Sleepy Hollow Holiday Rentals

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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, (272)
"Top Quality, Second to none "
The price is NZ$447
includes taxes & fees
27 May - 28 May
Global Luxury Suites at The Arches
Exterior
Stamford Suites
2.5 star property
6.8 out of 10, (705)
"The hotel suite was larger than I expected. The staff was professional and friendly. The noise from the residential families was a minor nuisance. The halls, elevator, bathroom and common areas where dirty. No hot water or tea bags at breakfast."
The price is NZ$286
includes taxes & fees
30 May - 31 May
Stamford Suites
Property grounds
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
9.0 out of 10, Wonderful, (6)
"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 NZ$442
includes taxes & fees
24 May - 25 May
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
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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 NZ$545
includes taxes & fees
26 May - 27 May
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 NZ$566
includes taxes & fees
27 May - 28 May
Suite+Balcony | Full Bed+Kitchenette | near NYC
Exterior
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 NZ$699
includes taxes & fees
26 May - 27 May
Upscale Double King Suite| Fitness Center | Mott Haven
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
Reception
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, (17)
"If this option is available in the city you are traveling to, take it! You get a home-y, modern APARTMENT with space, rather than a tiny, old hotel room. I always search Global Luxury Suites before searching anything else."
Global Luxury Suites White Plains
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 NZ$433
includes taxes & fees
20 May - 21 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 NZ$589
includes taxes & fees
26 May - 27 May
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
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
Interior
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, (3)
"7 bedrooms, most with water views, were perfect for my siblings and me, our spouses and children, and our mother to spend a glorious weekend together! We hosted an unforgettable 80th bday party for our Mom with all our extended family and friends. Wow! The house is gorgeous! It is perfect for a event. The grand hall, the ability to open up the rooms to the backyard, and the VIEW, truly set the stage for a beautiful evening. The home is truly remarkable! My mom was overwhelmed and so thankful...
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Beach
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
The price is NZ$1,003
includes taxes & fees
19 May - 20 May
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (103)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Fridge, microwave, stovetop, coffee/tea maker
SPACIOUS AND OPEN PROPERTY W/KITCHEN - 3 MINUTES TO SUBWAY
8.6 out of 10, Excellent, (26)
"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
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...
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 NZ$335
includes taxes & fees
27 May - 28 May
The Subterranean Haven
1 bedroom, iron/ironing board, WiFi, bed sheets
Convenient and Cozy Studio. Close to American Dream, Met Life and NYC.
Convenient and Cozy Studio. Close to American Dream, Met Life and NYC.
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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, (1603)
"Great stay, beautiful view of the city, very clean and wonderful staff. "
The price is NZ$277
includes taxes & fees
16 Jun - 17 Jun
Radio Hotel
Restaurant
Armoni Inn & Suites
3.5 star property
6.2 out of 10, (1108)
"Room was nice and clean. Beds comfortable. Property could stand some renovation."
The price is NZ$129
includes taxes & fees
19 May - 20 May
Armoni Inn & Suites
Reception
Highbridge Hotel
2.0 star property
9.2 out of 10, Wonderful, (1328)
"Staff was great, food was great the room is nice and neat well organized, clean and spacious highly recommend this hotel is always my go to hotel when ever I go visit NY. Awesome place "
The price is NZ$200
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sleepy Hollow holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sleepy Hollow. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sleepy Hollow. Seeing all the best attractions is bound to make you fall in love with Sleepy Hollow. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sleepy Hollow short-term rentals, that won’t be hard to do.

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.

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