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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, 1 bathroom
5–10 Jul
4.99 out of 5 average rating, 71 reviews
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
1 bedroom, 1 bathroom
5–10 Jul
New place to stay
Top guest favourite
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 482 reviews
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 29 reviews
Home in New Milford
Avi’s River House
2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
New place to stay
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
2 bedrooms, 8 beds, 2.5 bathrooms
16–21 Jul
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Cabin in Carmel Hamlet
Cozy Log Cabin Getaway
2 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
4.98 out of 5 average rating, 89 reviews
Top guest favourite
Room in Sleepy Hollow
Aleida'house on beautiful town.
1 bed, 1.5 bathrooms
19–24 Aug
4.98 out of 5 average rating, 130 reviews
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 5 reviews
Home in Fairview
Cozy 2BR Home Near NYC | Driveway & Easy Transit!
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in Peekskill
Spacious Room in Colonial Home Close to NYC
1 queen bed, 1.5 bathrooms
2–7 Jul
4.89 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
2 bedrooms, 3 queen beds, 1.5 bathrooms
9–14 Jul
4.97 out of 5 average rating, 124 reviews
Home in Newark
Modern 2BR Suite 7 minute from EWR Newark Airport
2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
New place to stay
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
1–6 Jul
4.94 out of 5 average rating, 155 reviews
Guest favourite
Flat in Stamford
Comfortable 3BR/2BA Near Old Greenwich in Stamford
3 bedrooms, 3 queen beds, 2 bathrooms
2–7 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 259 reviews
Top guest favourite
Home in Highland Falls
Highlands Retreat
4 bedrooms, 4 beds, 1.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 7 reviews