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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, 545 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
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
22–27 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
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
16–21 Jul
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 Woodbury
The Simplicity of the Experience.
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
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, 8 reviews, 3 bedrooms, 2 bathrooms
18–23 Jul
Top guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
4.93 out of 5 average rating, 215 reviews, 1 bedroom, 4 beds, 1 bathroom
3–8 Aug
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
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
5.0 out of 5 average rating, 59 reviews, 2 bedrooms, 8 beds, 2.5 bathrooms
4–9 Sept
Top guest favourite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
4.89 out of 5 average rating, 176 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
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
Top guest favourite
Home in New Windsor
View House
4.92 out of 5 average rating, 150 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Flat in New Rochelle
Apartment 5 min walk to restaurants 35 min NYC
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
5.0 out of 5 average rating, 89 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Aug
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