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Search results; Over 1,000 homes in Ossining

Superhost
Home in Ossining
Lower Hudson Valley Idyllic Retreat
4 bedrooms, 5 beds, 2.5 private bathrooms
23–28 Aug
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4.84 out of 5 average rating, 168 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
Guest suite in Haverstraw
Haverstraw Hospitality Suite
2 beds, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 435 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
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.92 out of 5 average rating, 36 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
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Hackensack
Modern 5BR 3 Full Bath, Fits 10 guests near NYC
5 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 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
Top guest favourite
Home in Piermont
Piermont Getaway Mt. Village Home. 30 min to NYC
2 bedrooms, 3 queen beds, 1.5 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 130 reviews
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 92 reviews
Superhost
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Sleepy Hollow
Aleida'house on beautiful town.
1 bed, 1.5 bathrooms
19–24 Aug
4.98 out of 5 average rating, 130 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 168 reviews