Book Holiday Homes in Ossining Station
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Featured Holiday Homes in Ossining Station

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining NY
The price is AU$1,297 per night from 2 Feb to 3 Feb
AU$1,297
2 Feb - 3 Feb
includes taxes & fees
Located in Ossining, this vacation home is within a 15-minute walk of Nelson Park and Sing Sing Correctional Facility.

Foliage at Westchester Manor - Near Sleepy Hollow
Ossining NY
The price is AU$1,333 per night from 2 Mar to 3 Mar
AU$1,333
2 Mar - 3 Mar
includes taxes & fees
Located in Ossining, this vacation home is within a 15-minute walk of Nelson Park and Sing Sing Correctional Facility.

Neighbor's house - Welcome!
Ossining NY
With a stay at this vacation home in Ossining, you'll be within a 10-minute walk of Sing Sing Prison Museum and Snowden Avenue Park.
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View all propertiesLowest 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.
Top trending hotels in Ossining Station

West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
Located in Nyack, West Gate Inn Nyack is within a 5-minute drive of Edward Hopper House Art Center and Memorial Park.

Hotel Nyack, a JdV by Hyatt Hotel
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 8 Feb to 9 Feb
AU$238
8 Feb - 9 Feb
includes taxes & fees
Located in Nyack, Hotel Nyack, a JdV by Hyatt Hotel is in the historical district, a 2-minute drive from Palisades Center and 9 minutes from Tarrytown Music ...

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
20 Saw Mill River Rd. Hawthorne NY
Fully refundable
The price is AU$219 per night from 5 Feb to 6 Feb
AU$219
5 Feb - 6 Feb
includes taxes & fees
Located in Hawthorne, Holiday Inn Express & Suites Hawthorne Elmsford North by IHG is within a 5-minute drive of Westchester Broadway Theatre and Westchester ...
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Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is AU$280 per night from 13 Feb to 14 Feb
AU$280
13 Feb - 14 Feb
includes taxes & fees
Located in Ossining, Windrose On Hudson is in a rural location, a 4-minute drive from Van Cortlandt Manor and 5 minutes from Snowden Avenue Park.
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See all available properties in Ossining Station
View all propertiesLowest 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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