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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
28 Aug – 2 Sept
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4.96 out of 5 average rating, 540 reviews
Top guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 71 reviews, 1 king bed, 1 bathroom
5–10 Jul
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
4.98 out of 5 average rating, 535 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Superhost
Room in Ossining
Freshly updated room
4.94 out of 5 average rating, 32 reviews, 1 double bed, Toilet with sink
24–29 Sept
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
4.99 out of 5 average rating, 176 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Flat in Holmes
Top Side
5.0 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Flat in Highland Falls
Riverview B&B 2 Miles to West Point
4.99 out of 5 average rating, 192 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Sept
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
New place to stay, 1 bedroom, 1 bathroom
5–10 Jul
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4.86 out of 5 average rating, 21 reviews, 4 bedrooms, 6 beds, 6 bathrooms
15–20 Jul
Top guest favourite
Home in Valhalla
Valhalla Home
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Jul
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
5.0 out of 5 average rating, 54 reviews, 2 bedrooms, 8 beds, 2.5 bathrooms
16–21 Jul
Guest favourite
Home in Katonah
Hidden Gem 1 Hour From NYC
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 4 bathrooms
13–18 Jul
Flat in White Plains
Designer 2BR | Luxe Amenities, Gym, Parking
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Cabin in Carmel Hamlet
Cozy Log Cabin Getaway
4.98 out of 5 average rating, 89 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
4.98 out of 5 average rating, 140 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Home in West Milford
LakeView Nostalgia
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Home in Redding
Retreat with Heated Pool, 1 Mile to NYC Train
4.99 out of 5 average rating, 89 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Jul
Superhost
Barn in Bedford Hills
Idyllic Retreat
New place to stay, 1 bedroom, 2 beds, 1 bathroom
10–15 Jul