Search Holiday Rentals in Sleepy Hollow

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals in Sleepy Hollow

Deluxe Studio Suite, 1 King Bed, Balcony | Balcony view
Global Luxury Suites at The Arches
2.5 star property
7.2 out of 10, Good, (266)
"Top Quality, Second to none "
The price is £232
includes taxes & fees
2 Jun - 3 Jun
Global Luxury Suites at The Arches
Exterior
Stamford Suites
2.5 star property
7.0 out of 10, Good, (700)
"Big clean spacious rooms, easily walkable to Stamford downtown with free breakfast. Property is not in great condition but otherwise centrally located with free parking."
The price is £133
includes taxes & fees
17 May - 18 May
Stamford Suites
Property grounds
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
8.8 out of 10, Excellent, (5)
"Apartment exactly as described. Very convenient to subway, stores, and restaurants. Neighborhood not the best but we still felt safe. Angela answered all questions and texts quickly. I would definitely recommend staying here and I will stay here again"
The price is £238
includes taxes & fees
2 Jun - 3 Jun
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Mott Haven Queen Suite | Gym | Kitchenette
9.0 out of 10, Wonderful, (4)
"Had a 1 night stay in NYC for a competition, this little apartment was PERFECT for a quick in and out. Comfortable and Very nice!"
The price is £287
includes taxes & fees
2 Jun - 3 Jun
Mott Haven Queen Suite | Gym | Kitchenette
Desk, iron/ironing board, free WiFi, bed sheets
Suite+Balcony | Full Bed+Kitchenette | near NYC
8.0 out of 10, Very good, (1)
"The property itself is just as described. It was clean and we really appreciated that. The cleaning staff was great!! They were kind enough to give us one more day of coffee supplies. We loved how everything was wrapped. Such as the towels and the kitchenette supplies. It was also great that we had internet and TV. What we did not appreciate was that on the first night another guest that was 4 units away was having a party till after 2 a.m. Not only did they have a party but the music was so...
The price is £297
includes taxes & fees
27 May - 28 May
Suite+Balcony | Full Bed+Kitchenette | near NYC
Reception
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, (17)
"Excessive number of large seized pets create certain uncomfortability."
Global Luxury Suites White Plains
Dining
Upscale Double King Suite| Fitness Center | Mott Haven
6.8 out of 10, (3)
"The property was exceedingly clean, and mostly convenient to our sightseeing needs. It's about a 15 minute walk to the PATH, which connects to the NYC subway system. The neighborhood isn't terrible, though there are some folks who decide they need to be loud every night right outside the building, until about midnight. So sleeping is sometimes an iffy proposition. The property manager is very attentive and if you have questions they will be answered immediately. A nice main street is about 10...
The price is £365
includes taxes & fees
26 May - 27 May
Upscale Double King Suite| Fitness Center | Mott Haven
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is £219
includes taxes & fees
6 May - 7 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
2N FL RENOVATED LOTS OF LIGHT W/KITCHEN - 3 MINUTES WALK TO SUBWAY
9.0 out of 10, Wonderful, (24)
"We really appreciated this apartment while traveling with our toddler, who was quite overwhelmed by the city. It was such a quiet, spacious, calm place to return to. We could have used a curtain to better block the light for sleeping and a sharper knife (we must be the only people who cooked so much during a stay in NYC...as I said, our kiddo didn't love going out on the town), but other than that, the stay was perfect. Thank you!"
2N FL RENOVATED LOTS OF LIGHT W/KITCHEN - 3 MINUTES WALK TO SUBWAY
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (49)
"Beautiful location and old, well-maintained house. Really perfect for our family group of 17"
Waterfront Retreat Center for Health & Wellness
Exterior
Queen Suite w Balcony| Kitchenette| Desk| near NYC
6.0 out of 10, (2)
"Good place to stay in south Bronx."
The price is £309
includes taxes & fees
2 Jun - 3 Jun
Queen Suite w Balcony| Kitchenette| Desk| near NYC
Beach
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, (12)
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
Dining
Cozy 2-bedroom apartment with WiFi, AC in amazing New York
Cozy 2-bedroom apartment with WiFi, AC in amazing New York
Dishwasher, cookware/dishes/utensils
Cozy & Quiet 2 Bed Apt 20 Minutes to NYC
10.0 out of 10, Exceptional, (7)
