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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
1–6 Nov
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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
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
10–15 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 35 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
9–14 Aug
4.92 out of 5 average rating, 168 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
27 Aug – 1 Sept
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed
23–28 Aug
4.97 out of 5 average rating, 550 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
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
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
Guest favourite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 42 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
Flat in Yonkers
Sweet & Cozy Home | Free parking
3 bedrooms, 5 beds
23–28 Aug
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
24–29 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds
23–28 Aug
4.92 out of 5 average rating, 36 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
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