Sleepy Hollow Vacation Rentals

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Vacation Rentals in Sleepy Hollow

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (456)
"I like the environment so calm "
Global Luxury Suites at The Arches

Stamford Suites

4.0 star property
5.8 out of 10, (36)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
Stamford Suites

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

9.0 out of 10, Wonderful, (6)
Chic Studio apartment in Brownstone with WiFi. Very quiet building.

Kitchenette in private original brownstone building

6.2 out of 10, (25)
"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"
Kitchenette in private original brownstone building

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

8.6 out of 10, Excellent, (34)
"Loved this apartment! It was perfect for me and my family! Would definitely stay here again!"
Beautiful cozy two bedroom apartment in great location of NYC!!

Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9

9.6 out of 10, Exceptional, (9)
"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

Great Looking Studio apartment in NYC Brownstone

8.4 out of 10, Very Good, (21)
"Great price, great location, nice host. Checking in and out was easy."
The price is ¥22,352
¥37,122 total
includes taxes & fees
Jun 24 - Jun 25
Great Looking Studio apartment in NYC Brownstone

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Nice view from the apartment and great for business trip. "
Global Luxury Suites White Plains

2 bed condo NYC, Manhattan, Timesquare

2 bed condo NYC, Manhattan, Timesquare

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (111)
"Great place and host!"
The price is ¥27,611
¥44,622 total
includes taxes & fees
Jun 24 - Jun 25
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,

8.6 out of 10, Excellent, (53)
"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!!!"
Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is ¥87,508
¥112,363 total
includes taxes & fees
Jun 24 - Jun 25
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, (36)
"Beautifully set up apartment with lots of extras to make a very comfortable stay. Thank you - we had a great time. "
The price is ¥28,268
¥53,582 total
includes taxes & fees
Jun 24 - Jun 25
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to 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!

3BR Luxury Retreat with Easy Parking

2.0 star property
4.0 out of 10, (1)
"This exact property is not available to rent, however it is still on the website and is able to be paid for. We did not know this until check-in and realized we never received a code to get in. It was only when we called the number attached to this property is when we found out that it is not supposed to be available. The owner we spoke to was helpful and relocated us to another property only 5 mins away from the original, which turned out to be a lovely place. It all worked out in the end, but...
The price is ¥72,899
¥96,020 total
includes taxes & fees
Jun 24 - Jun 25
3BR Luxury Retreat with Easy Parking

Elevated City Views: Modern & Stylish Retreat near Times Square

Elevated City Views: Modern & Stylish Retreat near Times Square

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (3)
"We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!"
Romantic retreat with stunning views of Croton River Gorge, a birder haven

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

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

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

10.0 out of 10, Exceptional, (3)
"Great place to stay! No far from subway! Clean and easy to access!!! Will stay here again!"
The price is ¥47,479
¥86,587 total
includes taxes & fees
Jun 26 - Jun 27
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to 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 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?

Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,: This vacation home rental outside of Sleepy Hollow offers a fireplace, a garden, and a barbecue grill 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 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.