10/26
$4146/nightTotal: $12438 (3 )
Shadowbrook Manor - 1890's Gem
1 6
apartment , Tarrytown
Shadowbrook Manor is a historic English country manor located in Tarrytown, just a short walk from the iconic Sleepy Hollow Cemetery, Lyndhurst Mansion, and the Tarrytown waterfront. The manor consistently receives excellent ratings for its location, cleanliness, and overall experience. The manor features five bedrooms and one bathroom, accommodating up to 16 guests. Guests can enjoy a fully equipped kitchen, parking, and internet access, along with the unique opportunity to host events in this stunning and versatile venue.
Sleepy Hollow, NY
06/27 – 07/04
$3264/nightTotal: $22848 (7 )
Fifa Lakefront Oasis
1 2
apartment , New City
This FIFA SPECIAL condo is located in New City, offering a tranquil lake view and access to recreational activities. This condo accommodates up to 12 guests and features 3 bathrooms, a kitchen, air conditioning, a swimming pool, jacuzzi, and fitness center, with barbecue facilities perfect for social gatherings.
9.8 18 reviews
Sleepy Hollow, NY
08/08 – 08/13
$355/nightTotal: $1775 (5 )
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.
10 3 reviews
Sleepy Hollow, NY
08/08 – 08/13
$223/nightTotal: $1115 (5 )
Clean, Comfy & Convenient 1 Bed Apt In The Village
1 2
apartment , Mount Kisco
This 1-bedroom apartment in Mount Kisco is conveniently located near both Grand Prix New York / Spins Bowl and the Arthur W. Butler Memorial Nature Preserve, offering easy access to entertainment and outdoor recreation. The apartment is ideal for a small group or family, comfortably accommodating up to 3 guests. The apartment features a fully equipped kitchen, a living room with a Smart TV, a desk, and a washer and dryer. Guests can enjoy modern amenities like air conditioning, free Wi-Fi, and on-site parking.
9.8 14 reviews
Sleepy Hollow, NY
08/08 – 08/13
$1704/nightTotal: $8520 (5 )
Hudson River Views: Briarcliff Manor Home W/ Deck
4 2
apartment , Briarcliff Manor
This Briarcliff Manor apartment is conveniently located just a short distance from Sleepy Hollow and Rockefeller State Park Preserve, offering easy access to attractions and nature. The apartment has received excellent user ratings, indicating a high level of satisfaction from previous guests. The spacious apartment, with its 4,150 square feet of living space, can comfortably accommodate up to 10 guests. Enjoy stunning views, a dedicated game room, a home gym, a dog run, a well-equipped kitchen, multiple living areas, and smart TVs in every room.
Discover Family-Friendly Vacation Rentals in Sleepy Hollow, NY
The right family vacation rental in Sleepy Hollow, NY makes all the difference, keeping you close to top city attractions.
Sleepy Hollow, NY
06/27 – 07/04
$1213/nightTotal: $8491 (7 )
2br House W/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly
2 2
apartment , Yonkers
This 2-bedroom apartment in Yonkers' Bryn Mawr neighborhood offers a private home experience with free onsite parking, located within 2 miles of the Bronx Zoo and Untermyer Gardens Conservancy. This family-friendly rental accommodates up to 10 guests with a fully equipped kitchen, air conditioning, and internet, providing convenient access to transportation, restaurants, and grocery stores.
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.
Sleepy Hollow, NY
06/27 – 07/04
$1827/nightTotal: $12789 (7 )
Perfect Family Getaway / 5br Home / 6 Queen Beds / Free Parking
5 2
apartment , Yonkers
This 5-bedroom house in Yonkers' Bryn Mawr neighborhood is located near the Bronx Zoo and Untermyer Gardens Conservancy. This property offers onsite parking, a fully equipped kitchen, and accommodates up to 12 guests, with air conditioning and internet provided.
9.6 173 reviews
Sleepy Hollow, NY
08/08 – 08/13
$606/nightTotal: $3030 (5 )
Relaxing & Great Location & Minutes From New York
1 2
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.
