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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 Sept – 3 Oct
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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
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
29 Aug – 4 Sept
4.93 out of 5 average rating, 30 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed
28 Oct – 2 Nov
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
9–14 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
19–24 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Room in Lyndhurst
sweet dreams
1 bed
27 Aug – 1 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed
24–29 Aug
4.92 out of 5 average rating, 159 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds
23–28 Aug
4.94 out of 5 average rating, 392 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
1 bedroom, 2 beds
24–29 Aug
4.99 out of 5 average rating, 153 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds
8–13 Aug
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed
23–28 Aug
4.97 out of 5 average rating, 549 reviews
Top guest favourite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 131 reviews
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds
14–19 Aug
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds
21–26 Aug
4.98 out of 5 average rating, 382 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
18–23 Sept
5.0 out of 5 average rating, 137 reviews
Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds
13–18 Sept
4.92 out of 5 average rating, 332 reviews
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 268 reviews