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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
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
16–21 Aug
4.99 out of 5 average rating, 74 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed
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
9–14 Aug
5.0 out of 5 average rating, 51 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed
28 Oct – 2 Nov
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
19–24 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews
Guest favourite
Guest suite in Haverstraw
Haverstraw Hospitality Suite
2 beds
2–7 Nov
4.94 out of 5 average rating, 435 reviews
Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds
23–28 Aug
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 488 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds
21–26 Aug
4.98 out of 5 average rating, 382 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
24–29 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed
23–28 Aug
4.95 out of 5 average rating, 245 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
24–29 Aug
5.0 out of 5 average rating, 15 reviews
Room in Nyack
Near Nyack Riverfront | Pool, Gym & Free Parking
2 double beds
6–11 Aug
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Room in Sleepy Hollow
Aleida'house on beautiful town.
1 bed
19–24 Aug
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed
24–29 Aug
4.92 out of 5 average rating, 159 reviews