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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
15–20 Nov
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4.96 out of 5 average rating, 550 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
16–21 Aug
4.99 out of 5 average rating, 74 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
11–16 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
27 Aug – 1 Sept
4.89 out of 5 average rating, 122 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, 245 reviews
Top guest favourite
Home in Peekskill
Charming Home in Peekskill NY
2 bedrooms, 3 double beds
8–13 Sept
4.97 out of 5 average rating, 122 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 394 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, 550 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds
10–15 Aug
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed
26–31 Aug
4.92 out of 5 average rating, 159 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, 35 reviews
Top guest favourite
Room in Lyndhurst
sweet dreams
1 bed
28 Sept – 3 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds
14–19 Aug
4.96 out of 5 average rating, 56 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, 131 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
Rooms in Park Ridge
Serene Retreat
2 bedrooms, 1 single bed
17–22 Aug
4.94 out of 5 average rating, 111 reviews
Room in Piermont
Piermont Paradise! Private room & bath. MiniVacay!
1 bed
10–15 Aug
New place to stay
Top guest favourite
Guest house in Tomkins Cove
The cottage at Oasis Cove
1 bedroom, 2 beds
7–12 Sept
4.89 out of 5 average rating, 36 reviews