"Loved our stay here - perfect location close walking distance to grocery store and restaurants. Very safe area convenient to NYC. Stayed with my mom for a long weekend visiting friends. So much better than the local hotels. Great communication with the owner. Clean, great WiFi and cute decorative touches. Highly recommend!"
Cozy & Quiet 2 Bed Apt 20 Minutes to NYC
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (102)
"Very private basement 2 bdrm apt. Spacious theatre room"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Spacious Guest Suite 15 minutes from NYC
8.0 out of 10, Very good, (1)
The price is £135
includes taxes & fees
10 May - 11 May
Cozy Spacious Guest Suite 15 minutes from NYC
Fridge, microwave, stovetop, coffee/tea maker
SPACIOUS AND OPEN PROPERTY W/KITCHEN - 3 MINUTES TO SUBWAY
8.8 out of 10, Excellent, (25)
"This room provided basic essentials for my family to visit NYC. There is a small kitchenette with stove burners, microwave, coffee maker, toaster, and a few kitchen utensils. There is a bathroom, a kitchen table, one bed, and one pull-out futon. The side street location was quieter than the main streets located just a minute or two away. We sensed that the neighborhood was somewhat safe overall, though we remained vigilant. We loved the Exquisite Deli at the end of the street that had great...
SPACIOUS AND OPEN PROPERTY W/KITCHEN - 3 MINUTES TO SUBWAY
Beach
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
The price is £426
includes taxes & fees
7 May - 8 May
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
Outdoor dining
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
9.6 out of 10, Exceptional, (44)
"We had a great time celebrating Thanksgiving with our adult children in the Carriage house. The location was great - beautiful neighborhood in small town with easy access to all the things we did in NYC. Lisa helped us when we didn’t have all the right kitchen tools for our meal and worked with us on our schedule for her dog business. It was a real pleasure spending our special family time in this home - comfortable and so many things to do (we played ping pong and pool). Thank you Lisa for a...
The price is £773
includes taxes & fees
6 May - 7 May
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
Exterior
The Subterranean Haven
10.0 out of 10, Exceptional, (1)
"The neighborhood is really nice and clean with a good variety of stores nearby. We found the subterranean haven to be a great location for unwinding and having small events. The George's are incredibly understanding, patient and flexible. We'd definitely recommend this host to anyone."
The price is £206
includes taxes & fees
9 May - 10 May
The Subterranean Haven
Don't see what you're looking for?
See all available properties in Sleepy Hollow
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.

Other types of properties in Sleepy Hollow you may be interested in

Meeting facility
Radio Hotel
4.0 star property
8.8 out of 10, Excellent, (1560)
"Great option to have in the heights. "
The price is £154
includes taxes & fees
20 May - 21 May
Radio Hotel
Desk, laptop workspace, blackout curtains, iron/ironing board
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very good, (1005)
"It was clean, and the staff was very nice,friendly and helpful."
The price is £114
includes taxes & fees
27 May - 28 May
Baymont by Wyndham White Plains - Elmsford
Reception
Highbridge Hotel
2.0 star property
9.2 out of 10, Wonderful, (1263)
"Well kept, all the essentials. Breakfast was excellent for a small hotel. Close to subway. "
The price is £108
includes taxes & fees
30 May - 31 May
Highbridge Hotel
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.

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, apart-hotels, 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 favorite 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 depends 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 £133 per night. Entering your travel dates in the search wizard you might find 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. 

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?

Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,: This holiday home rental outside of Sleepy Hollow offers a fireplace, a BBQ and air conditioning 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?

Rockefeller State Park Preserve and Old Croton Aqueduct State Park are a couple of lovely local spots to get outside and enjoy nature. 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.

Recent reviews of Sleepy Hollow properties
Expedia verified reviews