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Search results; Over 1,000 homes in Ossining

Superhost
Home in Ossining
Lower Hudson Valley Idyllic Retreat
4 bedrooms, 5 beds, 2.5 private bathrooms
23–28 Aug
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4.84 out of 5 average rating, 164 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
4.96 out of 5 average rating, 541 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 73 reviews, 1 king bed, 1 bathroom
8–13 Jul
Guest favourite
Place to stay in Ossining
Top#9
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 4 Sept
Top guest favourite
Home in Ossining
Hudson Valley Pool Retreat · 50min to NYC · 3 Acre
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
26 Oct – 1 Nov
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4.86 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 6 bathrooms
15–20 Jul
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
4.92 out of 5 average rating, 165 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
4.99 out of 5 average rating, 202 reviews, 5 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Home in White Plains
Beautiful NY Home near NYC - Free Parking 2 Cars+
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
Guest favourite
Townhouse in Hastings-on-Hudson
Hastings-on-Hudson Home with an Amazing View
4.81 out of 5 average rating, 73 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–18 Jul
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
4.88 out of 5 average rating, 121 reviews, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
4.98 out of 5 average rating, 382 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Hastings-on-Hudson
Rivertown Mid-Century
4.97 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Flat in Yonkers
Spacious 3BR • Sleeps 12 • Near NYC Train + Parkin
4.92 out of 5 average rating, 158 reviews, 3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Flat in Tarrytown
Stylish, Cozy 2 BR Pied-á-terre
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Jul
Superhost
Home in Hackensack
5 BR 3 Full Bath, Fits 10 guests near FIFA/NYC
New place to stay, 5 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Guest house in Elmsford
Private Guest Suite
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
4.94 out of 5 average rating, 156 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul