Search Villas in Sleepy Hollow

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Villas in Sleepy Hollow

Spacious Retreat w/ Pool, Hot Tub & Game Room
Interior

Spacious Retreat w/ Pool, Hot Tub & Game Room

Spacious Retreat w/ Pool, Hot Tub & Game Room
Charming Getaway Villa
Interior

Charming Getaway Villa

2.0 star property
Charming Getaway Villa
Luxury 5-Bdrm Getaway Near West Point
Property grounds

Luxury 5-Bdrm Getaway Near West Point

3.0 star property
10.0 out of 10, Exceptional, (3)
"Stayed for 3 nights with friends and family had an absolute blast! Amazing house! 100% would book this house again. I highly recommend this house. Very clean and very comfortable. If you had any questions owner would get back to you very quickly. Overall 10/10 stay!"
Luxury 5-Bdrm Getaway Near West Point
Hudson Valley Estate on 4 Acres w/ Private Pool!
Dining

Hudson Valley Estate on 4 Acres w/ Private Pool!

Hudson Valley Estate on 4 Acres w/ Private Pool!
Scenic Spring Home With Outdoor Dining Charm
Villa

Scenic Spring Home With Outdoor Dining Charm

2.0 star property
Scenic Spring Home With Outdoor Dining Charm
Hudson Valley Estate on 4 Acres w/ Private Pool!
Interior

Hudson Valley Estate on 4 Acres w/ Private Pool!

3.0 star property
Hudson Valley Estate on 4 Acres w/ Private Pool!
Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York
Exterior

Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York

Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York
NYC Hidden Chatteau
Dining

NYC Hidden Chatteau

NYC Hidden Chatteau
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your villa in Sleepy Hollow with Expedia?
Reserving a villa in Sleepy Hollow is as easy as working out your travel dates and choosing an option that has what you need. Searching for something budget friendly or upmarket, or a property that also comes with a laundry and kitchen? Use Expedia's search filters to narrow your results and find the ideal fit.
How can I find cheap villas in Sleepy Hollow?
The quickest way to get cheap villas in Sleepy Hollow is with Expedia's convenient filter tool. Fine-tune your search results by star rating, amenities and budget to grab awesome bargains in just a few keystrokes.