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Search results; Over 1,000 homes in Ossining

Descriptions are based on details hosts provide
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, 544 reviews
Top guest favourite
Room in Ossining
River-view en suite with lake access
4.99 out of 5 average rating, 73 reviews, 1 king bed, 1 bathroom
4–9 Aug
Guest favourite
Place to stay in Ossining
Private entrance, walkable to everything
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 4 Sept
Top guest favourite
Room in Croton-on-Hudson
Historic stone house in Croton-on-Hudson
4.98 out of 5 average rating, 537 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Briarcliff Manor
Hudson River views with a fire pit
4.86 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 6 bathrooms
15–20 Jul
Guest favourite
Home in Peekskill
1910 Victorian with a brand-new kitchen
4.91 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Room in Hawthorne
Quiet suburb, 30 minutes from Manhattan
4.88 out of 5 average rating, 121 reviews, 2 beds, 1 bathroom
20–25 Jul
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
4.92 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
4.4 out of 5 average rating, 5 reviews, 1 bedroom, 1 bathroom
19–24 Jul
Top guest favourite
Home in Piermont
1840s duplex with creek-view porch
4.97 out of 5 average rating, 127 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
4.89 out of 5 average rating, 176 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Home in Valhalla
Valhalla Home
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
Top guest favourite
Room in Yonkers
Private room & bath in Yonkers close to bus/train
4.99 out of 5 average rating, 238 reviews, 1 queen bed, 1 bathroom
23–28 Jul
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
4.98 out of 5 average rating, 382 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Guest house in Bedford Hills
Design-forward woodland cottage with saltwater pool
5.0 out of 5 average rating, 89 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
4.98 out of 5 average rating, 140 reviews, 1 bedroom, 3 beds, 1 bathroom
8–13 Aug
Guest favourite
Flat in Ardsley
Quiet retreat near Metro-North with parking
4.89 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Guest house in Elmsford
Newly renovated with free parking in Westchester
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Guest suite in Sleepy Hollow
Sleepy Hollow Private Apartment Airbnb
4.97 out of 5 average rating, 67 reviews, 1 bed, 1 bathroom
13–18 Sept