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, 1 bathroom
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, 1.5 bathrooms
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 bathroom
1–6 Nov
5.0 out of 5 average rating, 54 reviews
Photo 1 of 29
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 4 beds, 6 bathrooms
28 Nov – 3 Dec
Photo 1 of 29
Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 160 reviews
Photo 1 of 6
Guest favourite
Room in Ossining
1 private room with shared bath
1 double bed, 1 bathroom
1–6 May
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Guest favourite
Home in Suffern
Group Retreat | Pool, Hot Tub & Gourmet Kitchen
4 bedrooms, 13 beds, 3 bathrooms
1–6 Oct
4.91 out of 5 average rating, 55 reviews
Photo 1 of 6
Guest favourite
Room in Croton-on-Hudson
Cozy Private Room + Kitchenette, Near Croton Train
1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 386 reviews
Photo 1 of 29
Top guest favourite
Cottage in Valhalla
Charming private 1BR apt. Easy access to NYC
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 340 reviews
Photo 1 of 21
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.93 out of 5 average rating, 175 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, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 6
Top guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 560 reviews
Photo 1 of 29
Top guest favourite
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 8 reviews
Photo 1 of 20
Featured hotel
Hotel in White Plains
Sonesta White Plains Downtown, King - Corner
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
Photo 1 of 6
Superhost
Room in Ossining
Freshly updated room
1 double bed, WC
8–13 Dec
4.94 out of 5 average rating, 32 reviews
Photo 1 of 29
Top guest favourite
Guest house in Bedford Hills
Woodland Cottage Retreat with Saltwater Pool
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 97 reviews