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Search results; Over 1,000 homes in Ossining

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Home in Ossining
Lower Hudson Valley Idyllic Retreat
4 bedrooms, 5 beds, 2.5 private bathrooms
23–28 Aug
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4.84 out of 5 average rating, 168 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.96 out of 5 average rating, 549 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
8–13 Aug
4.99 out of 5 average rating, 74 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
5–10 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
3–8 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
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, 11 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
4.92 out of 5 average rating, 167 reviews
Top guest favourite
Townhouse in White Plains
Stylish 4bed 2bath Home in White Plains
4 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.95 out of 5 average rating, 121 reviews
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.99 out of 5 average rating, 183 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 142 reviews
Home in Yonkers
The lucky escape
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
2 bedrooms, 8 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 61 reviews
Guest favourite
Flat in Yonkers
Comfy 2BR Apt with private entry & free parking.
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.92 out of 5 average rating, 167 reviews
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 549 reviews