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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 bathroom
15–20 Nov
4.96 out of 5 average rating, 551 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 75 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bathroom
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, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds, 2.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 reviews
Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
New place to stay
Top guest favourite
Guest house in Park Ridge
Wayfarer’s Wharf|Private Cottage|Near NYC|MetLife
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
27 Aug – 1 Sept
4.89 out of 5 average rating, 123 reviews
Guest favourite
Room in Yonkers
Brillante - A Bright & Peaceful Stay in Yonkers
1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Yonkers
Sweet & Cozy Home | Free parking
3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 383 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 17 reviews
Superhost
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 246 reviews
Guest favourite
Room in Elmsford
1 -1 ensuite INSIDE OF New Westchester home
1 bed, 1 bathroom
18–23 Aug
4.93 out of 5 average rating, 164 reviews