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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
31 Aug – 5 Sept
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4.96 out of 5 average rating, 541 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
12–17 Jul
4.99 out of 5 average rating, 73 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed
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
26 Oct – 1 Nov
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 6 beds
15–20 Jul
4.86 out of 5 average rating, 22 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
3–8 Aug
4.92 out of 5 average rating, 166 reviews
Guest favourite
Chalet in Philipstown
Cozy A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
19–24 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed
3–8 Oct
4.94 out of 5 average rating, 32 reviews
Superhost
Flat in Passaic
Modern apartment close to MetLife|NYC|American Dr
3 bedrooms, 5 beds
9–14 Aug
New place to stay
Guest favourite
Flat in Yonkers
Luxury 3BR • Sleeps 10 • Walk to Metro • Parking
3 bedrooms, 5 beds
12–17 Aug
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
3–8 Aug
4.98 out of 5 average rating, 382 reviews
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Home in Mount Vernon
Luxury Retreat | Walk to Metro-North | Sleeps 10.
3 bedrooms, 4 beds
8–13 Sept
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Room in Sleepy Hollow
Aleida'house on beautiful town.
1 bed
19–24 Aug
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 535 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
5 bedrooms, 6 beds
26–31 Jul
4.99 out of 5 average rating, 202 reviews
Top guest favourite
Flat in Tarrytown
Stylish, Cozy 2 BR Pied-á-terre
2 bedrooms, 2 beds
24–29 Jul
4.95 out of 5 average rating, 21 reviews
Home in Mount Vernon
Spacious Colonial Retreat | Free Parking |Near NYC
5 bedrooms, 7 beds
15–20 Jul
5.0 out of 5 average rating, 4 reviews