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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
4.99 out of 5 average rating, 72 reviews, 1 king bed, 1 bathroom
5–10 Jul
Guest favourite
Place to stay in Ossining
Top#9
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 4 Sept
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
5.0 out of 5 average rating, 50 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Home in Ossining
Hudson Valley Pool Retreat · 50min to NYC · 3 Acre
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
26 Oct – 1 Nov
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
4.92 out of 5 average rating, 165 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Jul
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4.86 out of 5 average rating, 21 reviews, 4 bedrooms, 6 beds, 6 bathrooms
15–20 Jul
Home in Mount Vernon
Luxury Retreat | Walk to Metro-North | Sleeps 10.
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
20–25 Jul
Top guest favourite
Yurt in Ossining
Private Glamping Oasis
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Guest favourite
Townhouse in White Plains
Charming 3BR Home - Quiet Stay, Close to NYC
4.96 out of 5 average rating, 129 reviews, 3 bedrooms, 4 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
4.94 out of 5 average rating, 155 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
Top guest favourite
Flat in Tarrytown
2 BRs, Easy Walking in Tarrytown and Sleepy Hollow
4.99 out of 5 average rating, 95 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
4.98 out of 5 average rating, 382 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
4.99 out of 5 average rating, 201 reviews, 5 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Hotel room in Nanuet
2 Queen Studio w/ Kitchen near Palisades Center
New place to stay, 2 bedrooms, 2 bathrooms
2–7 Jul
Top guest favourite
Home in Hastings-on-Hudson
Rivertown Mid-Century
4.97 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
4.98 out of 5 average rating, 535 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Yonkers
Luxury 3BR • Sleeps 10 • Walk to Metro • Parking
4.95 out of 5 average rating, 37 reviews, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
Superhost
Room in Ossining
Freshly updated room
4.94 out of 5 average rating, 32 reviews, 1 double bed, Toilet with sink
24–29 Sept