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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 bathroom
15–20 Nov
4.96 out of 5 average rating, 552 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 76 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
Superhost
Room in Ossining
Freshly updated room
1 double bed, WC
11–16 Nov
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 51 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, 228 reviews
Superhost
Home in Piermont
Piermont Retreat mountain/creek view 30 min - NYC
3 bedrooms, 3 queen beds, 2.5 bathrooms
6–11 Oct
New place to stay
Top guest favourite
Guest house in Tomkins Cove
The cottage at Oasis Cove
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.89 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 33 reviews
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
4.95 out of 5 average rating, 272 reviews
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 155 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, 37 reviews
Top guest favourite
Guest suite in Haverstraw
Haverstraw Hospitality Suite
2 beds, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 439 reviews
Guest favourite
Home in Rye
1956 House of the Year Award. Easy commute to NYC.
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 144 reviews
Top guest favourite
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
2 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 493 reviews
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds, 1 bathroom
23–28 Sept
4.96 out of 5 average rating, 57 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 398 reviews
Top guest favourite
Guest house in Park Ridge
Wayfarer’s Wharf|Private Cottage|Near NYC|MetLife
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 reviews