Compare Port Chester Villas

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Featured Villas in Port Chester

Charming Getaway Villa

Charming Getaway Villa

2 out of 5
Bronx NY
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Family Friendly Villa with Pool

Family Friendly Villa with Pool

Queens NY
This villa features a hot tub and barbecue grills.
Pool
Hot Tub
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 Port Chester

    Radio Hotel

    Radio Hotel

    2420 Amsterdam Ave New York NY
    $127 nightly
    The price is $149 total per night from Jan 11 to Jan 12
    $149 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    8.4/10 Very Good! (2,595 reviews)
    EVEN Hotel Norwalk by IHG

    EVEN Hotel Norwalk by IHG

    426 Main Ave, Route 7 Norwalk CT
    $107 nightly
    The price is $123 total per night from Jan 1 to Jan 2
    $123 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8.2/10 Very Good! (1,030 reviews)
    Four Points by Sheraton Flushing

    Four Points by Sheraton Flushing

    33-68 Farrington St Flushing NY
    $149 nightly
    The price is $174 total per night from Jan 4 to Jan 5
    $174 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    9/10 Wonderful! (2,833 reviews)

Luxury Villas

Book luxury villas in Port Chester
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Port Chester. 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 Port Chester, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Port Chester
You won’t have a problem finding your own space in Port Chester. 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 Port Chester on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Port Chester 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!

Port Chester Villas essential information

Accommodation
6 Villas
Lowest Price
$123
Highest Price
$174
Popular accommodation
Charming Getaway Villa, Family Friendly Villa with 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, Amara Garden in New Canaan

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