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Search results; Over 1,000 homes in Ossining

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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, 559 reviews
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Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 79 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
18–23 Oct
5.0 out of 5 average rating, 54 reviews
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Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds, 2 bathrooms
9–14 Nov
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Apr
5.0 out of 5 average rating, 8 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
10–15 Oct
4.93 out of 5 average rating, 175 reviews
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Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Flat in Yonkers
Spacious 3BR Terracotta Retreat with Free Parking!
3 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.92 out of 5 average rating, 96 reviews
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Top guest favourite
Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
5 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 213 reviews
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Guest favourite
Flat in West New York
Stylish NJ Apt Near NYC + Free Driveway Parking
3 bedrooms, 5 beds, 2 bathrooms
10–15 Jan
4.92 out of 5 average rating, 24 reviews
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Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 41 reviews
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Top guest favourite
Flat in Tarrytown
2 BRs, Easy Walking in Tarrytown and Sleepy Hollow
2 bedrooms, 2 beds, 1 bathroom
19–24 Nov
4.99 out of 5 average rating, 103 reviews
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Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 190 reviews
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Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 34 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
Room in Ossining
1 private room with shared bath
1 double bed, 1 bathroom
1–6 May
5.0 out of 5 average rating, 7 reviews
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Flat in Katonah
The Mark
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
New place to stay
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Guest favourite
Flat in Yonkers
Luxury 3BR • Sleeps 10 • Walk to Metro • Parking
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 56 reviews