Photo by Linda Zanetti
Search Vacation Homes in Ossining
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Vacation Homes in Ossining
Compare 306 Vacation Homes in Ossining with updated reviews, rates, and availability.
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (105)
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
10.0 out of 10, Exceptional, (5)
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (63)
Save an average of 15% on thousands of hotels when you're signed in
Modern Colonial House
Modern Colonial House
10.0 out of 10, Exceptional, (11)
Close to a train, White Plains to NYC.
Close to a train, White Plains to NYC.
10.0 out of 10, Exceptional, (2)
The Woodbury Cottage
The Woodbury Cottage
10.0 out of 10, Exceptional, (1)
Aspen In Airmont NY
Aspen In Airmont NY
10.0 out of 10, Exceptional, (2)
The price is SAR 3,377
SAR 5,492 total
includes taxes & fees
20 Jun - 21 Jun
20 Jum. II - 21 Jum. II
Waterfront Retreat Center for Health & Wellness
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (50)
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (38)
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (22)
Luxury 3Bed Private Apartment Near Manhattan
Luxury 3Bed Private Apartment Near Manhattan
10.0 out of 10, Exceptional, (5)
The price is SAR 1,163
SAR 1,951 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
Renovated 1850's Cottage on Storm King Mountain
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
Private room in a single family house near Peekskill
Private room in a single family house near Peekskill
9.8 out of 10, Exceptional, (13)
The price is SAR 236
SAR 536 total
includes taxes & fees
26 Jun - 27 Jun
26 Jum. II - 27 Jum. II
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
9.6 out of 10, Exceptional, (5)
The price is SAR 1,553
SAR 2,466 total
includes taxes & fees
20 Jul - 21 Jul
20 Raj. - 21 Raj.
Contemporary Cozy Cottage
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (4)
The price is SAR 938
SAR 1,411 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Charming Mamaroneck Home ~ 22 Mi to Manhattan
7.0 out of 10, Good, (6)
Bright Cornwall-On-Hudson Vacation Rental!
Bright Cornwall-On-Hudson Vacation Rental!
10.0 out of 10, Exceptional, (5)
Modern, Magical Woodsy Escape 1 Hour From NYC
Modern, Magical Woodsy Escape 1 Hour From NYC
10.0 out of 10, Exceptional, (11)
Updated Home w/ Patio Half Mile to West Point
Updated Home w/ Patio Half Mile to West Point
10.0 out of 10, Exceptional, (19)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Ossining
Stamford Suites
Stamford Suites
6.8 out of 10, (726)
The price is SAR 686
SAR 768 total
includes taxes & fees
3 Jul - 4 Jul
3 Raj. - 4 Raj.
Waterfront Retreat Center for Health & Wellness
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (50)
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
The price is SAR 807
SAR 1,129 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Ossining hotelsExpedia verified reviews
![Hyatt Place New York/Yonkers](http://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/efa25380_y.jpg)
Hyatt Place New York/Yonkers
5/5 Excellent
"Great!"
A verified traveler stayed at Hyatt Place New York/Yonkers
Posted 7 hours ago
Top Vacation Homes in Other Destinations
More Accommodation Types in Ossining
- Apartments in Ossining (199)
- Cottages in Ossining (44)
- Motels in Ossining (14)
- Condo Rentals in Ossining (13)
- Villas in Ossining (7)
- B&B in Ossining (6)
- Cabin Rentals in Ossining (5)
- Guest Houses in Ossining (5)
- Farmstay in Ossining (2)
- Aparthotels in Ossining (2)
- Castles in Ossining (1)
- Hostels in Ossining (1)
- Inns in Ossining (1)
- Residences in Ossining (1)
- Hotels (1,003)