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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
31 Aug – 5 Sept
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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
4–9 Aug
4.99 out of 5 average rating, 74 reviews
Guest favourite
Room in Ossining
1 private room with shared bath
1 double bed
1–6 Nov
5.0 out of 5 average rating, 7 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
Room in Sleepy Hollow
Aleida'house on beautiful town.
1 bed
19–24 Aug
4.98 out of 5 average rating, 130 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, 546 reviews
Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds
1–6 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Guest suite in Sleepy Hollow
Sleepy Hollow Private Apartment Airbnb
1 queen bed
13–18 Sept
4.97 out of 5 average rating, 67 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
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds
9–14 Aug
4.98 out of 5 average rating, 141 reviews
Guest favourite
Flat in Mount Kisco
Clean, Comfy & Convenient. 1Bed Village Apt by MNR
1 bedroom, 1 queen bed
1–6 Aug
4.91 out of 5 average rating, 108 reviews
Guest favourite
Home in Haverstraw
Beachfront Home on the Hudson w/ Amazing Views!
1 bedroom, 1 queen bed
17–24 Aug
4.94 out of 5 average rating, 78 reviews
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
Guest favourite
Room in Nyack
Sunny Nyack Retreat | Breakfast | Hudson Base
1 double bed
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 4 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
Guest favourite
Room in Croton-on-Hudson
Cozy Private Room + Kitchenette, Near Croton Train
1 bed
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Lake Mohegan
Large Sunny Lakeside Room Ideal for Longer Stays
1 king bed
1–6 Aug
4.92 out of 5 average rating, 76 reviews
Guest favourite
Home in Croton-on-Hudson
Croton Calm Retreat w/ hot tub
2 bedrooms, 2 beds
8–13 Aug
4.88 out of 5 average rating, 43 reviews