Stay well, then step out and discover Sleepy Hollow.
Best Stays by Sonder
Sleepy Hollow
Find places to stay in Sleepy Hollow. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
The nearest stays, ranked by walk time.
Start with the best-placed stays in Sleepy Hollow, then compare the details that matter — space, style, and which neighborhood you want to land on after dinner.
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Close to everything worth your time.
Stay genuinely central in Sleepy Hollow when you want dinner, sights, and the best neighborhoods within an easy walk, without sorting through places too far from the reason you came.
Sonder hasn't arrived in Sleepy Hollow yet. You may like these stays from trusted partners
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Parking
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Balcony/Terrace
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View
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Internet
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Kitchen
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Air Conditioner
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Internet
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Child Friendly
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Hot Tub
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Parking
-
Spa
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Balcony/Terrace
Sleepy Hollow answers before you book.
There are a lot of options in Sleepy Hollow. If you plan on staying in the Sleepy Hollow area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sleepy Hollow:
There are 7 vacation rentals with private pools near Sleepy Hollow. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Sleepy Hollow, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sleepy Hollow:
Currently, the total number of properties listed in 2026 is over 4 in the Sleepy Hollow area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Sleepy Hollow.