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
$2,253 SGD
Show price breakdown
for 5 nights
$2,253 SGD for 5 nights
,
·
4.96 out of 5 average rating, 540 reviews
4.96 (540)
Top guest favourite
Guest favourite
Room in Ossining
The hidden gem
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,105 SGD
Show price breakdown
for 5 nights
$1,105 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 71 reviews
4.99 (71)
Guest favourite
Guest favourite
Room in Peekskill
Spacious Room in Colonial Home Close to NYC
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
6–11 Jul
6–11 Jul
$640 SGD
Show price breakdown
for 5 nights
$640 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 105 reviews
4.89 (105)
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,031 SGD
Show price breakdown
for 5 nights
$2,031 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Hotel room in Nanuet
1BR Queen Suite w/ Kitchen + Free Parking
1 bedroom
1 bedroom
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$834 SGD
Show price breakdown
for 5 nights
$834 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$3,657 SGD
Show price breakdown
for 5 nights
$3,657 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Top guest favourite
Guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$2,598 SGD
Show price breakdown
for 5 nights
$2,598 SGD for 5 nights
4.99 out of 5 average rating, 176 reviews
4.99 (176)
Guest favourite
Guest favourite
Cabin in Warwick
[Rabbit Hill Cabin] Hiking/Private/Forest view
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$2,172 SGD
Show price breakdown
for 5 nights
$2,172 SGD for 5 nights
4.93 out of 5 average rating, 95 reviews
4.93 (95)
Guest favourite
Guest favourite
Flat in Ardsley
Well-Appointed & Cozy Studio w/ Parking & Wash/Dry
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,014 SGD
Show price breakdown
for 5 nights
$1,014 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Home in West Milford
LakeView Nostalgia
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,358 SGD
Show price breakdown
for 5 nights
$2,358 SGD for 5 nights
Free cancellation
New place to stay
New
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 Jul
1–6 Jul
$4,153 SGD
Show price breakdown
for 5 nights
$4,153 SGD for 5 nights
4.94 out of 5 average rating, 155 reviews
4.94 (155)
Top guest favourite
Guest favourite
Room in Sleepy Hollow
Aleida'house on beautiful town.
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
19–24 Aug
19–24 Aug
$420 SGD
Show price breakdown
for 5 nights
$420 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 130 reviews
4.98 (130)
Flat in White Plains
Designer 2BR | Luxe Amenities, Gym, Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$2,555 SGD
Show price breakdown
for 5 nights
$2,555 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Barn in Bedford Hills
Idyllic Retreat
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$2,286 SGD
Show price breakdown
for 5 nights
$2,286 SGD for 5 nights
Free cancellation
New place to stay
New
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
6 bathrooms
6 bathrooms
15–20 Jul
15–20 Jul
$8,712 SGD
$7,361 SGD
Show price breakdown
for 5 nights
4.86 out of 5 average rating, 21 reviews
4.86 (21)
Guest favourite
Guest favourite
Home in Yonkers
Cozy 1-Bedroom – 20% Off 30+ Days & Free Parking.
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Jul
18–23 Jul
$886 SGD
Show price breakdown
for 5 nights
$886 SGD for 5 nights
4.92 out of 5 average rating, 89 reviews
4.92 (89)
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 Nov
1–6 Nov
$800 SGD
Show price breakdown
for 5 nights
$800 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,578 SGD
Show price breakdown
for 5 nights
$1,578 SGD for 5 nights
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Guest favourite
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,981 SGD
Show price breakdown
for 5 nights
$1,981 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
1
2
3
4
…
15