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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
15–20 Nov
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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
12–17 Aug
5.0 out of 5 average rating, 51 reviews
Home in Congers
A house where the whole family fits perfectly.
4 bedrooms, 6 beds, 3 bathrooms
10–15 Aug
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, 4 reviews
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 30 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 Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds, 1 bathroom
23–28 Sept
4.96 out of 5 average rating, 56 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
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
27 Aug – 1 Sept
4.89 out of 5 average rating, 123 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
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
Guest favourite
Home in Putnam Valley
Serene Lakefront Getaway w/ Private Sauna
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Home in Yonkers
The lucky escape
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
New place to stay
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 169 reviews
Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
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