
Ossining Vacation Rentals
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Our top choices for Ossining vacation rentals

1BR Queen near NYC | Trails, Biking & Sauna Bliss
1BR Queen near NYC | Trails, Biking & Sauna BlissOssining
The price is ¥34,438
¥43,756 total
includes taxes & fees
Jul 28 - Jul 29

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!Ossining
9.2 out of 10, Wonderful, (7 reviews)
The price is ¥110,466
¥194,159 total
includes taxes & fees
Jul 15 - Jul 16

Summer Pool Oasis Custom Bar Arcade Pool Table
Summer Pool Oasis Custom Bar Arcade Pool TableOssining
The price is ¥162,224
¥259,056 total
includes taxes & fees
Jul 15 - Jul 16

Polished 1BR w/ Accessible Room Features + Sauna
Polished 1BR w/ Accessible Room Features + SaunaOssining
6.0 out of 10, (1 review)
The price is ¥37,025
¥46,637 total
includes taxes & fees
Jul 19 - Jul 20
The price is ¥16,168
¥29,788 total
includes taxes & fees
Jul 15 - Jul 16

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding HighlandsFort Montgomery
9.8 out of 10, Exceptional, (140 reviews)
The price is ¥32,013
¥53,476 total
includes taxes & fees
Jul 28 - Jul 29

House on the Babbling Brook- Quiet 2BR + King Bed!
House on the Babbling Brook- Quiet 2BR + King Bed!Highland Falls
10.0 out of 10, Exceptional, (10 reviews)
The price is ¥20,210
¥62,882 total
includes taxes & fees
Jul 21 - Jul 22

Cozy 1-bedroom retreat minutes from West Point!
Cozy 1-bedroom retreat minutes from West Point!Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
The price is ¥24,616
¥42,516 total
includes taxes & fees
Jul 29 - Jul 30
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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Top Ossining Hotel Reviews

Windrose On Hudson
10/10 Excellent
Find out more about Ossining
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