Best Sleepy Hollow, NY vacation rentals with parking
8.6 4 reviews
Sleepy Hollow, NY
08/08 – 08/13
$454/nightTotal: $2270 (5 )
Upscale Downtown 2br | Lux Amenities | Laundry
2 2
apartment , White Plains
This White Plains apartment is located in the city center, just a short walk from the Cudner-Hyatt House Complex, Capitol Theatre, Westchester Skating Academy, and Legoland Discovery Center Westchester. A short train ride connects you to Manhattan, making it easy to explore the city. The 1000-square-foot apartment comfortably accommodates up to 5 guests with 2 bedrooms and 2 bathrooms. Amenities include a fitness center, rooftop sky lounge, outdoor pool, children's playroom, business center, game room, and a dog wash.
Sleepy Hollow, NY
06/27 – 07/04
$1110/nightTotal: $7770 (7 )
Prime Luxe 3-br Nyc - Free Parking
1 2
apartment , White Plains
This pet-friendly apartment in White Plains is located in a residential district, offering convenient access to White Plains Hospital Center, Central Park, and the Metropolitan Museum of Art. This accommodation for 2 guests includes a microwave oven, dishwasher, air conditioning, and parking, with on-site laundry facilities available.
Sleepy Hollow, NY
08/17 – 08/27
$931/nightTotal: $9310 (10 )
Historic Former Speakeasy 4 Bdrm, Walk To Train And Town: Pleasantville
4 3
castle , Pleasantville
This Pleasantville castle, a short walk from Graham Hills Park and a mile from Rockefeller State Park, offers easy access to Pleasantville's restaurants, farmer's market, and the train to Grand Central Terminal (50-minute ride). This 4,000-square-foot estate boasts four bedrooms, four bathrooms, and accommodates up to ten guests, featuring a chef's kitchen, spa, and a terrace overlooking mature plantings, plus nearby access to hiking, biking, and shopping at Westchester Mall and the Galleria at White Plains.
Sleepy Hollow, NY
06/27 – 07/04
$247/nightTotal: $1729 (7 )
Cozy Apartment To Relax - Apartment "A"
2 2
apartment , Yonkers
This Yonkers rental unit in Getty Square offers convenient access to local attractions, being a 3-minute drive from Untermyer Gardens Conservancy and a 5-minute drive from Van Cortlandt Park. This apartment features a private terrace with outdoor furniture, complimentary Wi-Fi, a fully equipped kitchen, and air conditioning, with proximity to Westchester County Center and attractions in New York City.
Frequently Asked Questions about vacation rentals in Sleepy Hollow, NY
What are some interesting places to visit in or near Sleepy Hollow, NY?
Sleepy Hollow is packed with history! You've got to visit the Sleepy Hollow Cemetery, where Washington Irving, who wrote 'The Legend of Sleepy Hollow,' is buried. The Old Dutch Church is also a must-see, and it's right next to the cemetery. If you're into art, the Kykuit, the Rockefeller estate, is just a short drive away in nearby Pocantico Hills.
What are the best Airbnb and vacation rentals in Sleepy Hollow, NY?
Which walking or cycling routes are the best in Sleepy Hollow, NY?
The Old Croton Aqueduct Trail is a great option for walking or biking. It runs along the old aqueduct and offers scenic views of the Hudson River. You can also check out the Sleepy Hollow Historic District, which is perfect for a leisurely stroll. There are also several bike paths around the area, like the Saw Mill River Trail.
What are the most popular Airbnbs in Sleepy Hollow, NY?
What sports or outdoor activites can visitors enjoy in and around Sleepy Hollow, NY?
Sleepy Hollow is a great place for outdoor activities. You can go hiking or biking on the trails around the area, like the Rockefeller State Park Preserve. There's also a great golf course at the Sleepy Hollow Country Club. If you're looking for something a little more active, you can go kayaking or canoeing on the Hudson River.
What are the best vacation 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 other popular destinations. You can easily get to Tarrytown, which is just a few miles away. You can also take a short train ride to New York City or a drive to the historic town of Cold Spring, on the opposite side of the Hudson River.
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?
Vacation rentals in Sleepy Hollow usually offer a range of amenities to make your stay comfortable. You can expect to find things like kitchens, laundry facilities, and Wi-Fi. Many rentals also have outdoor spaces like patios or balconies, and some even have fireplaces. You can also find rentals with unique features like hot tubs or swimming pools.
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. If you want to enjoy the fall foliage, September and October are the best months. Spring and summer are also great times to visit, with warmer weather and opportunities for outdoor activities. Just be aware that it can get busy during the peak season.
Destinations nearby
Top Vacation Rentals with Balconies in Sleepy Hollow, NY
Wake up to breathtaking views at these Sleepy Hollow, NY vacation rentals with balconies, perfect for your morning coffee.
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.
8.0 4 reviews
Sleepy Hollow, NY
09/30 – 10/07
$683/nightTotal: $4781 (7 )
3 Mi To Downtown: Spacious White Plains Home
5 2
house , Fairview
This White Plains house rental, located three miles from downtown White Plains and six miles from Westchester County Airport, offers easy access to Manhattanville College, SUNY Purchase, Iona College, and the Palisades Center Mall. This 3,210-square-foot property boasts five bedrooms, three bathrooms, and accommodates up to 25 guests, featuring a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and free Wi-Fi.
9.8 18 reviews
Sleepy Hollow, NY
08/08 – 08/13
$199/nightTotal: $995 (5 )
Piermont Oasis
1 2
apartment , Piermont
This Piermont apartment rental offers a private entrance and balcony overlooking mountain greenery, conveniently located near Tallman Mountain State Park and Palisades Interstate Park. The one-bedroom, one-bathroom unit sleeps two guests and includes WiFi, AC, a kitchenette, and is ideal for exploring nearby attractions like the Tarrytown Music Hall and Rockland Bakery.
9.2 15 reviews
Sleepy Hollow, NY
09/30 – 10/07
$642/nightTotal: $4494 (7 )
3 Mi To Downtown: Spacious White Plains Home
5 2
apartment , Fairview
This White Plains vacation rental, three miles from Downtown White Plains and eight miles from Westchester County Airport, offers easy access to New York City via train. This 3,210-square-foot home features a spacious seven-bedroom, three-bathroom layout, accommodating up to twelve guests and including amenities such as a private patio, garden with gas grill, garage parking for four vehicles, and free Wi-Fi.
Find the Best Dog-Friendly Vacation Rentals in Sleepy Hollow, NY
Travel with ease to Sleepy Hollow, NY with pet-friendly rentals located near local dog parks and scenic city walks.
Sleepy Hollow, NY
10/23 – 10/26
$1371/nightTotal: $4113 (3 )
Spacious Luxury Retreat Sleeps 16 Prime Area Free Parking Near Nyc
3 6
apartment , White Plains
This 3-bedroom, 2-bathroom apartment in White Plains accommodates up to 16 guests and is located near The Westchester Mall and Rockefeller State Park Preserve. This spacious rental offers a fully equipped kitchen, comfortable seating for group gatherings, and is conveniently situated for exploring local attractions.
9.4 72 reviews
Sleepy Hollow, NY
09/30 – 10/07
$192/nightTotal: $1344 (7 )
The Cozy Den
1 2
apartment , Nyack
This cozy den is located in a quiet and safe neighborhood in Nyack, just a short walk from the town center and offering beautiful views of the Hudson River. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a private entrance, a modern kitchen with a fridge and microwave, air conditioning, a garden, parking, internet access, and is pet-friendly.
Sleepy Hollow, NY
08/08 – 08/13
$1432/nightTotal: $7160 (5 )
Convenient Apt: 2 Mi To Sprain Ridge Park!
1 2
apartment , Yonkers
This 1-bedroom apartment is located in Yonkers, just a short drive from Sprain Ridge Park, Wave Hill, and Iona College, offering convenient access to outdoor activities and cultural attractions. You can enjoy easy access to Manhattan, with Manhattanville College and Yankee Stadium only 12 miles away. The apartment is 700 square feet and comfortably accommodates up to 3 guests. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, and parking. You can enjoy the convenience of a private entrance and a comfortable stay with a spacious bedroom and a fully equipped kitchen.
Sleepy Hollow, NY
08/17 – 08/27
$266/nightTotal: $2660 (10 )
A Comfortable Cozy Place In The Heart Of Nyack
1 3
apartment , Nyack
This Nyack condo offers a prime central location, placing you within a well-established residential area with convenient access to the town's shops, restaurants, and cultural venues. This pet-friendly rental accommodates two guests with a private bedroom and bathroom, featuring air conditioning, internet, and a kitchen, and you'll likely have the entire residence to yourself, allowing you to experience Nyack like a local.