Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Ossining
Check in / Check out
Any week
Guests
Add guests
Become a host
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
Type of place
Show map
Search results; Over 1,000 homes in Ossining
Over 1,000 homes in Ossining
Top guest favourite
Guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,265 SGD
Show price breakdown
for 5 nights
$2,265 SGD for 5 nights
,
·
4.96 out of 5 average rating, 541 reviews
4.96 (541)
Top guest favourite
Guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 73 reviews
4.99 (73)
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$1,098 SGD
Show price breakdown
for 5 nights
$1,098 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Place to stay in Ossining
Top#9
4.93 out of 5 average rating, 30 reviews
4.93 (30)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
29 Aug – 4 Sept
29 Aug – 4 Sept
$1,125 SGD
$972 SGD
Show price breakdown
for 6 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
5.0 out of 5 average rating, 50 reviews
5.0 (50)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$2,620 SGD
Show price breakdown
for 5 nights
$2,620 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Croton-on-Hudson
Hudson Valley Stone House Getaway
4.98 out of 5 average rating, 535 reviews
4.98 (535)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$846 SGD
Show price breakdown
for 5 nights
$846 SGD for 5 nights
Pay $0 today
Free cancellation
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
1 bedroom
1 bedroom
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$834 SGD
Show price breakdown
for 5 nights
$834 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Room in Ossining
Freshly updated room
4.94 out of 5 average rating, 32 reviews
4.94 (32)
,
·
1 double bed
1 double bed
,
·
Toilet with sink
Toilet with sink
3–8 Oct
3–8 Oct
$401 SGD
Show price breakdown
for 5 nights
$401 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Hawthorne
Room: Life is beautiful
4.88 out of 5 average rating, 121 reviews
4.88 (121)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 Jul
$887 SGD
Show price breakdown
for 5 nights
$887 SGD for 5 nights
Guest favourite
Guest favourite
Room in Peekskill
Cozy Room In a Friendly Home
4.9 out of 5 average rating, 39 reviews
4.9 (39)
,
·
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Jul
11–16 Jul
$602 SGD
Show price breakdown
for 5 nights
$602 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,189 SGD
Show price breakdown
for 5 nights
$1,189 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4.86 out of 5 average rating, 22 reviews
4.86 (22)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
6 bathrooms
6 bathrooms
15–20 Jul
15–20 Jul
$9,199 SGD
$7,687 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Flat in Highland Falls
Riverview B&B 2 Miles to West Point
4.99 out of 5 average rating, 193 reviews
4.99 (193)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Sept
24–29 Sept
$1,676 SGD
Show price breakdown
for 5 nights
$1,676 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Sleepy Hollow
Sleepy Hollow Private Apartment Airbnb
4.97 out of 5 average rating, 66 reviews
4.97 (66)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$892 SGD
Show price breakdown
for 5 nights
$892 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
4.93 out of 5 average rating, 215 reviews
4.93 (215)
,
·
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$1,268 SGD
$1,009 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Guest favourite
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
4.92 (165)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$1,409 SGD
Show price breakdown
for 5 nights
$1,409 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,927 SGD
Show price breakdown
for 5 nights
$1,927 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Ossining
Charming 18th-Century Farm Cottage
5.0 out of 5 average rating, 25 reviews
5.0 (25)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–22 Jul
15–22 Jul
$2,565 SGD
$2,000 SGD
Show price breakdown
for 7 nights
Weekly discount
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
5.0 out of 5 average rating, 87 reviews
5.0 (87)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$5,544 SGD
Show price breakdown
for 5 nights
$5,544 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Townhouse in Hastings-on-Hudson
Hastings-on-Hudson Home with an Amazing View
4.81 out of 5 average rating, 74 reviews
4.81 (74)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–18 Jul
12–18 Jul
$3,845 SGD
Show price breakdown
for 6 nights
$3,845 SGD for 6 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15