Photo by Faith Robbins

Sleepy Hollow holiday rentals

We found 21 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Sleepy Hollow that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a fireplace. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Sleepy Hollow?
According to our research, houses are the most sought-after holiday home type in Sleepy Hollow. But as you'd expect, everyone's idea of an epic trip isn't the same. Stayz has holiday homes in a variety of sizes and shapes, so you're sure to discover the perfect fit.
How much does it cost to rent a holiday home in Sleepy Hollow?
Season, property type and length of stay are some of the things that can determine the price of a holiday home. Simply enter your dates of travel to find your ideal fit. From cosy cabins to sprawling luxury villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Sleepy Hollow?
Prices for beach houses in Sleepy Hollow will vary depending on the style and size of the property and when you're travelling. Just enter your travel dates into Stayz and how many guests to view available options and prices. From there you can use the filters to refine your search by ratings, nearby activities and more.
Are there pet-friendly holiday homes in Sleepy Hollow?
There are, yes. You can choose from two holiday homes that allow pets in Sleepy Hollow on Stayz. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly holiday homes to book a property where your puppy can get in on the fun.
What are popular home amenities in Sleepy Hollow?
The most popular home amenities people are looking for in Sleepy Hollow include a firepit, mountain views and a garden. Whether you're taking a trip with family, pals or even pets, Stayz holiday properties come with the best amenities for beginning new traditions with the people you love.
Are there holiday homes in Sleepy Hollow that welcome kids?
Bring the entire group together for an adventure in Sleepy Hollow at one of our two family-friendly properties. A lot of these stays feature conveniences that are perfect for getaways with children, including laundry facilities, multiple bedrooms and swimming pools. Simply click on the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Sleepy Hollow?
Keep your kids entertained at these popular family-friendly attractions in Sleepy Hollow:

  • Imagination Park
  • Doodlebug
  • Robson-Harrington House

Are there holiday homes with WiFi in Sleepy Hollow?
Whether you'd like to keep up with the headlines, send some emails or surf social media, there are two holiday homes with WiFi in Sleepy Hollow. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in Sleepy Hollow?
The minimum age allowed can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Sleepy Hollow you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Sleepy Hollow for?
The length of time you can book a holiday home in Sleepy Hollow differs according to the property. Just enter your selected travel dates to look at a list of options offering extended stays. With lots of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to find someplace just right to call your home away from home in Sleepy Hollow.

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