Sleepy Hollow Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Our top choices for Sleepy Hollow holiday rentals

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (84)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is RM447
RM514 total
includes taxes & fees
29 Dec - 30 Dec
Stamford Suites

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (545)
"Enjoyed our stay , would stay again "
United States
Dawnae
Global Luxury Suites at The Arches

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is RM446
RM1,102 total
includes taxes & fees
4 Jan - 5 Jan 2026
Luxe 1BR Oasis - Prime NY Stay

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is RM405
RM1,067 total
includes taxes & fees
26 Jan - 27 Jan 2026
Elegant Hideaway with Free Parking

JayZero

JayZero
2.0 star property
Bryn Mawr
The price is RM401
RM1,052 total
includes taxes & fees
15 Jan - 16 Jan 2026
JayZero

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
The price is RM608
RM1,324 total
includes taxes & fees
4 Jan - 5 Jan 2026
Uscale 2BR Escape in the Heart of NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is RM806
RM1,303 total
includes taxes & fees
12 Jan - 13 Jan 2026
Spacious 3BR Luxe Escape near NYC

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is RM806
RM1,525 total
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury 3BR Home Game Room Free Parking

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is RM806
RM1,303 total
includes taxes & fees
12 Jan - 13 Jan 2026
Spacious 3BR Luxe Escape near NYC

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is RM636
RM1,287 total
includes taxes & fees
30 Dec - 31 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is RM806
RM1,501 total
includes taxes & fees
4 Jan - 5 Jan 2026
Prime Luxe 3-BR NYC - Free Parking

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is RM806
RM1,505 total
includes taxes & fees
4 Jan - 5 Jan 2026
Two Wash

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
Bryn Mawr
The price is RM806
RM1,509 total
includes taxes & fees
4 Jan - 5 Jan 2026
Elegant Hideaway with Free Parking

Single Family 3BR Home Game Room Parking

Single Family 3BR Home Game Room Parking
4.0 star property
Bryn Mawr
The price is RM806
RM1,505 total
includes taxes & fees
4 Jan - 5 Jan 2026
Single Family 3BR Home Game Room Parking

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
The price is RM1,823
RM2,755 total
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury NYC Home with Free Parking for 12

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is RM1,009
RM1,529 total
includes taxes & fees
12 Jan - 13 Jan 2026
3BR Prime Luxury near NYC w Arcade Room

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is RM2,228
RM3,151 total
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury NYC Home Game Room Free Parking

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
The price is RM1,823
RM2,440 total
includes taxes & fees
4 Jan - 5 Jan 2026
Modern Comfort in the Heart of NYC

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is RM1,629
RM2,224 total
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury 3 BR Near NYC with Easy Parking

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.8 out of 10, (34)
"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."
United States
Jennifer
Global Luxury Suites White Plains
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

Top Sleepy Hollow Hotel Reviews

Find out more about Sleepy Hollow

Search for holiday rentals in Sleepy Hollow on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Sleepy Hollow using one of the methods below:

  • View our selection of featured holiday rentals in Sleepy Hollow
  • Use the map to find apartments and other holiday homes in the Sleepy Hollow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sleepy Hollow while they last

Look no further and take a look at our great range of rental properties in Sleepy Hollow!

Frequently asked questions

Can I find a holiday rental in Sleepy Hollow?

Yes, there are holiday rentals close to the most popular sights in Sleepy Hollow, or you can select a more secluded option if you're looking for a relaxing stay. Sleepy Hollow is known for its churches and local tours. Make sure you have time to check out the riverfront and restaurants during your trip.

What are some of the best holiday rentals that Sleepy Hollow has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside Sleepy Hollow is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Sleepy Hollow?

While exploring the area, visit family-friendly sights like Legoland Discovery Center Westchester, or get outside and enjoy nature at Rockefeller State Park Preserve. Other places in town to visit include Philipsburg Manor and Tarrytown Lighthouse.

What are holiday rentals like in Sleepy Hollow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sleepy Hollow. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip.