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Search results; Over 1,000 homes in Ossining

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, 548 reviews
Top guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 73 reviews, 1 king bed, 1 bathroom
4–9 Aug
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
Room in Hawthorne
Room: Life is beautiful
4.89 out of 5 average rating, 122 reviews, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
4.97 out of 5 average rating, 128 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
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
13–18 Aug
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
5.0 out of 5 average rating, 227 reviews, 1 bedroom, 1 bathroom
24–29 Aug
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 2 bathrooms
2–7 Aug
Top guest favourite
Guest house in Elmsford
Private Guest Suite
5.0 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Room in Sleepy Hollow
Aleida'house on beautiful town.
4.98 out of 5 average rating, 130 reviews, 1 bed, 1.5 bathrooms
7–12 Sept
Top guest favourite
Home in Peekskill
Victorian Eclectic
4.92 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Aug
Top guest favourite
Home in Highland Falls
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
5.0 out of 5 average rating, 99 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Valhalla
Valhalla Home
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
Top guest favourite
Home in Piermont
Idyllic & Chic in Piermont, 20 min from GW Bridge
4.97 out of 5 average rating, 70 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
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
14–19 Aug
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
5.0 out of 5 average rating, 43 reviews, 4 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Room in Yonkers
Private room & bath in Yonkers close to bus/train
4.99 out of 5 average rating, 239 reviews, 1 queen bed, 1 bathroom
17–22 Aug
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
5.0 out of 5 average rating, 61 reviews, 2 bedrooms, 8 beds, 2.5 bathrooms
7–12 Nov