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Search results; Over 1,000 homes in Ossining

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Guest favourite
Home in Ossining
Lower Hudson Valley Idyllic Retreat
4 bedrooms, 5 beds, 2.5 private bathrooms
9–14 Nov
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4.84 out of 5 average rating, 170 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
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 Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms, 4 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 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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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 Suffern
Group Retreat | Pool, Hot Tub & Gourmet Kitchen
4 bedrooms, 13 beds, 3 bathrooms
22–27 Sept
4.91 out of 5 average rating, 55 reviews
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Top guest favourite
Townhouse in White Plains
Stylish 4bed 2bath Home in White Plains
4 bedrooms, 4 beds, 2 bathrooms
8–13 Nov
4.95 out of 5 average rating, 130 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, 174 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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Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 36 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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Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
7 bedrooms, 21 beds, 5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 95 reviews
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Guest favourite
Home in Mount Vernon
Large New 4BR• Sleeps 13• Grand Central 30 mins
4 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Yonkers
The Terrace
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 8 reviews
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Home in Yonkers
Whole House|Game Area| Parking| Backyard
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
New place to stay
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Flat in Katonah
The Mark
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
New place to stay