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, (467)
"Great stay"
Global Luxury Suites at The Arches

Stamford Suites

4.0 star property
5.8 out of 10, (44)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
The price is HK$1,208
HK$1,389 total
includes taxes & fees
15 Jul - 16 Jul
Stamford Suites

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

9.4 out of 10, Exceptional, (8)
The price is HK$1,350
HK$2,089 total
includes taxes & fees
14 Jul - 15 Jul
Chic Studio apartment in Brownstone with WiFi. Very quiet building.

Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9

9.6 out of 10, Exceptional, (10)
"There was only one tv in the bedroom and we had 8 people so only the kids could watch tv We had no toilet paper or hand towels And the air conditioner units were only in the rooms the rest of the house was warm "
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9

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 HK$671
HK$1,341 total
includes taxes & fees
16 Jul - 17 Jul
Kitchenette in private original brownstone building

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

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

8.6 out of 10, Excellent, (35)
"The apartment was nicely decorated and very comfortable to sleep in. It is a little far away from NYC with all the touristy stuff but we just packed for the day and went. Lucilles restaurant was yummy and very welcoming and pretty close to walk to. We also ate at Sugar Hill cafe which was tiny but yummy too."
Beautiful cozy two bedroom apartment in great location of NYC!!

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 HK$2,551
HK$4,653 total
includes taxes & fees
23 Jul - 24 Jul
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is HK$4,702
HK$6,037 total
includes taxes & fees
14 Jul - 15 Jul
3BR Prime Luxury near NYC w Arcade Room

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

2.0 star property
10.0 out of 10, Exceptional, (43)
"This unit was perfect for my stay. Exceptionally clean and amenities were thoughtful and contact with host was quick and respectful. I own a couple of upscale vrbo units and this host has done things exactly like i would have. "
The price is HK$1,519
HK$2,879 total
includes taxes & fees
14 Jul - 15 Jul
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

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."
The price is HK$1,307
HK$2,127 total
includes taxes & fees
13 Jul - 14 Jul
Great Looking Studio apartment in NYC Brownstone

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (116)
"The greatest spot anyone could imagine. We will be back in the fall for the beautiful colors. "
The price is HK$1,476
HK$2,389 total
includes taxes & fees
16 Jul - 17 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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!

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

9.8 out of 10, Exceptional, (16)
"Great location and host"
3-bedroom condo in Central Park, Manhattan, Times Square!

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,

8.6 out of 10, Excellent, (55)
"We loved everything about his home! It is charming and very clean and tidy. It is a cozy place to stay with a lovely outdoor area. It is near everything, and so walkable! Angela is a wonderful host and very communicative. The check in instructions were clear and easy. We will probably come back since we were visiting our daughter in Harlem. Thank you!!!"
The price is HK$1,923
HK$3,285 total
includes taxes & fees
28 Jul - 29 Jul
Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (60)
"This is my second state at the New Dawn house and it was just as wonderful as last year. I can't think of a better place for a large gathering in the Bronx area. "
Waterfront Retreat Center for Health & Wellness

Cozy Apartment-Just minutes from New York City

9.4 out of 10, Exceptional, (3)
"Nice place to stay "
Cozy Apartment-Just minutes from New York City

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

Elevated City Views: Modern & Stylish Retreat near Times Square

10.0 out of 10, Exceptional, (1)
"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
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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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.