Compare Ossining Villas

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Featured Villas in Ossining

Luxury 5-Bdrm Getaway Near West Point

Luxury 5-Bdrm Getaway Near West Point

3 out of 5
Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.

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

This villa features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Hot Tub
Kick back & relax in this peaceful, stylish place to stay with the whole family.

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

This villa offers a gym, a sauna, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.
Hot Tub
Kitchen
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

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

The price is $1,356 per night
$1,356
includes taxes & fees
$1,251 per night
May 28 - May 29
Guests staying at this villa enjoy a gym, an arcade/game room, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Spacious Retreat w/ Pool, Hot Tub & Game Room

Spacious Retreat w/ Pool, Hot Tub & Game Room

At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Hudson Valley Estate on 4 Acres w/ Private Pool!

Hudson Valley Estate on 4 Acres w/ Private Pool!

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Pool
Kitchen
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

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Kitchen
Washer
Hudson Valley Estate on 4 Acres w/ Private Pool!

Hudson Valley Estate on 4 Acres w/ Private Pool!

3 out of 5
Guests staying at this villa enjoy access to a marina, an outdoor pool, and free WiFi in public areas. You can take advantage of free parking if you drive. This smoke-free villa also has a garden.
Pool
Kitchen
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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.

Hotel Options in Ossining

    Hampton Inn & Suites Yonkers

    Hampton Inn & Suites Yonkers

    160 Corporate Blvd, Yonkers, NY
    The price is $137 per night from May 26 to May 27
    $137
    includes taxes & fees
    $117 per night
    May 26 - May 27
    8/10 Very Good! (1,386 reviews)
    Amsterdam Hotel

    Amsterdam Hotel

    19 Clarks Hill Ave, Stamford, CT
    The price is $106 per night from May 24 to May 25
    $106
    includes taxes & fees
    $91 per night
    May 24 - May 25
    8.4/10 Very Good! (1,593 reviews)
    Hyatt Regency Greenwich

    Hyatt Regency Greenwich

    1800 E Putnam Avenue, Old Greenwich, CT
    The price is $201 per night from May 25 to May 26
    $201
    includes taxes & fees
    $175 per night
    May 25 - May 26
    8/10 Very Good! (871 reviews)

Luxury Villas

Book luxury villas in Ossining
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Ossining. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Ossining, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Ossining
You won’t have a problem finding your own space in Ossining. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Ossining on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Ossining rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Ossining Villas essential information

Accommodation
9 Villas
Lowest Price
$106
Highest Price
$1,356
Popular accommodation
Luxury 5-Bdrm Getaway Near West Point, DREAM Home, Pool, Hot Tub, Game Rm & Mountains., 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, Spacious Retreat w/ Pool, Hot Tub & Game Room, Hudson Valley Estate on 4 Acres w/ Private Pool!, Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York, Hudson Valley Estate on 4 Acres w/ Private Pool!

Villas in Ossining

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