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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
1 king bed
5–10 Jul
4.99 out of 5 average rating, 71 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
6–11 Jul
5.0 out of 5 average rating, 50 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
3–8 Jul
4.92 out of 5 average rating, 165 reviews
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 535 reviews
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
1 bedroom
5–10 Jul
New place to stay
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds
1–6 Aug
New place to stay
Home in Mount Vernon
Luxury Retreat | Walk to Metro-North | Sleeps 10.
3 bedrooms, 4 beds
23–28 Aug
New place to stay
Guest favourite
Flat in Ardsley
Well-Appointed & Cozy Studio w/ Parking & Wash/Dry
1 bedroom, 1 queen bed
31 Aug – 5 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
13–18 Jul
5.0 out of 5 average rating, 9 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Place to stay in Tarrytown
Tarrytown Room with Deck Steps from Main Street
1 bedroom, 1 queen bed
13–18 Sept
New place to stay
Guest favourite
Room in Peekskill
Spacious Room in Colonial Home Close to NYC
1 queen bed
6–11 Jul
4.89 out of 5 average rating, 105 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds
5–10 Jul
4.94 out of 5 average rating, 384 reviews
Guest favourite
Townhouse in White Plains
Charming 3BR Home - Quiet Stay, Close to NYC
3 bedrooms, 4 beds
3–8 Aug
4.96 out of 5 average rating, 129 reviews
Top guest favourite
Flat in Highland Falls
Riverview B&B 2 Miles to West Point
1 bedroom, 2 beds
24–29 Sept
4.99 out of 5 average rating, 192 reviews
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds
1–6 Jul
5.0 out of 5 average rating, 29 reviews
Superhost
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
4 bedrooms, 4 beds
12–17 Sept
5.0 out of 5 average rating, 4 reviews