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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, 541 reviews
Top guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 73 reviews, 1 king bed, 1 bathroom
11–16 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
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
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bathroom
19–24 Jul
Superhost
Room in Ossining
Freshly updated room
4.94 out of 5 average rating, 32 reviews, 1 double bed, Toilet with sink
3–8 Oct
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
4.88 out of 5 average rating, 121 reviews, 2 beds, 1 bathroom
20–25 Jul
Guest favourite
Room in Peekskill
Cozy Room In a Friendly Home
4.9 out of 5 average rating, 39 reviews, 1 double bed, 1.5 bathrooms
11–16 Jul
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4.86 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 6 bathrooms
15–20 Jul
Top guest favourite
Flat in Highland Falls
Riverview B&B 2 Miles to West Point
4.99 out of 5 average rating, 193 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Sept
Top guest favourite
Guest suite in Sleepy Hollow
Sleepy Hollow Private Apartment Airbnb
4.97 out of 5 average rating, 66 reviews, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
4.93 out of 5 average rating, 215 reviews, 1 bedroom, 4 beds, 1 bathroom
3–8 Aug
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 Aug
Top guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Cottage in Ossining
Charming 18th-Century Farm Cottage
5.0 out of 5 average rating, 25 reviews, 1 bedroom, 2 beds, 1 bathroom
15–22 Jul
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
5.0 out of 5 average rating, 87 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Townhouse in Hastings-on-Hudson
Hastings-on-Hudson Home with an Amazing View
4.81 out of 5 average rating, 74 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–18 Jul