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Search results; Over 1,000 homes in Ossining

Descriptions are based on details hosts provide
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 private bathroom
31 Aug – 5 Sept
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4.96 out of 5 average rating, 544 reviews
Top guest favourite
Room in Ossining
River-view en suite with lake access
4.99 out of 5 average rating, 73 reviews, 1 king bed, 1 bathroom
4–9 Aug
Guest favourite
Place to stay in Ossining
Private entrance, walkable to everything
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 4 Sept
Guest favourite
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
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
Guest favourite
Guest suite in Croton-on-Hudson
Fire pit and tree-lined backyard near Croton Dam
4.92 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Chalet in Philipstown
Cozy A-Frame in the Trees · 20 min to WP· 1 hr NYC
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 2 bathrooms
18–23 Jul
Guest favourite
Flat in Yonkers
5-minute walk to Metro North, free parking
4.93 out of 5 average rating, 42 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Room in Croton-on-Hudson
Historic stone house in Croton-on-Hudson
4.98 out of 5 average rating, 537 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 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
Superhost
Flat in Passaic
Modern apartment close to MetLife|NYC|American Dr
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
Guest favourite
Townhouse in Hastings-on-Hudson
Hastings-on-Hudson Home with an Amazing View
4.81 out of 5 average rating, 74 reviews, 3 bedrooms, 4 beds, 3 bathrooms
25–31 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
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
Free parking and a short ride to NYC
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Jul
Guest favourite
Home in Peekskill
1910 Victorian with a brand-new kitchen
4.91 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
4.94 out of 5 average rating, 157 reviews, 2 bedrooms, 2 beds, 1 bathroom
15–20 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
28 Jul – 2 Aug