Sleepy Hollow holiday homes

We found 178 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
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Discover a selection of holiday rentals in Sleepy Hollow that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
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Explore the riverfront setting in Sleepy Hollow

Enjoy the churches and other features of Sleepy Hollow. Renowned for its local tours, riverfront and hiking, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Sleepy Hollow

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Sleepy Hollow has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Rockland Bakery (7.4 mi / 11.9 km)
  • Legoland Discovery Center Westchester (8.3 mi / 13.3 km)
  • Rye Playland (12.7 mi / 20.4 km)
  • Ridgewood Country Club (15.1 mi / 24.3 km)
  • Bronx Zoo (16.3 mi / 26.3 km)
  • Rockland Lake State Park Championship Golf Course (5.5 mi / 8.9 km)

Exploring the natural features in Sleepy Hollow

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Sleepy Hollow is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Rockefeller State Park Preserve (2 mi / 3.2 km)
  • Nyack Beach State Park (3.7 mi / 5.9 km)
  • Buttermilk Falls Park (4.6 mi / 7.4 km)
  • Rockland Lake State Park (4.6 mi / 7.5 km)
  • Croton Point Park (6.9 mi / 11.1 km)
  • Untermyer Gardens Conservancy (8.4 mi / 13.5 km)

Transport to and around Sleepy Hollow

Fly into White Plains, NY (HPN-Westchester County), the closest airport, located 8.1 mi (13.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Teterboro, NJ (TEB), which is 19.4 mi (31.2 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Sleepy Hollow?

The average price for a holiday home in Sleepy Hollow is determined by a number of factors, like length of stay, season and property type. Whether you're thinking about a sprawling house with room for friends and family or a comfy cabin perfect for just you and the kids, just enter your dates of travel to view stays with amazing value.

How much does it cost to rent a beach house in Sleepy Hollow?

Prices for beach houses in Sleepy Hollow differ depending on the size and style of the property and when you're travelling. All you need to do is enter your travel dates into Bookabach and how many guests to see your home options and prices. From there you can use our filters to narrow your search results by ratings, nearby activities and more.

What are the top attractions for families in Sleepy Hollow?

Keeping the kiddos entertained during your holiday in Sleepy Hollow is a snap with these exciting family-friendly attractions:

  • Rockefeller Archive Centre
  • Tarrytown Lighthouse
  • Tarrytown Music Hall

How old do you have to be to rent a holiday home in Sleepy Hollow?

The minimum required age is normally 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your preferred Sleepy Hollow holiday home before making a booking.

How long can I rent a holiday home in Sleepy Hollow for?

It's up to the Sleepy Hollow property. To view all available options offering extended stays, just enter your travel dates and guest number into the Bookabach search page. Look forward to having the entire property to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard where the kids can burn off energy. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

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