Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Ossining
Check in / Check out
Any week
Guests
Add guests
Become a host
Languages & currency
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Price filter
Type of place
Type of place filter
Show map
Search results; Over 1,000 homes in Ossining
Over 1,000 homes in Ossining
Photo 1 of 24
Top guest favourite
Guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Nov
15–20 Nov
$1,924 SGD
Show price breakdown
for 5 nights
$1,924 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 559 reviews
4.96 (559)
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Ossining
The hidden gem
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$1,209 SGD
$1,062 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 79 reviews
4.99 (79)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Ossining
Hudson Valley Fall Escape · 50min to NYC · 3 Acre
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
15–22 Nov
15–22 Nov
$4,457 SGD
Show price breakdown
for 7 nights
$4,457 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Photo 1 of 29
Top guest favourite
Guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$2,502 SGD
$2,195 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Photo 1 of 29
Home in Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
8–13 Nov
8–13 Nov
$1,762 SGD
Show price breakdown
for 5 nights
$1,762 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 29
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
6 bathrooms
6 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
$8,721 SGD
Show price breakdown
for 5 nights
$8,721 SGD for 5 nights
Free cancellation
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
3–8 Nov
3–8 Nov
$1,557 SGD
Show price breakdown
for 5 nights
$1,557 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 386 reviews
4.98 (386)
Photo 1 of 6
Superhost
Superhost
Room in Ossining
Freshly updated room
1 double bed
1 double bed
,
·
WC
WC
8–13 Dec
8–13 Dec
$378 SGD
Show price breakdown
for 5 nights
$378 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 32 reviews
4.94 (32)
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Nov
8–13 Nov
$969 SGD
$848 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 560 reviews
4.98 (560)
Photo 1 of 29
Home in Croton-on-Hudson
Croton Country House
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Oct
26–31 Oct
$4,250 SGD
$3,613 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$4,431 SGD
$3,889 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 160 reviews
4.94 (160)
Photo 1 of 13
Guest favourite
Guest favourite
Guest house in Park Ridge
Wayfarer’s Wharf|Private Cottage|Near NYC|MetLife
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$1,338 SGD
Show price breakdown
for 5 nights
$1,338 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Stony Point
Spacious 10BR Escape w/Pool, Hot Tub & Game Room
10 bedrooms
10 bedrooms
,
·
15 beds
15 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Oct
1–6 Oct
$11,439 SGD
$10,146 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Croton-on-Hudson
Cozy Private Room + Kitchenette, Near Croton Train
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$910 SGD
Show price breakdown
for 5 nights
$910 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 21
Guest favourite
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$1,597 SGD
$1,400 SGD
Show price breakdown
for 5 nights
Free cancellation
4.93 out of 5 average rating, 175 reviews
4.93 (175)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Ossining
1 private room with shared bath
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
1–6 May
1–6 May
$771 SGD
Show price breakdown
for 5 nights
$771 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in White Plains
Pvt Studio Near WMC | No Stairs | Parking
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,372 SGD
Show price breakdown
for 5 nights
$1,372 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$1,381 SGD
$1,206 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 36 reviews
5.0 (36)
1
2
3
4
…
15