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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, 72 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 4 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Home in Ossining
Hudson Valley Pool Retreat · 50min to NYC · 3 Acre
3 bedrooms, 4 beds, 1.5 bathrooms
26 Oct – 1 Nov
5.0 out of 5 average rating, 10 reviews
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 6 beds, 6 bathrooms
15–20 Jul
4.86 out of 5 average rating, 21 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.92 out of 5 average rating, 165 reviews
Top guest favourite
Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
5 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
4.99 out of 5 average rating, 201 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed, Toilet with sink
24–29 Sept
4.94 out of 5 average rating, 32 reviews
Guest favourite
Flat in Yonkers
Luxury 3BR • Sleeps 10 • Walk to Metro • Parking
3 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
4.93 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 382 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Hastings-on-Hudson
Hastings-on-Hudson Home with an Amazing View
3 bedrooms, 4 beds, 3 bathrooms
12–18 Jul
4.81 out of 5 average rating, 73 reviews
Guest favourite
Flat in Yonkers
Modern 2BR Sleeps 6 | Free Parking | Near Metro
2 bedrooms, 3 beds, 1 bathroom
7–12 Aug
4.94 out of 5 average rating, 109 reviews
Top guest favourite
Home in Hastings-on-Hudson
Rivertown Mid-Century
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.97 out of 5 average rating, 31 reviews
Flat in West New York
Cozy Corner Stay
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
New place to stay
Top guest favourite
Home in Piermont
Idyllic & Chic in Piermont, 20 min from GW Bridge
2 bedrooms, 2 beds, 1 bathroom
25–30 Jul
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
4.94 out of 5 average rating, 155 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
20–25 Jul
4.88 out of 5 average rating, 120 reviews