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Search results; Over 1,000 homes in Ossining

Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 bed, 1 private bathroom
29 Aug – 4 Sept
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4.93 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds
15–20 Nov
4.96 out of 5 average rating, 550 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
16–21 Aug
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
11–16 Aug
5.0 out of 5 average rating, 51 reviews
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds
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
10–15 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds
5–10 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
1 bedroom, 2 beds
24–29 Aug
4.99 out of 5 average rating, 153 reviews
Top guest favourite
Home in Piermont
Piermont Getaway Mt. Village Home. 30 min to NYC
2 bedrooms, 3 queen beds
31 Aug – 5 Sept
4.96 out of 5 average rating, 130 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
27 Aug – 1 Sept
4.89 out of 5 average rating, 123 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
24–29 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
9–14 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Putnam Valley
Lakefront Sauna 1 Hr NYC Near Cold Spring
3 bedrooms, 3 beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds
21–26 Aug
4.98 out of 5 average rating, 382 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
20–25 Sept
4.92 out of 5 average rating, 168 reviews
Guest favourite
Room in Yonkers
Brillante - A Bright & Peaceful Stay in Yonkers
1 queen bed
12–17 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds
26–31 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cabin in Greenwood Lake
Loft in the Woods | A Designer Lake-View Cabin
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 218 reviews
Superhost
Room in Tarrytown
Tarrytown Room with Deck Steps from Main Street
1 queen bed
2–7 Nov