Sleepy Hollow Vacation Rentals

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Vacation Rentals in Sleepy Hollow

Exterior
Stamford Suites
2.5 star property
7.0 out of 10, Good, (707)
"super nice people there "
The price is CA $207
CA $238 total
includes taxes & fees
Jun 3 - Jun 4
Stamford Suites
Property grounds
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
9.2 out of 10, Wonderful, (7)
"Excelente estadía !"
The price is CA $227
CA $369 total
includes taxes & fees
May 24 - May 25
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
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 CA $191
CA $410 total
includes taxes & fees
May 30 - May 31
Mott Haven Queen Suite | Gym | Kitchenette
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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 CA $204
CA $428 total
includes taxes & fees
May 28 - May 29
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 CA $286
CA $538 total
includes taxes & fees
May 27 - May 28
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
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 CA $250
CA $359 total
includes taxes & fees
May 27 - May 28
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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
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 CA $218
CA $446 total
includes taxes & fees
May 27 - May 28
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 CA $476
CA $836 total
includes taxes & fees
May 23 - May 24
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
Dining
2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY
9.6 out of 10, Exceptional, (34)
"I travel to NYC often. This was my first time staying in Harlem. I enjoyed it tremendously. The apartment easily accommodated our group of three adults. It is nicely situated between subway and bus lines. Convenience and grocery stores are an easy walk away. The neighborhood is clearly in transition. Avenues are bright and bustling, side street somewhat dark but we always felt safe. The property managers were very prompt in response to questions. My only recommendation to them is to equip the...
2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY
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
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
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 CA $245
CA $279 total
includes taxes & fees
May 27 - May 28
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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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

Restaurant
Armoni Inn & Suites
3.5 star property
6.2 out of 10, (1129)
"Clean and nice"
The price is CA $92
CA $103 total
includes taxes & fees
May 23 - May 24
Armoni Inn & Suites
Meeting facility
Radio Hotel
4.0 star property
8.8 out of 10, Excellent, (1609)
"Great stay, beautiful view of the city, very clean and wonderful staff. "
The price is CA $184
CA $216 total
includes taxes & fees
Jun 16 - Jun 17
Radio Hotel
Reception
Highbridge Hotel
2.0 star property
9.2 out of 10, Wonderful, (1342)
"The neighborhood around the hotel was a bit rough but the hotel itself was nice, comfortable, and secure. Their (included) daily breakfast buffet was cooked up fresh with several tasty options. The whole staff from desk to cleaning crew were all nice. The room cleaning staff made up our rooms so crisply each morning. It is just a few-minute walk from a main subway line. Rooms were pretty good at keeping out much of the street noise (both traffic and people). We had a first floor room and there...
The price is CA $143
CA $169 total
includes taxes & fees
May 28 - May 29
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sleepy Hollow vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sleepy Hollow vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sleepy Hollow vacation rentals we have selected for you start as low as CA $191 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 vacation 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 vacation.

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 vacation rental in Sleepy Hollow?

Yes, there are vacation rentals near the most popular sights in Sleepy Hollow, or you can go with a more secluded option if you're looking for relaxation. 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 vacation rentals in Sleepy Hollow?

Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,: This vacation home rental outside of Sleepy Hollow offers a fireplace, a barbecue grill, 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 vacation rentals like in Sleepy Hollow?

Vacation rentals are private accommodations you can reserve for several days or longer in Sleepy Hollow. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.

Recent reviews of Sleepy Hollow properties
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