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Search results; Over 1,000 homes in Ossining

Top guest favorite
Apartment in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 private bath
Nov 15 – 20
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4.96 out of 5 average rating, 551 reviews
Top guest favorite
Room in Ossining
The hidden gem
1 king bed, 1 bath
Aug 16 – 21
4.99 out of 5 average rating, 75 reviews
Guest favorite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bath
Aug 29 – Sep 4
4.93 out of 5 average rating, 30 reviews
Top guest favorite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bath
Aug 13 – 18
5.0 out of 5 average rating, 51 reviews
Top guest favorite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bath
Aug 24 – 29
5.0 out of 5 average rating, 227 reviews
Top guest favorite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed, 1 bath
Aug 26 – 31
4.91 out of 5 average rating, 161 reviews
Guest favorite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds, 2.5 baths
Aug 30 – Sep 4
4.95 out of 5 average rating, 42 reviews
Guest favorite
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bath
Aug 26 – 31
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Home in West Milford
Modern Luxe Lakefront Cabin
2 bedrooms, 2 queen beds, 1 bath
Oct 4 – 9
5.0 out of 5 average rating, 35 reviews
Top guest favorite
Guesthouse in Park Ridge
Wayfarer’s Wharf|Private Cottage|Near NYC|MetLife
1 bedroom, 2 beds, 1 bath
Aug 16 – 21
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Putnam Valley
Serene Lakefront Getaway w/ Private Sauna
3 bedrooms, 3 beds, 2 baths
Sep 19 – 24
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Guesthouse in Tomkins Cove
The cottage at Oasis Cove
1 bedroom, 2 beds, 1 bath
Sep 7 – 12
4.89 out of 5 average rating, 36 reviews
Top guest favorite
Guesthouse in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds, 1 bath
Sep 13 – 18
5.0 out of 5 average rating, 18 reviews
Top guest favorite
Place to stay in Warwick
Luxe Penthouse Studio MainSt Warwick, SteamShower!
1 bedroom, 1 king bed, 1 bath
Oct 26 – 31
4.96 out of 5 average rating, 376 reviews
Top guest favorite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed, 1 bath
Aug 23 – 28
4.97 out of 5 average rating, 552 reviews
Top guest favorite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed, 2 baths
Aug 30 – Sep 4
4.99 out of 5 average rating, 132 reviews
Top guest favorite
Apartment in Marlboro
Cliff Top at Turtle Rock
1 bedroom, 1 queen bed, 1 bath
Aug 15 – 20
4.97 out of 5 average rating, 452 reviews
Top guest favorite
Guest suite in Stamford
Charming Retreat in North Stamford
1 queen bed, 1 bath
Aug 25 – 30
4.95 out of 5 average rating, 162 reviews
Guest favorite
Barn in Katonah
Magic Red Barn with Heated Salt Pool (opened now)
3 beds, 1 bath
Aug 16 – 21
4.96 out of 5 average rating, 143 reviews