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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
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
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
1 bedroom
5–10 Jul
New place to stay
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
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
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds
1–6 Jul
5.0 out of 5 average rating, 29 reviews
Home in West Milford
LakeView Nostalgia
3 bedrooms, 4 beds
5–10 Jul
New place to stay
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
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds
2–7 Aug
4.99 out of 5 average rating, 176 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds
1–6 Jul
4.94 out of 5 average rating, 155 reviews
Flat in White Plains
Designer 2BR | Luxe Amenities, Gym, Parking
2 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 3 reviews
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
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 6 beds
15–20 Jul
4.86 out of 5 average rating, 21 reviews
Guest favourite
Flat in Stamford
Comfortable 3BR/2BA Near Old Greenwich in Stamford
3 bedrooms, 3 queen beds
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Newtown
Guest Suite at Wisteria Gardens
1 bedroom, 1 queen bed
5–10 Jul
4.99 out of 5 average rating, 165 reviews
Superhost
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds
11–16 Jul
New place to stay
Top guest favourite
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
2 bedrooms, 3 beds
26–31 Jul
4.96 out of 5 average rating, 482 reviews
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 32 reviews