A wooden boardwalk winding through a forest with autumn foliage.

Villas in Ossining

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Ossining villas

A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

1. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
$680 nightly
The price is $778
Sep 27 - Sep 28
Total with taxes and fees
Luxury NYC Home Game Room Free Parking
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

2. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
$611 nightly
The price is $680
Sep 24 - Sep 25
Total with taxes and fees
Luxury NYC Home with Free Parking for 12
A modern living room with a sofa, armchairs, and a glass coffee table.

3. Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
$783 nightly
The price is $876
Sep 24 - Sep 25
Total with taxes and fees
Luxury 5 BR Home Free Parking
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.
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Top Ossining Hotel Reviews

West Gate Inn Nyack

West Gate Inn Nyack

8/10 Good
"👍"
Sherwin 1-night trip
Posted 1 hour ago
West Gate Inn Nyack

Find out more about Ossining

Ossining Villas information

Number of reviews
2
Accommodation
10 Villas
Lowest Price
$680
Highest Price
$876

Frequently asked questions

Why book your villa in Ossining with Expedia?
We think vacation time shouldn't be difficult, so if you're looking for villas at an affordable price, Expedia can help. Stick to the budget and opt for an all-inclusive stay, or splurge on a high-end villa to spoil your nearest and dearest. Our search filters make it simple to find a retreat in Ossining that suits you best.
How can I find cheap villas in Ossining?
With Expedia's helpful filter tool, reserving cheap villas in Ossining couldn't be easier. To find accommodations that'll make your wallet happy, narrow your search by amenities, star rating and budget.
What is there to do near my villa in Ossining?
You'll find loads of awesome things to do and see in Ossining. Explore top attractions like Sing Sing Correctional Facility, Thomas J. Watson Research Center and Louis Engel Waterfront Park. Ossining Historical Society, Sing Sing Prison Museum and Teatown Lake Reservation also lure many visitors.

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