Compare Ossining Villas

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Featured Villas in Ossining

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Stony Point NY
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC

Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC

Harriman NY
At this villa, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly villa also has a garden.
Pool
Kitchen
Spacious Retreat w/ Pool, Hot Tub & Game Room

Spacious Retreat w/ Pool, Hot Tub & Game Room

Stony Point NY
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Family Retreat with Autumn Views and Game Room

Family Retreat with Autumn Views and Game Room

3 out of 5
Stony Point NY
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
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

Brewster NY
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
Family Retreat With Autumn Views and Fireplace

Family Retreat With Autumn Views and Fireplace

2 out of 5
Stony Point NY
Guests staying at this villa enjoy a gym, free WiFi in public areas, and a garden. Free parking is included with your stay.
Parking included
Free WiFi
Hudson Valley Estate on 4 Acres w/ Private Pool!

Hudson Valley Estate on 4 Acres w/ Private Pool!

3 out of 5
Nyack NY
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
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

Rye Brook NY
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Kitchen
Washer
Amara Garden in New Canaan

Amara Garden in New Canaan

2 out of 5
New Canaan CT
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Washer
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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

    Windrose On Hudson

    Windrose On Hudson

    1 Shady Lane Farm Road Ossining NY
    $179 nightly
    The price is $199 total per night from Feb 15 to Feb 16
    $199 total
    Feb 15 - Feb 16
    Total with taxes and fees
    8.2/10 Very Good! (109 reviews)
    Sonesta White Plains Downtown

    Sonesta White Plains Downtown

    66 Hale Ave White Plains NY
    $183 nightly
    The price is $209 total per night from Feb 27 to Feb 28
    $209 total
    Feb 27 - Feb 28
    Total with taxes and fees
    8.6/10 Excellent! (1,260 reviews)
    DoubleTree by Hilton Hotel Nanuet

    DoubleTree by Hilton Hotel Nanuet

    425 E Route 59 Nanuet NY
    $102 nightly
    The price is $118 total per night from Feb 22 to Feb 23
    $118 total
    Feb 22 - Feb 23
    Total with taxes and fees
    8.8/10 Excellent! (1,051 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
10 Villas
Lowest Price
$118
Highest Price
$209
Popular accommodation
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge, Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC, Spacious Retreat w/ Pool, Hot Tub & Game Room, Family Retreat with Autumn Views and Game Room, Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT, Family Retreat With Autumn Views and Fireplace, Hudson Valley Estate on 4 Acres w/ Private Pool!, Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York, Amara Garden in New Canaan