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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 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 539 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
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 6 beds, 6 bathrooms
22–27 Jul
4.86 out of 5 average rating, 21 reviews
Hotel room in Nanuet
2 Queen Studio w/ Kitchen near Palisades Center
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
New place to stay
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
Top guest favourite
Home in Ossining
Hudson Valley Pool Retreat · 50min to NYC · 3 Acre
3 bedrooms, 4 beds, 1.5 bathrooms
28 Sept – 4 Oct
5.0 out of 5 average rating, 9 reviews
Flat in Mount Vernon
Lujoso y moderno apartamento en Nueva York
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
New place to stay
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
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
Hotel room in Nanuet
Comfortable Queen Studio Near Shops & Dining
1 bedroom, 1 queen bed, 1 bathroom
1–6 Jul
4.67 out of 5 average rating, 3 reviews
Guest favourite
Home in Mount Vernon
Large New 4BR• Sleeps 13• Grand Central 30 mins
4 bedrooms, 6 beds, 3 bathrooms
11–16 Jul
5.0 out of 5 average rating, 10 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, 30 reviews
Home in Mount Vernon
Spacious Colonial Retreat | Free Parking |Near NYC
5 bedrooms, 7 beds, 4.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Highland Falls
Rockbound Escape
3 bedrooms, 10 beds, 2.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hastings-on-Hudson
Rivertown Mid-Century
3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
4.97 out of 5 average rating, 30 reviews
Flat in City of Orange
Garden State Haven Unit 2
5 bedrooms, 5 double beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 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
Home in Teaneck
FIFA 2026 • 15m to MetLife • Dream Mall+NYC Access
4 bedrooms, 7 beds, 2 bathrooms
3–8 Jul
New place to stay