Sleepy Hollow Vacation Rentals

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Sleepy Hollow vacation rentals

Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is P31,824
P45,020 total
includes taxes & fees
Feb 20 - Feb 21
Luxury NYC Home Game Room Free Parking
Interior

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 P8,506
P21,788 total
includes taxes & fees
Feb 21 - Feb 22
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Living area

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 P23,274
P33,502 total
includes taxes & fees
Mar 5 - Mar 6
Luxury 3 BR Near NYC with Easy Parking
Private kitchen

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
The price is P5,728
P15,030 total
includes taxes & fees
Feb 22 - Feb 23
Luxury 1BR located in Prime Yonkers Area
Living area

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is P6,376
P15,769 total
includes taxes & fees
Feb 22 - Feb 23
Luxe 1BR Oasis - Prime NY Stay
Living area

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
The price is P11,515
P21,503 total
includes taxes & fees
Feb 22 - Feb 23
Luxury 3BR Family Home Game Room Parking
Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is P6,365
P15,901 total
includes taxes & fees
Feb 22 - Feb 23
Elegant Hideaway with Free Parking
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is P6,886
P16,497 total
includes taxes & fees
Mar 2 - Mar 3
Luxury 3BR Home Game Room Free Parking
Free WiFi

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is P11,515
P21,503 total
includes taxes & fees
Feb 22 - Feb 23
Two Wash
5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is P21,238
P52,128 total
includes taxes & fees
Mar 16 - Mar 17
NEW 45 Wolden Rd Ossining NY 10562
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is P11,515
P21,446 total
includes taxes & fees
Mar 2 - Mar 3
Prime Luxe 3-BR NYC - Free Parking
Private kitchen

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 review)
"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 traveler
The price is P14,408
P23,583 total
includes taxes & fees
Feb 23 - Feb 24
3BR Prime Luxury near NYC w Arcade Room
Living area

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 P8,694
P18,942 total
includes taxes & fees
Feb 22 - Feb 23
Uscale 2BR Escape in the Heart of NYC
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (100 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is P8,332
P9,582 total
includes taxes & fees
Mar 22 - Mar 23
Stamford Suites
Living area

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very Good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is P11,515
P18,610 total
includes taxes & fees
Feb 23 - Feb 24
Spacious 3BR Luxe Escape near NYC
Living area

NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.0 out of 10, (4 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is P4,121
P10,348 total
includes taxes & fees
Feb 23 - Feb 24
NY Luxury Apt Free Parking in PRIME Area
Dining

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
2.0 out of 10, (1 review)
The price is P26,038
P36,594 total
includes taxes & fees
Feb 20 - Feb 21
Modern Comfort in the Heart of NYC
Exterior

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (569 reviews)
"Very nice stay "
United States
Massaran
Global Luxury Suites at The Arches
Dining

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is P26,038
P39,357 total
includes taxes & fees
Feb 20 - Feb 21
Luxury NYC Home with Free Parking for 12
Living area

Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
The price is P37,610
P50,698 total
includes taxes & fees
Feb 20 - Feb 21
Luxury 5 BR Home Free Parking
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.
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Top Sleepy Hollow Hotel Reviews

Radio Hotel

Radio Hotel

10/10 Excellent
"Good"
Luis 2-night trip
Posted 14 hours ago
Radio Hotel

Find out more about Sleepy Hollow

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Frequently asked questions

Can I find a vacation rental in Sleepy Hollow?

Yes, there are vacation rentals near the most popular sights in Sleepy Hollow, or you can go with a more secluded option if you're looking for relaxation. 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 can I see and do in Sleepy Hollow?

While exploring the area, visit family-friendly sights like Rockland Bakery, or get outside and enjoy nature at Rockefeller State Park Preserve. Other places in town to visit include Philipsburg Manor and Old Dutch Church of Sleepy Hollow.

What are vacation rentals like in Sleepy Hollow?

Vacation rentals are private accommodations you can reserve for several days or longer in Sleepy Hollow. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.