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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
,
4.84 out of 5 average rating, 167 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds
31 Aug – 5 Sept
4.96 out of 5 average rating, 547 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
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
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
3–8 Aug
5.0 out of 5 average rating, 50 reviews
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed
6–11 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
2 bedrooms, 3 queen beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 127 reviews
Top guest favourite
Chalet in Philipstown
Cozy A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
1–6 Aug
5.0 out of 5 average rating, 10 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
Room in Hawthorne
Room: Life is beautiful
2 beds
1–6 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Tarrytown
Stylish, Cozy 2 BR Pied-á-terre
2 bedrooms, 2 beds
1–6 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in West Milford
Modern Luxe Lakefront Cabin
2 bedrooms, 2 queen beds
4–9 Oct
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds
14–19 Aug
4.98 out of 5 average rating, 382 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
1–6 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
1 bedroom, 1 bed
29 Aug – 3 Sept
4.88 out of 5 average rating, 178 reviews
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds
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
2–7 Aug
New place to stay
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed
3–8 Aug
4.92 out of 5 average rating, 157 reviews
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds
4–9 Aug
5.0 out of 5 average rating, 29 reviews