Find Vacation Rentals in Ossining

We have 15 properties to choose from
Ossining
Anytime
Guests
Ossining
Anytime
Guests

Popular Ossining Vacation Rentals

Find the perfect Ossining vacation rental

Private room Ossining
$42 per night
Private room ∙ 2 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
Details
HomeToGo
Details
Details
Cottage Ossining
$473 per night
Cottage ∙ 8 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
Details
Expedia
Details
Details
House Ossining
$521 per night
House ∙ 4 guests ∙ 2 bedrooms
Ossining, Westchester County, New York, United States
Details
Vrbo
Details
Details
House Ossining
$751 per night
House ∙ 13 guests ∙ 7 bedrooms
Ossining, Westchester County, New York, United States
Details
Vrbo
Details
Details
Cottage Ossining
$87 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
Details
Vrbo
Details
Details
House Ossining
$241 per night
House ∙ 2 guests ∙ 1 bedroom
4.8
Outstanding (47 ratings)
Ossining, Westchester County, New York, United States
Details
Vrbo
Details
Details
Apartment Ossining
$136 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.0
Very good (4 ratings)
Ossining, Westchester County, New York, United States
Details
Vrbo
Details
Details
House Ossining
$218 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent (83 ratings)
Ossining, Westchester County, New York, United States
Details
Vrbo
Details
Details
House Ossining
$497 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (4 ratings)
Ossining, Westchester County, New York, United States
Details
Vrbo
Details
Details
View more

Best vacation rentals with a balcony

Apartment  Ossining
$199 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (100 ratings)
Ossining, Westchester County, New York, United States
Balcony
Details
Vrbo
Details
Details
House  Ossining
$1,065 per night
House ∙ 10 guests ∙ 4 bedrooms
4.5
Excellent (8 ratings)
Ossining, Westchester County, New York, United States
Balcony
Details
Vrbo
Details
Details
Cottage  Ossining
$1,223 per night
Cottage ∙ 10 guests ∙ 4 bedrooms
Ossining, Westchester County, New York, United States
Balcony
Details
HomeToGo
Details
Details
View more

Vacation Homes With Terraces

House  Ossining
$156 per night
House ∙ 4 guests ∙ 3 bedrooms
Ossining, Westchester County, New York, United States
Balcony/Patio
Details
Vrbo
Details
Details
Bed and breakfast  Ossining
$254 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.1
Very good (348 ratings)
Ossining, Westchester County, New York, United States
Balcony/Patio
Details
HomeToGo
Details
Details
Apartment  Ossining
$180 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
Balcony/Patio
Details
Vrbo
Details
Details
View more

Vacation homes and rentals with a yard

Private room  Ossining
$43 per night
Private room ∙ 2 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
Yard
Details
HomeToGo
Details
Details
Apartment  Ossining
$211 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (7 ratings)
Ossining, Westchester County, New York, United States
Yard
Details
Vrbo
Details
Details
House  Ossining
$573 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (4 ratings)
Ossining, Westchester County, New York, United States
Yard
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

What is the price of vacation rentals in Ossining?

Usually, a stay in Ossining starts at $42 per night.

Is it possible to compare multiple vacation rentals in Ossining?

You can find and compare 15 offers in Ossining and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Ossining

Find the best Ossining vacation rentals on Tripping.com. With over 29 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Ossining range from $58 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 21 homes in Ossining offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 4 rentals with pool or jacuzzi, or relax with the family in one of the 18 homes with cable TV. For all those pet owners with dogs or cats, Ossining offers 6 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 5 vacation rental sites in Ossining where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 8 Booking.com rentals, 6 HomeAway short term rentals and 6 TripAdvisor vacation rentals.
image-tag