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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

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, (23)
"The house was a lovely and just right for our group! Host was always very prompt to answer any questions."
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)
"Truly a gem of a place! We loved it. Great spot to celebrate my 30th birthday with a low-key, mellow group. My chef friend who cooked the entire weekend was thrilled at the industrial-style kitchen. The house is probably unlike anything you've ever seen. We're still talking about it haha. A lovely spot. "
The price is AED 2,736
AED 4,980 total
includes taxes & fees
12 May - 13 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
5.8 out of 10, (27)
"Convenience. Full kitchen and spacious rooms"
The price is AED 625
AED 719 total
includes taxes & fees
29 Apr - 30 Apr
Stamford Suites
Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Awesome "
The price is AED 617
AED 1,022 total
includes taxes & fees
20 Apr - 21 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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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