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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, 549 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
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
5.0 out of 5 average rating, 50 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
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 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
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
4.96 out of 5 average rating, 488 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
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
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
Flat in Tarrytown
Stylish, Cozy 2 BR Pied-á-terre
4.96 out of 5 average rating, 23 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Aug
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
4.96 out of 5 average rating, 129 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
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
Room in Nyack
Near Nyack Riverfront | Pool, Gym & Free Parking
New place to stay, 2 double beds, 1 bathroom
2–7 Aug
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
4.92 out of 5 average rating, 157 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
5.0 out of 5 average rating, 90 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Superhost
Room in Tarrytown
Tarrytown Room with Deck Steps from Main Street
1 queen bed, 1 bathroom
13–18 Sept
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