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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
15–20 Nov
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4.96 out of 5 average rating, 551 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, 75 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
13–18 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 246 reviews
Top guest favourite
Home in Peekskill
Charming Home in Peekskill NY
2 bedrooms, 3 double beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 123 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, 123 reviews
Home in Chester
Private Estate | Pool, Hot Tub & 10BR Retreat
10 bedrooms, 20 beds, 4.5 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Room in Lyndhurst
sweet dreams
1 bed, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds, 1 bathroom
23–28 Sept
4.96 out of 5 average rating, 56 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
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 270 reviews
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed, 1 bathroom
26–31 Aug
4.91 out of 5 average rating, 160 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, 132 reviews
Top guest favourite
Flat in Marlboro
Cliff Top at Turtle Rock
1 bedroom, 1 queen bed, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 451 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, 551 reviews
Top guest favourite
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 490 reviews
Guest favourite
Room in Yonkers
Brillante - A Bright & Peaceful Stay in Yonkers
1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Flat in White Plains
Pvt Studio Near WMC | No Stairs | Parking
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
New place to stay