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Search results; Over 1,000 homes in Ossining

Superhost
Home in Ossining
Lower Hudson Valley Idyllic Retreat
4 bedrooms, 5 beds, 2.5 private bathrooms
23–28 Aug
,
4.84 out of 5 average rating, 164 reviews
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, 541 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
6–11 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
Home in Mount Vernon
Luxury Retreat | Walk to Metro-North | Sleeps 10.
3 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
New place to stay
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
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, 202 reviews
Home in White Plains
Beautiful NY Home near NYC - Free Parking 2 Cars+
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
New place to stay
Guest favourite
Flat in Yonkers
Modern 2BR Sleeps 6 | Free Parking | Near Metro
2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
4.94 out of 5 average rating, 109 reviews
Guest favourite
Flat in Yonkers
Luxury 3BR • Sleeps 10 • Walk to Metro • Parking
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 40 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
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 3 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
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
Guest favourite
Room in Ossining
1 private room with shared bath
1 double bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 7 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