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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
31 Aug – 5 Sept
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4.96 out of 5 average rating, 548 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
4–9 Aug
4.99 out of 5 average rating, 73 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
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
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
1–6 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
2 bedrooms, 3 queen beds, 1.5 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 128 reviews
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Highland Falls
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 99 reviews
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
2 bedrooms, 8 beds, 2.5 bathrooms
7–12 Nov
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Aug
4.92 out of 5 average rating, 36 reviews
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
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Greenwood Lake
Loft in the Woods | A Designer Lake-View Cabin
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 216 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, 90 reviews
Room in Nyack
Near Nyack Riverfront | Pool, Gym & Free Parking
2 double beds, 1 bathroom
2–7 Aug
New place to stay
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Aug
4.98 out of 5 average rating, 382 reviews