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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
15–20 Nov
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4.96 out of 5 average rating, 557 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed
15–20 Sept
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
19–24 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Home in Ossining
Hudson Valley Fall Escape · 50min to NYC · 3 Acre
3 bedrooms, 4 beds
15–22 Nov
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
13–18 Sept
5.0 out of 5 average rating, 52 reviews
Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds
8–13 Sept
Flat in Sleepy Hollow
Large 3BR Sleepy Hollow Apt, Walk to Legend Sites
3 bedrooms, 4 beds
3–8 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Piermont
Piermont Getaway Mt. Village Home. 30 min to NYC
2 bedrooms, 3 queen beds
14–19 Nov
4.96 out of 5 average rating, 134 reviews
Guest favourite
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds
1–6 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds
4–9 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Suffern
Group Retreat | Pool, Hot Tub & Gourmet Kitchen
4 bedrooms, 13 beds
7–12 Sept
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom
8–13 Sept
5.0 out of 5 average rating, 229 reviews
Top guest favourite
Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
5 bedrooms, 6 beds
20–25 Sept
4.99 out of 5 average rating, 211 reviews
Top guest favourite
Home in Yorktown Heights
Cozy getaway 1 hr from NYC!
3 bedrooms, 4 beds
6–11 Sept
4.91 out of 5 average rating, 185 reviews
Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds
14–19 Sept
4.92 out of 5 average rating, 39 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
20–25 Sept
4.92 out of 5 average rating, 171 reviews
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds
18–23 Oct
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds
4–9 Sept
4.94 out of 5 average rating, 160 reviews