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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, 546 reviews
Top guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 73 reviews, 1 king bed, 1 bathroom
20–25 Jul
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
Room in Hawthorne
Room: Life is beautiful
4.88 out of 5 average rating, 121 reviews, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
4.98 out of 5 average rating, 537 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 4 beds, 6 bathrooms
19–24 Jul
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
19–24 Jul
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
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
5.0 out of 5 average rating, 29 reviews, 2 beds, 1 bathroom
31 Jul – 5 Aug
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, 9 reviews, 3 bedrooms, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
4.99 out of 5 average rating, 182 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
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
Top guest favourite
Guest house in Elmsford
Private Guest Suite
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
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
Home in Katonah
Elegant Hideaway: Cozy Cottage in Katonah, NY
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
1–7 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
Guest favourite
Home in Peekskill
Victorian Eclectic
4.92 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
4–9 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
Top guest favourite
Cabin in Carmel Hamlet
Cozy Log Cabin Getaway
4.97 out of 5 average rating, 93 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
29 Sept – 4 Oct