Find Vacation Rentals in Ossining

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Ossining
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Popular Ossining Vacation Rentals

Find the perfect Ossining vacation rental

Private room Ossining
$41 per night
Private room ∙ 2 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
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HomeToGo
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House Ossining
$229 per night
House ∙ 2 guests ∙ 1 bedroom
4.8
Outstanding (43 ratings)
Ossining, Westchester County, New York, United States
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Vrbo
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Condo Ossining
$436 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Ossining, Westchester County, New York, United States
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Vrbo
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House Ossining
$595 per night
House ∙ 5 guests ∙ 4 bedrooms
5.0
Outstanding (4 ratings)
Ossining, Westchester County, New York, United States
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Vrbo
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House Ossining
$342 per night
House ∙ 16 guests ∙ 4 bedrooms
5.0
Outstanding (4 ratings)
Ossining, Westchester County, New York, United States
Details
Vrbo
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House Ossining
$597 per night
House ∙ 13 guests ∙ 7 bedrooms
Ossining, Westchester County, New York, United States
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Vrbo
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House Ossining
$104 per night
House ∙ 4 guests ∙ 1 bedroom
4.6
Excellent (33 ratings)
Ossining, Westchester County, New York, United States
Details
Vrbo
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Apartment Ossining
$181 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (98 ratings)
Ossining, Westchester County, New York, United States
Details
Vrbo
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Apartment Ossining
$162 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (3 ratings)
Ossining, Westchester County, New York, United States
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Vrbo
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Pet-Friendly Homes and Apartments

House  Ossining
$926 per night
House ∙ 10 guests ∙ 3 bedrooms
Ossining, Westchester County, New York, United States
Pet-friendly
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HomeToGo
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Apartment  Ossining
$112 per night
Apartment ∙ 2 guests ∙ 1 bedroom
3.4
(6 ratings)
Ossining, Westchester County, New York, United States
Pet-friendly
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Vrbo
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House  Ossining
$1,019 per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Ossining, Westchester County, New York, United States
Pet-friendly
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Vrbo
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Vacation Homes With Terraces

Bed and breakfast  Ossining
$234 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.1
Very good (415 ratings)
Ossining, Westchester County, New York, United States
Balcony/Patio
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HomeToGo
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House  Ossining
$554 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (4 ratings)
Ossining, Westchester County, New York, United States
Balcony/Patio
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Vrbo
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Apartment  Ossining
$169 per night
Apartment ∙ 2 guests ∙ 2 bedrooms
Ossining, Westchester County, New York, United States
Balcony/Patio
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Vrbo
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Apartments and vacation rentals with a kitchen

Cabin  Ossining
$155 per night
Cabin ∙ 2 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
Kitchen
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Vrbo
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Apartment  Ossining
$280 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
3.7
Good (3 ratings)
Ossining, Westchester County, New York, United States
Kitchen
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Vrbo
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Cottage  Ossining
$89 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Ossining, Westchester County, New York, United States
Kitchen
Details
Vrbo
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Frequently Asked Questions

What is the price of vacation rentals in Ossining?

Usually, a stay in Ossining starts at $40 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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