Compare Ossining Villas

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Featured Villas in Ossining

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
Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC

Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC

Guests staying at this vacation home enjoy a water park, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
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
Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery

Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery

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 barbecue grills.
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

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
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
Scenic Spring Home With Outdoor Dining Charm

Scenic Spring Home With Outdoor Dining Charm

2 out of 5
Guests staying at Scenic Spring Home With Outdoor Dining Charm enjoy a gym, WiFi in public areas, and a garden. Free parking is included with your stay.
Parking included
Gym
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
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
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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

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
Highest Price
Popular accommodation
Spacious Retreat w/ Pool, Hot Tub & Game Room, Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC, Luxury 5-Bdrm Getaway Near West Point, Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery, Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT, Hudson Valley Estate on 4 Acres w/ Private Pool!, Scenic Spring Home With Outdoor Dining Charm, Hudson Valley Estate on 4 Acres w/ Private Pool!, Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York

Villas in Ossining

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