Sleepy Hollow Holiday Rentals

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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Holiday Rentals in Sleepy Hollow

Global Luxury Suites at The Arches
Deluxe Studio Suite, 1 King Bed, Balcony | Balcony view

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (498)
"Great place to stay!!!"
Global Luxury Suites at The Arches
Stamford Suites
Lobby

Stamford Suites

4.0 star property
5.8 out of 10, (52)
"Excellent sleep"
The price is AU$228
includes taxes & fees
17 Sept - 18 Sept
Stamford Suites
Cozy vintage studio in New York City brownstone!
Exterior detail

Cozy vintage studio in New York City brownstone!

10.0 out of 10, Exceptional, (2)
"Neighborhood was quiet at night. Subway was only a few blocks away. Parking garage was around the corner. We enjoyed our stay."
The price is AU$492
includes taxes & fees
28 Sept - 29 Sept
Cozy vintage studio in New York City brownstone!
Chic Studio apartment in Brownstone with WiFi. Very quiet building.
Interior

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! "
Chic Studio apartment in Brownstone with WiFi. Very quiet building.
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9
Fridge, microwave, oven, stovetop

Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9

9.6 out of 10, Exceptional, (14)
"The space was great—very clean and well-maintained. The hostess was responsive and helpful throughout our stay. Would definitely recommend!"
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9
Beautiful 1-bedroom condo in New York, Manhattan Central Park Times Square
Property grounds

Beautiful 1-bedroom condo in New York, Manhattan Central Park Times Square

Beautiful 1-bedroom condo in New York, Manhattan Central Park Times Square
Chic Designer Apt for 6, City Skyline Views, near Times Square!
2 bedrooms, desk, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (9)
"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!
3BR Prime Luxury near NYC w Arcade Room
Terrace/patio

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 AU$1,157
includes taxes & fees
15 Sept - 16 Sept
3BR Prime Luxury near NYC w Arcade Room
Beautiful cozy two bedroom apartment in great location of NYC!!
2 bedrooms, iron/ironing board, travel cot, WiFi

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

8.6 out of 10, Excellent, (38)
"It’s a very beautiful roomy, clean, cozy 2 bedroom apartment! My family visiting fromout of state had a beautiful time! Will book again for my future guest!"
Beautiful cozy two bedroom apartment in great location of NYC!!
Luxurious & Elegant Large Private HOME, 3baths, CentralAC, Washer/Dryer, Parking
Private kitchen

Luxurious & Elegant Large Private HOME, 3baths, CentralAC, Washer/Dryer, Parking

2.0 star property
10.0 out of 10, Exceptional, (2)
"I am writing to provide a review for the property we recently stayed at. It was truly an amazing place with a perfect location that suited all of our needs. The property had everything we needed to make our stay comfortable and enjoyable.Everything was to the tea, amazing and up to date, furniture, and appliances and moreFurthermore, the host provided excellent correspondence throughout our stay, which was greatly appreciated. I highly recommend staying here again and would enthusiastically give...
The price is AU$1,035
includes taxes & fees
16 Sept - 17 Sept
Luxurious & Elegant Large Private HOME, 3baths, CentralAC, Washer/Dryer, Parking
Large 1-bedroom apartment in New York City- Manhattan
Interior

Large 1-bedroom apartment in New York City- Manhattan

Large 1-bedroom apartment in New York City- Manhattan
Elevated City Views: Modern & Stylish Retreat near Times Square
1 bedroom, iron/ironing board, WiFi, bed sheets

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
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.2 out of 10, Wonderful, (9)
"Perfect place to rest. Excellent service! "
The price is AU$406
includes taxes & fees
29 Sept - 30 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
3-bedroom condo in Central Park, Manhattan, Times Square!
Smart TV, fireplace, video games, DVD player

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!
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square
Fridge, microwave, stovetop, coffee/tea maker

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

2.0 star property
10.0 out of 10, Exceptional, (51)
"Great place. Great stay. Would stay again "
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Smart TV

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

9.8 out of 10, Exceptional, (7)
"Everything was very clean and cozy.We have enjoyed our stay there. "
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Stunning 2BR next to Bronx Zoo
Fridge, microwave, oven, stovetop

Stunning 2BR next to Bronx Zoo

2.0 out of 10, (2)
"This property was at most the horrible experience. Property is not at all where it states on the website. When we arrived the ceiling was falling due to an old leakage and when I communicated with someone in charge of property, they said maintenance will come. We stood for a week and they came at the second to last day of our stay. It was cold every morning and the windows were patched with garbage bags. Everything was prone to disconnect from walls such as everything in bathroom. In addition to...
The price is AU$638
includes taxes & fees
15 Sept - 16 Sept
Stunning 2BR next to Bronx Zoo
Global Luxury Suites White Plains
Reception

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
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (12)
"This property was excellent & I enjoyed it immensely ! It is very spacious & modern, plus located in a nice spot with easy access to subway. I would definitely recommend this place to everyone & will for sure come back"
The price is AU$902
includes taxes & fees
15 Sept - 16 Sept
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!
4-bedroom vacation home just 20 mins to NYS times Square.
Fridge, microwave, oven, stovetop

4-bedroom vacation home just 20 mins to NYS times Square.

8.0 out of 10, Very good, (13)
"Saud was fantastic and very accommodating and communicative loved his home, and would definitely would book him again!"
The price is AU$500
includes taxes & fees
15 Sept - 16 Sept
4-bedroom vacation home just 20 mins to NYS 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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Top Sleepy Hollow Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"This hotel is lovely! The man that checked us in was super nice as well! Its a beautiful hotel, its wonderful that it has an elevator....the room was nice. There was a slight smell when you first walked in, but that was the only time i smelled it. I would definitely stay here again!"
Joyce 1-night trip
Posted 4 days ago
Amsterdam Hotel

Find out more about Sleepy Hollow

Find out more about Sleepy Hollow

Everything you need to know about Sleepy Hollow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sleepy Hollow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sleepy Hollow holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sleepy Hollow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sleepy Hollow. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sleepy Hollow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sleepy Hollow holiday rentals we have selected for you start as low as AU$228 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sleepy Hollow rentals

At Expedia, we put the best Sleepy Hollow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sleepy Hollow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sleepy Hollow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sleepy Hollow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 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.