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Search results; Over 1,000 homes in Ossining

Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 private bathroom
31 Aug – 5 Sept
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4.96 out of 5 average rating, 544 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
4–9 Aug
4.99 out of 5 average rating, 73 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed
29 Aug – 4 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
22–27 Jul
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 537 reviews
Guest favourite
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 6 beds
15–20 Jul
4.86 out of 5 average rating, 22 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed
3–8 Oct
4.94 out of 5 average rating, 32 reviews
Guest house in Park Ridge
Wayfarer’s Wharf|Private Cottage|Near NYC|MetLife
1 bedroom, 2 beds
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
2 bedrooms, 3 queen beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 127 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
3–8 Aug
4.92 out of 5 average rating, 167 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
20–25 Jul
4.88 out of 5 average rating, 121 reviews
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
1 bedroom
19–24 Jul
4.75 out of 5 average rating, 4 reviews
Guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds
19–24 Jul
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
2 bedrooms, 8 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 58 reviews
Guest favourite
Flat in Ardsley
Well-Appointed & Cozy Studio w/ Parking & Wash/Dry
1 bedroom, 1 queen bed
31 Aug – 5 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds
10–15 Aug
4.99 out of 5 average rating, 180 reviews
Top guest favourite
Guest suite in Sleepy Hollow
Sleepy Hollow Private Apartment Airbnb
1 queen bed
13–18 Sept
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 89 reviews