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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 8 Villas in Ossining with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.

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

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

8.6 out of 10, Excellent, (4)
"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 2,700
AED 4,767 total
includes taxes & fees
5 Feb - 6 Feb
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
5 Bdrm luxury near west point with gym, game room and more

5 Bdrm luxury near west point with gym, game room and more

3.0 star property
5 Bdrm luxury near west point with gym, game room and more
Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York
Point of interest

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
NYC Hidden Chatteau
Exterior

NYC Hidden Chatteau

NYC Hidden Chatteau
Hudson Valley Estate on 4 Acres w/ Private Pool!
Living area

Hudson Valley Estate on 4 Acres w/ Private Pool!

3.0 star property
Hudson Valley Estate on 4 Acres w/ Private Pool!
Hudson Valley Estate on 4 Acres w/ Private Pool!
Nyack Vacation Rental | 7BR | 4.5BA | 5,400 Sq Ft | Stairs Required

Hudson Valley Estate on 4 Acres w/ Private Pool!

Hudson Valley Estate on 4 Acres w/ Private Pool!
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
6.8 out of 10, (773)
"It was in walking distance of the event we were going to."
The price is AED 506
AED 582 total
includes taxes & fees
3 Feb - 4 Feb
Stamford Suites
Waterfront Retreat Center for Health & Wellness
Exterior

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Great place and host!"
The price is AED 617
AED 896 total
includes taxes & fees
24 Jan - 25 Jan
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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