Sleepy Hollow Holiday Rentals

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Check prices for these dates

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in Sleepy Hollow

Global Luxury Suites at The Arches
Enjoy unobstructed city views from this modern balcony with a secure glass railing.

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (472)
"Great stay"
Global Luxury Suites at The Arches
Stamford Suites
Welcome to our reception area, featuring a polished reception desk, pendant light fixture, and patterned wallpaper with a geometric design.

Stamford Suites

4.0 star property
5.8 out of 10, (46)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
The price is NZ$297
includes taxes & fees
22 July - 23 July
Stamford Suites
Chic Studio apartment in Brownstone with WiFi. Very quiet building.
Traditional door with intricate woodwork and brass handle, leading to a room or common area.

Chic Studio apartment in Brownstone with WiFi. Very quiet building.

9.4 out of 10, Exceptional, (9)
Chic Studio apartment in Brownstone with WiFi. Very quiet building.
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and stove, and dine at the adjacent table with four chairs.

Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9

9.6 out of 10, Exceptional, (11)
"We really enjoyed or stay! It is close to subway, restaurants and market. With the size of group it was roomy enough for all 7 of us, one of the only properties in our price range with 2 bathrooms. Bonus: several full size mirrors outside of the bathroom! Communication with our host was top notch. "
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9
Kitchenette in private original brownstone building
Enjoy cooking in this fully equipped kitchen with a stove, kettle, sink, refrigerator, and coffee maker.

Kitchenette in private original brownstone building

6.2 out of 10, (26)
"Check in was good , but I didn’t know it’s a shared bathroom, the room was okay it’s a nice brownstone but the baby mice kept me up through out the night the mice crawled up the screen and I was eye to eye and couldn’t believe what I was seeing, this could be a great spot but please take care of the mice, I actually had to shine a light near the stove so they wouldn’t come out"
The price is NZ$286
includes taxes & fees
3 Aug - 4 Aug
Kitchenette in private original brownstone building
Global Luxury Suites White Plains
Enter a spacious lobby with a clear view of the outside, featuring a seating area with sofas and a coffee table, a flat-screen TV, and a reception desk.

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (31)
"This place a marvelous!! Very nice and clean!! The scenery of nature that I experienced when waking up was very refreshing!!"
Global Luxury Suites White Plains
3BR Prime Luxury near NYC w Arcade Room
Terrace/patio

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is NZ$1,290
includes taxes & fees
22 July - 23 July
3BR Prime Luxury near NYC w Arcade Room
Beautiful cozy two bedroom apartment in great location of NYC!!
Relax in this serene bedroom with a central bed, nightstands, and a large window with blinds.

Beautiful cozy two bedroom apartment in great location of NYC!!

8.6 out of 10, Excellent, (35)
"Loved this apartment! It was perfect for me and my family! Would definitely stay here again!"
Beautiful cozy two bedroom apartment in great location of NYC!!
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!
Enjoy cooking in this well-equipped kitchen with a double oven, stovetop, and refrigerator.

Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!

10.0 out of 10, Exceptional, (4)
"Spacious, modern, well serviced, great location, professional host and staff.Great amenities.A true oasis of comfort."
The price is NZ$994
includes taxes & fees
23 July - 24 July
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square
Modern kitchen with a gas stove, microwave, coffee maker, and toaster.

Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

2.0 star property
10.0 out of 10, Exceptional, (44)
"Beautifully set up apartment with lots of extras to make a very comfortable stay. Thank you - we had a great time. "
The price is NZ$615
includes taxes & fees
29 July - 30 July
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square
3-bedroom condo in Central Park, Manhattan, Times Square!
Relax in this stylish living space, featuring a comfortable sofa, a glass coffee table, and a cozy reading nook.

3-bedroom condo in Central Park, Manhattan, Times Square!

9.6 out of 10, Exceptional, (17)
"Great location and host"
3-bedroom condo in Central Park, Manhattan, Times Square!
Great Looking Studio apartment in NYC Brownstone
Classic design meets modern comfort in this inviting room, featuring a wooden floor, brick accent wall, and large window with white curtains.

Great Looking Studio apartment in NYC Brownstone

8.6 out of 10, Excellent, (23)
"Great price, great location, nice host. Checking in and out was easy."
Great Looking Studio apartment in NYC Brownstone
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Stroll through a serene residential setting surrounded by a lush lawn, a tree, and a picturesque bridge.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (118)
"The greatest spot anyone could imagine. We will be back in the fall for the beautiful colors. "
The price is NZ$510
includes taxes & fees
22 July - 23 July
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Chic Designer Apt for 6, City Skyline Views, near Times Square!
Relax in a serene bedroom with a large bed, city view, and elegant decor.

Chic Designer Apt for 6, City Skyline Views, near Times Square!

10.0 out of 10, Exceptional, (3)
"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!
Charming Harlem Brownstone
Fully equipped kitchen with a sink, stove, and refrigerator.

Charming Harlem Brownstone

9.0 out of 10, Wonderful, (9)
"Host was great, they were quickly responsive when we were accidentally locked out. Location is super close to a train and the local food scene and hospitality were great. The place was good for sleeping and prepping for days out. "
Charming Harlem Brownstone
Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
Classic brownstone building with a charming entrance, double doors, and a small balcony.

Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,

8.6 out of 10, Excellent, (55)
"I was accommodated with an early check-in for work. I would suggest fixing the back door to make it feel more secure. Great location for commuting around the city."
Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
Cozy Apartment-Just minutes from New York City
Smart TV

Cozy Apartment-Just minutes from New York City

9.0 out of 10, Wonderful, (4)
"Nice place to stay "
Cozy Apartment-Just minutes from New York City
Luxury 5BR 2BA Spacious Home NYC Free Parking + Office
Living area

Luxury 5BR 2BA Spacious Home NYC Free Parking + Office

Luxury 5BR 2BA Spacious Home NYC Free Parking + Office
Elevated City Views: Modern & Stylish Retreat near Times Square
Relax in a spacious room with a large bed, modern TV, and a console with a woven design, offering a view of the outdoors.

Elevated City Views: Modern & Stylish Retreat near Times Square

10.0 out of 10, Exceptional, (2)
"Beautiful views - the property is high up. The kitchen was nice to make some food at and had supplies. Check in instructions were clear. The place was clean as well. There is free parking on the street - just read the signs. One downside - The AC in the bedroom was pretty loud if you can’t sleep with loud noises. Quiet building though you can hear outside noises."
Elevated City Views: Modern & Stylish Retreat near Times Square
Stylish Stay in City’s Best Spot- The Perfect Stay
Relax in a serene garden setting, surrounded by lush greenery and a charming gazebo.

Stylish Stay in City’s Best Spot- The Perfect Stay

2.0 out of 10, (1)
"I arrived in New York on 6-22-25 I requested the check in information in which the host refused to give. She stated the cleaner hadn't showed up to clean the property so she gave me another address. Well this place had multiple stairs and was located on the 2nd floor which couldn't accommodate the group I was with. When I informed the host she gave me another address which was smaller with one bathroom. Smaller than the original one booked. After explaining that this wouldn't work the host...
Stylish Stay in City’s Best Spot- The Perfect Stay
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

Hampton Inn & Suites Teaneck Glenpointe

Hampton Inn & Suites Teaneck Glenpointe

10/10 Excellent
"Great!"
dongil 1-night trip
Posted 7 hours ago
Hampton Inn & Suites Teaneck Glenpointe

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?

Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,: This holiday home rental outside of Sleepy Hollow offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.