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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 9 Villas in Ossining with updated reviews, rates, and availability.

Luxury 5-Bdrm Getaway Near West Point
Property grounds

Luxury 5-Bdrm Getaway Near West Point

3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was fantastic!! The house was beautiful and spacious for our family! The master bathroom had a really cool shower and the kids enjoyed the game room. There were seperate thermostats that everyone can enjoy their own temperature. The views were stunning and the neighborhood was quiet!The host was easy to deal with and communicated in a timely response!!I would highly recommend this property and host! We would totally book again!communit"
Luxury 5-Bdrm Getaway Near West Point
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.
Exterior

DREAM Home, Pool, Hot Tub, Game Rm & Mountains.

10.0 out of 10, Exceptional, (1)
"This house was absolutely perfect for our friend's weekend wedding. 14 guests, guys/girls in their early to mid 30s. We stayed at this house and attended our friend's rehearsal dinner and wedding about 30 min away. The location is perfect, slightly secluded and quiet. The property is very large and has all the amenities a group of people could want. The interior of the house was clean, setup nicely, and aesthetically pleasing. Everything listed was accurate. The pool and hot tub were clean and...
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Fridge, microwave, oven, stovetop

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (24)
"Spacious and clean with a beautiful view of the mountains. We would stay there again."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
Property grounds

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

9.0 out of 10, Wonderful, (6)
"Property was exactly what we were looking for with a group as large as ours (14 people). Plenty of indoor and outdoor space. Great kitchen as well (cooked all of our meals in the house for the whole group)."
The price is AED 3,122
AED 5,438 total
includes taxes & fees
27 May - 28 May
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
Spacious Retreat w/ Pool, Hot Tub & Game Room
Interior

Spacious Retreat w/ Pool, Hot Tub & Game Room

Spacious Retreat w/ Pool, Hot Tub & Game Room
Hudson Valley Estate on 4 Acres w/ Private Pool!
Dining

Hudson Valley Estate on 4 Acres w/ Private Pool!

Hudson Valley Estate on 4 Acres w/ Private Pool!
Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York
Exterior

Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York

Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York
Hudson Valley Estate on 4 Acres w/ Private Pool!
Interior

Hudson Valley Estate on 4 Acres w/ Private Pool!

3.0 star property
Hudson Valley Estate on 4 Acres w/ Private Pool!
NYC Hidden Chatteau
Interior

NYC Hidden Chatteau

NYC Hidden Chatteau
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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Other property types in Ossining

Stamford Suites
Exterior

Stamford Suites

3.0 star property
6.0 out of 10, (29)
"Convenience. Full kitchen and spacious rooms"
The price is AED 632
AED 727 total
includes taxes & fees
30 May - 31 May
Stamford Suites
Stunning 2BR next to Bronx Zoo
Fridge, microwave, oven, stovetop

Stunning 2BR next to Bronx Zoo

2.0 out of 10, (1)
"This property was at most the horrible experience. Property is not at all where it states on the website. When we arrived the ceiling was falling due to an old leakage and when I communicated with someone in charge of property, they said maintenance will come. We stood for a week and they came at the second to last day of our stay. It was cold every morning and the windows were patched with garbage bags. Everything was prone to disconnect from walls such as everything in bathroom. In addition to...
The price is AED 621
AED 1,505 total
includes taxes & fees
13 May - 14 May
Stunning 2BR next to Bronx Zoo
Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Nice view from the apartment and great for business trip. "
Global Luxury Suites White Plains
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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