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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
1 king bed
4–9 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
3–8 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
1–6 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds
1–6 Aug
5.0 out of 5 average rating, 29 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
3–8 Aug
4.92 out of 5 average rating, 167 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
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed
23–28 Aug
4.97 out of 5 average rating, 546 reviews
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed
3–8 Aug
4.92 out of 5 average rating, 157 reviews
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
1–6 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
1–6 Aug
5.0 out of 5 average rating, 14 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, 43 reviews
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds
14–19 Aug
4.96 out of 5 average rating, 55 reviews
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds
5–10 Sept
4.99 out of 5 average rating, 183 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
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
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed
9–14 Aug
4.99 out of 5 average rating, 129 reviews