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Search results; Over 1,000 homes in Ossining

Home in Ossining
Hudson Valley Escape
4 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
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4.86 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 550 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
16–21 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
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
27 Aug – 1 Sept
4.89 out of 5 average rating, 122 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 394 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
Top guest favourite
Room in Lyndhurst
sweet dreams
1 bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 382 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, 550 reviews
Top guest favourite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 131 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 137 reviews
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 153 reviews
Room in Piermont
Piermont Paradise! Private room & bath. MiniVacay!
1 bed, 1 bathroom
10–15 Aug
New place to stay
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Cabin in Carmel Hamlet
Peaceful Forest Cabin
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 98 reviews
Top guest favourite
Room in Fair Lawn
NJ Retreat Rm2 shared apt Prometric Testing/NYC
1 double bed, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 33 reviews