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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, 168 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 549 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
13–18 Aug
4.99 out of 5 average rating, 74 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 4 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 51 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed, WC
28 Oct – 2 Nov
4.94 out of 5 average rating, 32 reviews
Guest favourite
Guest suite in Haverstraw
Haverstraw Hospitality Suite
2 beds, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 435 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
5–10 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews
Room in Nyack
Near Nyack Riverfront | Pool, Gym & Free Parking
2 double beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.92 out of 5 average rating, 36 reviews
Guest favourite
Home in Orangeburg
Matt’s Cozy Quarters Near NYC w/Outdoor Living
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 29 reviews
Guest favourite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
1 bedroom, 1 bed, 1 bathroom
13–18 Aug
4.88 out of 5 average rating, 178 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 488 reviews
Room in Yonkers
Brillante - A Bright & Peaceful Stay in Yonkers
1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 42 reviews