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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, 549 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
8–13 Aug
4.99 out of 5 average rating, 74 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
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
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 50 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
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 549 reviews
Room in Nyack
Near Nyack Riverfront | Pool, Gym & Free Parking
2 double beds, 1 bathroom
3–8 Aug
New place to stay
Guest favourite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
1 bedroom, 1 bed, 1 bathroom
13–18 Aug
4.88 out of 5 average rating, 178 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
4.92 out of 5 average rating, 167 reviews
Home in Peekskill
The Hudson Hideaway
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
New place to stay
Guest favourite
Room in Nyack
Sunny Nyack Retreat | Breakfast | Hudson Base
1 double bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Croton-on-Hudson
Cozy Private Room + Kitchenette, Near Croton Train
1 bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Home in Peekskill
Charming Home in Peekskill NY
2 bedrooms, 3 double beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 122 reviews
Top guest favourite
Room in Elmsford
Quiet room in the heart of Westchester
1 queen bed, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 146 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, 35 reviews
Guest favourite
Room in Elmsford
1 -1 ensuite INSIDE OF New Westchester home
1 bed, 1 bathroom
14–19 Aug
4.93 out of 5 average rating, 164 reviews