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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, 553 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
Flat in Sleepy Hollow
Large 3BR Sleepy Hollow Apt, Walk to Legend Sites
3 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
New place to stay
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 51 reviews
Home in Peekskill
The Hudson Hideaway
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 4 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 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
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Farm stay in Fort Montgomery
Camp Foresta, West Point/Bear Mountain
2 bedrooms, 2 queen beds, 1.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 36 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
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
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
Home in Englewood
The Luxury Haven | 2-Bedroom Suite Near NYC
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Home in Katonah
Elegant Hideaway: Cozy Cottage in Katonah, NY
1 bedroom, 1 queen bed, 1 bathroom
1–7 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
19–24 Aug
4.89 out of 5 average rating, 124 reviews
Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds, 2 bathrooms
19–24 Aug
New place to stay