Find Vacation Rentals in Ossining

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Popular Ossining Vacation Rentals

Find the perfect Ossining vacation rental

House Ossining
from $486 per night
House ∙ 11 guests ∙ 5 bedrooms

260 m² House

Ossining, Westchester County, New York, United States
HomeToGo
Details
House Ossining
from $535 per night
House ∙ 11 guests ∙ 7 bedrooms

260 m² House

4.0
Very good(10 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
House Ossining
from $252 per night
2 guests ∙ 1 bedroom

House

4.8
Outstanding(58 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
House Ossining
from $281 per night
6 guests ∙ 2 bedrooms

House

5.0
Outstanding(9 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
Cottage Ossining
from $103 per night
2 guests ∙ 1 bedroom

Cottage

5.0
Outstanding(2 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
Apartment Ossining
from $281 per night
4 guests ∙ 1 bedroom

Apartment

4.9
Outstanding(17 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
House Ossining
from $604 per night
House ∙ 6 guests ∙ 4 bedrooms

279 m² House

5.0
Outstanding(8 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
House Ossining
from $237 per night
House ∙ 4 guests ∙ 2 bedrooms

130 m² House

4.7
Excellent(88 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
House Ossining
from $525 per night
8 guests ∙ 3 bedrooms

House

4.9
Outstanding(10 ratings)
Ossining, Westchester County, New York, United States
Vrbo
Details
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Vacation Homes With Terraces

House  Ossining
from $496 per night
8 guests ∙ 4 bedrooms

House

Ossining, Westchester County, New York, United States
Balcony/Patio
HomeToGo
Details
Bed and breakfast  Ossining
from $334 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Room (Queen room)

4.1
Very good(402 ratings)
Ossining, Westchester County, New York, United States
Balcony/Patio
HomeToGo
Details
Apartment  Ossining
from $188 per night
2 guests ∙ 2 bedrooms

Apartment

Ossining, Westchester County, New York, United States
Balcony/Patio
Vrbo
Details
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Vacation homes and rentals with a yard

House  Ossining
from $1,164 per night
10 guests ∙ 5 bedrooms

House

Ossining, Westchester County, New York, United States
Yard
Vrbo
Details
House  Ossining
from $658 per night
House ∙ 5 guests ∙ 4 bedrooms

214 m² House

5.0
Outstanding(6 ratings)
Ossining, Westchester County, New York, United States
Yard
Vrbo
Details
Bed and breakfast  Ossining
from $359 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Room (King room)

4.1
Very good(402 ratings)
Ossining, Westchester County, New York, United States
Yard
HomeToGo
Details
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Cabins and Homes With Fireplaces

Cottage  Ossining
from $1,100 per night
Cottage ∙ 12 guests ∙ 4 bedrooms

385 m² Cottage

Ossining, Westchester County, New York, United States
Fireplace
HomeToGo
Details
House  Ossining
from $844 per night
House ∙ 12 guests ∙ 4 bedrooms

385 m² House

4.8
Outstanding(17 ratings)
Ossining, Westchester County, New York, United States
Fireplace
Vrbo
Details
House  Ossining
from $1,110 per night
House ∙ 12 guests ∙ 1 bedroom

385 m² House

Ossining, Westchester County, New York, United States
Fireplace
HomeToGo
Details
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Frequently Asked Questions

What is the price of vacation rentals in Ossining?

Usually, a stay in Ossining starts at $102 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.
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