filters

Search results; Over 1,000 homes in Ossining

Photo 1 of 24
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 private bathroom
15–20 Nov
,
4.96 out of 5 average rating, 560 reviews
Photo 1 of 6
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
11–16 Oct
4.99 out of 5 average rating, 79 reviews
Photo 1 of 29
Top guest favourite
Home in Ossining
Hudson Valley Fall Escape · 50min to NYC · 3 Acre
3 bedrooms, 4 beds
14–19 Nov
5.0 out of 5 average rating, 20 reviews
Photo 1 of 29
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
1–6 Nov
5.0 out of 5 average rating, 54 reviews
Photo 1 of 29
Guest favourite
Home in Suffern
Group Retreat | Pool, Hot Tub & Gourmet Kitchen
4 bedrooms, 13 beds
1–6 Oct
4.91 out of 5 average rating, 55 reviews
Photo 1 of 29
Guest favourite
Home in Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms, 4 beds
8–13 Nov
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Home in North Bergen
Cozy Home Near NYC & MetLife Stadium | Sleeps 8
3 bedrooms, 4 beds
1–6 Nov
New place to stay
Photo 1 of 6
Superhost
Room in Ossining
Freshly updated room
1 double bed
8–13 Dec
4.94 out of 5 average rating, 32 reviews
Photo 1 of 13
Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds
9–14 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Villa in Stony Point
Spacious 10BR Escape w/Pool, Hot Tub & Game Room
10 bedrooms, 15 beds
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds
1–6 Nov
4.99 out of 5 average rating, 191 reviews
Photo 1 of 29
Home in Stony Point
Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven
10 bedrooms, 25 beds
1–6 Oct
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds
26–31 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 22
Superhost
Flat in Elmwood Park
Cozy 1BR Apartment near MetLife Stadium
1 bedroom, 2 beds
13–18 Oct
New place to stay
Photo 1 of 13
Flat in Cold Spring
Charming Main st Stay with breakfast
1 queen bed
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
7 bedrooms, 21 beds
1–6 Oct
5.0 out of 5 average rating, 95 reviews
Photo 1 of 20
Guest favourite
Home in Nyack
Updated Victorian in the heart of Nyack
3 bedrooms, 3 beds
1–6 Apr
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Top guest favourite
Cottage in Valhalla
Charming private 1BR apt. Easy access to NYC
1 bedroom, 2 beds
1–6 Oct
4.96 out of 5 average rating, 340 reviews
Photo 1 of 29
Top guest favourite
Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
5 bedrooms, 6 beds
18–23 Oct
4.99 out of 5 average rating, 214 reviews