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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, 560 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, 81 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
14–19 Nov
5.0 out of 5 average rating, 20 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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Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 54 reviews
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Flat in Nyack
Stylish Nyack 1BR | King Bed + Parking
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
New place to stay
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Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 161 reviews
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Top guest favourite
Guest house in Tomkins Cove
The cottage at Oasis Cove
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.9 out of 5 average rating, 39 reviews
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Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 386 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
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 560 reviews
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Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 230 reviews
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Top guest favourite
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 9 reviews
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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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Guest favourite
Home in Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms, 4 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
4.93 out of 5 average rating, 40 reviews
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Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 38 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