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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
28 Aug – 2 Sept
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4.96 out of 5 average rating, 540 reviews
Top guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 71 reviews, 1 king bed, 1 bathroom
5–10 Jul
Guest favourite
Place to stay in Ossining
Top#9
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 4 Sept
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
5.0 out of 5 average rating, 50 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Jul
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Jul
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4.86 out of 5 average rating, 21 reviews, 4 bedrooms, 6 beds, 6 bathrooms
15–20 Jul
Top guest favourite
Home in Ossining
Hudson Valley Pool Retreat · 50min to NYC · 3 Acre
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
26 Oct – 1 Nov
Guest favourite
Townhouse in White Plains
Charming 3BR Home - Quiet Stay, Close to NYC
4.96 out of 5 average rating, 129 reviews, 3 bedrooms, 4 beds, 1 bathroom
3–8 Aug
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
4.92 out of 5 average rating, 165 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Jul
Hotel room in Nanuet
2 Queen Studio w/ Kitchen near Palisades Center
New place to stay, 2 bedrooms, 2 bathrooms
1–6 Jul
Guest favourite
Townhouse in Hastings-on-Hudson
Hastings-on-Hudson Home with an Amazing View
4.81 out of 5 average rating, 73 reviews, 3 bedrooms, 4 beds, 3 bathrooms
10–16 Jul
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
4.98 out of 5 average rating, 535 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Flat in West New York
Cozy Corner Stay
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
24–29 Jul
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Home in White Plains
3 BR NY Gem - Game Room | Garage
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
4.94 out of 5 average rating, 155 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 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
Flat in Beacon
Prime Location in Beacon
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
11–16 Jul
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
New place to stay, 1 bedroom, 1 bathroom
5–10 Jul