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Search results; Over 1,000 homes in Ossining

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Superhost
Home in Ossining
Lower Hudson Valley Idyllic Retreat
4 bedrooms, 5 beds, 2.5 private bathrooms
9–14 Nov
,
4.84 out of 5 average rating, 169 reviews
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Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 79 reviews
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Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 31 reviews
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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, 559 reviews
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Top guest favourite
Home in Ossining
Hudson Valley Fall Escape · 50min to NYC · 3 Acre
3 bedrooms, 4 beds, 1.5 bathrooms
15–22 Nov
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 54 reviews
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Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 4 beds, 6 bathrooms
28 Nov – 3 Dec
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Guest favourite
Home in Haverstraw
Beachfront Home on the Hudson w/ Amazing Views!
1 bedroom, 1 queen bed, 1 bathroom
1–8 May
4.94 out of 5 average rating, 80 reviews
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Top guest favourite
Room in Elmsford
Quiet room in the heart of Westchester
1 single bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 117 reviews
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Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 174 reviews
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Superhost
Room in Tarrytown
Tarrytown Room with Deck Steps from Main Street
1 queen bed, 1 bathroom
1–6 Dec
5.0 out of 5 average rating, 3 reviews
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Superhost
Room in Ossining
Freshly updated room
1 double bed, WC
8–13 Dec
4.94 out of 5 average rating, 32 reviews
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Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds, 1.5 bathrooms
21–26 Sept
4.93 out of 5 average rating, 40 reviews
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Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Room in Croton-on-Hudson
Cozy Private Room + Kitchenette, Near Croton Train
1 bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 6 beds, 6 bathrooms
28 Nov – 3 Dec
4.88 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Cortlandt
Lovely cottage, ideal location
2 bedrooms, 1 double bed, 1 bathroom
25–30 Nov
4.95 out of 5 average rating, 37 reviews
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Top guest favourite
Guest house in Tomkins Cove
The cottage at Oasis Cove
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 38 reviews