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
Superhost
Superhost
Home in Ossining
Lower Hudson Valley Idyllic Retreat
4 bedrooms
,
·
5 beds
,
·
2.5 private bathrooms
23–28 Aug
23–28 Aug
$2,904 SGD
$2,341 SGD
Show price breakdown
for 5 nights
,
·
4.84 out of 5 average rating, 167 reviews
4.84 (167)
Top guest favourite
Guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
4.96 out of 5 average rating, 547 reviews
4.96 (547)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,917 SGD
Show price breakdown
for 5 nights
$1,917 SGD for 5 nights
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
4–9 Aug
4–9 Aug
$1,119 SGD
Show price breakdown
for 5 nights
$1,119 SGD for 5 nights
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
$972 SGD
Show price breakdown
for 6 nights
$972 SGD for 6 nights
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
,
·
WC
WC
11–16 Oct
11–16 Oct
$398 SGD
Show price breakdown
for 5 nights
$398 SGD for 5 nights
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
3–8 Aug
3–8 Aug
$2,620 SGD
Show price breakdown
for 5 nights
$2,620 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Piermont
Piermont's Getaway Mt. Village Home. 30min to NYC
4.97 out of 5 average rating, 127 reviews
4.97 (127)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,944 SGD
Show price breakdown
for 5 nights
$1,944 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
5.0 out of 5 average rating, 227 reviews
5.0 (227)
,
·
1 bedroom
1 bedroom
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,135 SGD
Show price breakdown
for 5 nights
$1,135 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
4.98 out of 5 average rating, 382 reviews
4.98 (382)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$1,779 SGD
$1,596 SGD
Show price breakdown
for 5 nights
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
6 bathrooms
6 bathrooms
4–9 Aug
4–9 Aug
$7,177 SGD
Show price breakdown
for 5 nights
$7,177 SGD for 5 nights
Top guest favourite
Guest favourite
Chalet in Philipstown
Cozy A-Frame in the Trees · 20 min to WP· 1 hr NYC
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$4,006 SGD
$3,417 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in Hawthorne
Room: Life is beautiful
4.89 out of 5 average rating, 122 reviews
4.89 (122)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$869 SGD
Show price breakdown
for 5 nights
$869 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Piermont
Idyllic & Chic in Piermont, 20 min from GW Bridge
4.97 out of 5 average rating, 70 reviews
4.97 (70)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,630 SGD
Show price breakdown
for 5 nights
$1,630 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Tarrytown
Stylish, Cozy 2 BR Pied-á-terre
4.95 out of 5 average rating, 22 reviews
4.95 (22)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$3,485 SGD
Show price breakdown
for 5 nights
$3,485 SGD for 5 nights
Flat in Yonkers
Private Basement Apartment with Separate Entrance
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$993 SGD
Show price breakdown
for 5 nights
$993 SGD for 5 nights
Free cancellation
Home in Danbury
Luxury Candlewood Lakefront house
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
1–6 Aug
1–6 Aug
$8,375 SGD
Show price breakdown
for 5 nights
$8,375 SGD for 5 nights
Free cancellation
Room in Nyack
Near Nyack Riverfront | Pool, Gym & Free Parking
New place to stay
New
,
·
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,258 SGD
$1,158 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,189 SGD
Show price breakdown
for 5 nights
$1,189 SGD for 5 nights
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, 90 reviews
5.0 (90)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$5,750 SGD
Show price breakdown
for 5 nights
$5,750 SGD for 5 nights
1
2
3
4
…
15