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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
15–20 Nov
4.96 out of 5 average rating, 551 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
16–21 Aug
4.99 out of 5 average rating, 76 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
17–22 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed
23–28 Aug
4.95 out of 5 average rating, 246 reviews
Guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
27 Aug – 1 Sept
4.89 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds
15–20 Aug
5.0 out of 5 average rating, 32 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, 552 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, 37 reviews
Top guest favourite
Guest suite in Haverstraw
Haverstraw Hospitality Suite
2 beds
2–7 Nov
4.94 out of 5 average rating, 438 reviews
Top guest favourite
Room in Elmsford
Quiet room in the heart of Westchester
1 single bed
4–9 Oct
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 132 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, 228 reviews
Guest favourite
Room in Lyndhurst
sweet dreams
1 bed
28 Sept – 3 Oct
5.0 out of 5 average rating, 11 reviews
Superhost
Room in Tarrytown
Tarrytown Room with Deck Steps from Main Street
1 queen bed
2–7 Nov
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds
23–28 Sept
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
1 bedroom, 2 beds
29 Aug – 3 Sept
4.99 out of 5 average rating, 153 reviews
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 271 reviews