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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
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
29 Aug – 4 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Yurt in Ossining
Private Glamping Oasis
1 bedroom, 1 bed
20–25 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
13–18 Jul
5.0 out of 5 average rating, 50 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds
3–8 Jul
4.92 out of 5 average rating, 165 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
Superhost
Room in Ossining
Freshly updated room
1 double bed
24–29 Sept
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
1 bedroom, 2 beds
5–10 Jul
4.97 out of 5 average rating, 105 reviews
Top guest favourite
Guest suite in Pleasantville
Charming Studio Centrally Located in Pleasantville
2 beds
10–15 Sept
4.84 out of 5 average rating, 83 reviews
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds
1–6 Aug
New place to stay
Top guest favourite
Flat in Tarrytown
2 BRs, Easy Walking in Tarrytown and Sleepy Hollow
2 bedrooms, 2 beds
27 Aug – 1 Sept
4.99 out of 5 average rating, 95 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds
5–10 Jul
4.94 out of 5 average rating, 384 reviews
Guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds
19–24 Jul
4.91 out of 5 average rating, 32 reviews
Guest favourite
Home in Haverstraw
Beachfront Home on the Hudson w/ Amazing Views!
1 bedroom, 1 queen bed
12–17 Jul
4.94 out of 5 average rating, 78 reviews
Guest favourite
Flat in Mount Kisco
Clean, Comfy & Convenient. 1Bed Village Apt by MNR
1 bedroom, 1 queen bed
31 Jul – 5 Aug
4.92 out of 5 average rating, 106 reviews
Home in Mount Vernon
Luxury Retreat | Walk to Metro-North | Sleeps 10.
3 bedrooms, 4 beds
20–25 Jul
New place to stay
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
20–25 Jul
4.88 out of 5 average rating, 120 reviews
Top guest favourite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
1 bedroom, 1 bed
23–28 Aug
4.89 out of 5 average rating, 176 reviews