Sleepy Hollow Holiday Rentals

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Holiday Rentals in Sleepy Hollow

Global Luxury Suites at The Arches
2.5 star property
6.8 out of 10, (508)
"Great place to stay!!!"
Global Luxury Suites at The Arches
Stamford Suites
4.0 star property
5.8 out of 10, (64)
"Location very good."
The price is HK$1,028
HK$1,182 total
includes taxes & fees
19 Oct - 20 Oct
Stamford Suites
Chic Studio apartment in Brownstone with WiFi. Very quiet building.
9.2 out of 10, Wonderful, (13)
"Place had all we needed, was comfortable and was an all around easy experience. Would stay there again! "
The price is HK$1,051
HK$1,664 total
includes taxes & fees
26 Oct - 27 Oct
Chic Studio apartment in Brownstone with WiFi. Very quiet building.
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9
8.6 out of 10, Excellent, (17)
"Ethan made the stay a very memorable "
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9
Beautiful cozy two bedroom apartment in great location of NYC!!
8.6 out of 10, Excellent, (38)
"It was cute and close to Yankee Stadium "
Beautiful cozy two bedroom apartment in great location of NYC!!
Cozy vintage studio in New York City brownstone!
10.0 out of 10, Exceptional, (6)
The price is HK$1,121
HK$2,367 total
includes taxes & fees
19 Oct - 20 Oct
Cozy vintage studio in New York City brownstone!
3BR Prime Luxury near NYC w Arcade Room
2.0 star property
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."
The price is HK$4,662
HK$5,986 total
includes taxes & fees
14 Oct - 15 Oct
3BR Prime Luxury near NYC w Arcade Room
Tranquil 4-bedroom apartment in Manhattan perfect for large groups
10.0 out of 10, Exceptional, (1)
"Host was so accommodating and friendly. Location was perfection with easy access to the subway and lots of restaurants and bars. We didn’t know but on Sunday there was a little street market around the corner. We loved our stay! Would definitely recommend it and stay there again if we are ever in the city again!"
Tranquil 4-bedroom apartment in Manhattan perfect for large groups
Luxury & Elegance @ Large Private HOME, 3baths, CentralAC, Washer/Dryer, Parking
2.0 star property
8.0 out of 10, Very good, (3)
"I highly enjoyed my stay at this property. I came with my family so I really needed a place to accommodate all of our needs. And this place did not disappoint. It was very clean, spacious and beautifully decorated. Although I am a native New Yorker, I no longer live in the city but come home frequently as a “tourist” lol. I think I’ve found my forever spot to stay on those trips. The host also has great communication and quick response time. If you’re looking for a place to book while visiting...
The price is HK$1,712
HK$5,528 total
includes taxes & fees
19 Oct - 20 Oct
Luxury & Elegance @ Large Private HOME, 3baths, CentralAC, Washer/Dryer, Parking
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (17)
"Perfect place to rest. Excellent service! "
The price is HK$602
HK$1,580 total
includes taxes & fees
17 Oct - 18 Oct
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Global Luxury Suites White Plains
3.5 star property
6.8 out of 10, (32)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
Global Luxury Suites White Plains
Stylish Stay, Steps to NYC - ROOM
10.0 out of 10, Exceptional, (2)
"Lovely home. Amazing hosts!"
The price is HK$529
HK$1,311 total
includes taxes & fees
7 Nov - 8 Nov
Stylish Stay, Steps to NYC - ROOM
Chic Designer Apt for 6, City Skyline Views, near Times Square!
10.0 out of 10, Exceptional, (15)
"This place was everything and more! The pictures don't do it justice. My family and I absolutely loved the location and the proximity to everything around. Our host Oorja is amazing and overly accommodating to my family since we were traveling with a small child. We loved it here and will definitely be looking forward to staying here again when we go back to NYC. "
Chic Designer Apt for 6, City Skyline Views, near Times Square!
Luxury Apartments by Hyatus at The Asher
4.5 star property
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
Luxury Apartments by Hyatus at The Asher
3-bedroom condo in Central Park, Manhattan, Times Square!
9.6 out of 10, Exceptional, (18)
"The apartment was spacious and close to public transportation and Central Park. We enjoyed our stay! "
3-bedroom condo in Central Park, Manhattan, Times Square!
✨ New Luxe 2BR 2BA – King Bed, Fast Wi-Fi, 15 Mins to Times Square
10.0 out of 10, Exceptional, (3)
"The apartment was amazing; and it exceeded the description on Vrbo. The fixtures and appliances were all new; the bathrooms and kitchen were remodeled; the bedrooms were fresh and comfortable; and the accomodations were awesome. The apartment is very close to the highway, thus, very convenient to access in/out of the city, etc. And, the host and her on-site property manager (Therese) were fully accessible and accomodating during our stay. A perfect place to visit in the Bronx!"
The price is HK$3,308
HK$5,528 total
includes taxes & fees
14 Oct - 15 Oct
✨ New Luxe 2BR 2BA – King Bed, Fast Wi-Fi, 15 Mins to Times Square
Elevated City Views: Modern & Stylish Retreat near Times Square
10.0 out of 10, Exceptional, (3)
"Great communication from hosts. Helpful booklet was shared before arrival. This one bedroom listing for our family of 5. Beautiful space, thoughtful and fresh design. Very clean and updated! Great views of the city from far. "
Elevated City Views: Modern & Stylish Retreat near Times Square
4-bedroom vacation home just 20 mins to NYS times Square.
7.8 out of 10, Good, (14)
"Saud was fantastic and very accommodating and communicative loved his home, and would definitely would book him again!"
The price is HK$1,751
HK$3,104 total
includes taxes & fees
14 Oct - 15 Oct
4-bedroom vacation home just 20 mins to NYS times Square.
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square
2.0 star property
10.0 out of 10, Exceptional, (56)
"Great place. Great stay. Would stay again "
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square
Large 1-bedroom apartment in New York City- Manhattan
Large 1-bedroom apartment in New York City- Manhattan
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

Find out more about Sleepy Hollow

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

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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 of 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 Bronx Zoo, 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 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.