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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
31 Aug – 5 Sept
4.96 out of 5 average rating, 549 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
4–9 Aug
4.99 out of 5 average rating, 73 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
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
3–8 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds
1–6 Aug
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
1 bedroom, 1 bed
29 Aug – 3 Sept
4.88 out of 5 average rating, 178 reviews
Top guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
2 bedrooms, 3 queen beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 129 reviews
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 43 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 house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Highland Falls
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
3 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 99 reviews
Room in Yonkers
Bright
3 beds
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed
3–8 Aug
4.92 out of 5 average rating, 157 reviews
Guest favourite
Flat in Yonkers
Comfy 2BR Apt with private entry & free parking.
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.92 out of 5 average rating, 167 reviews
Superhost
Room in Tarrytown
Tarrytown Room with Deck Steps from Main Street
1 queen bed
13–18 Sept
Top guest favourite
Home in Piermont
Idyllic & Chic in Piermont, 20 min from GW Bridge
2 bedrooms, 2 beds
1–6 Aug
4.97 out of 5 average rating, 70 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds
1–6 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
2–7 Aug
5.0 out of 5 average rating, 11 reviews