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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, 167 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
4.96 out of 5 average rating, 547 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
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
23–28 Jul
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
4.89 out of 5 average rating, 122 reviews, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
4.98 out of 5 average rating, 542 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
4.92 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 4 beds, 6 bathrooms
22–27 Jul
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
Guest favourite
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4.86 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 6 bathrooms
21–26 Jul
Superhost
Room in Ossining
Freshly updated room
4.94 out of 5 average rating, 32 reviews, 1 double bed, WC
11–16 Oct
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
27 Jul – 1 Aug
Top guest favourite
Flat in Highland Falls
Riverview B&B 2 Miles to West Point
4.99 out of 5 average rating, 193 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Jul – 4 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
3–8 Aug
Guest favourite
Home in Haverstraw
Beachfront Home on the Hudson w/ Amazing Views!
4.94 out of 5 average rating, 78 reviews, 1 bedroom, 1 bed, 1 bathroom
1–8 May
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
4.97 out of 5 average rating, 127 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Chalet in Philipstown
Cozy 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
28 Jul – 2 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
26–31 Jul