Compare Chester Villas

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Featured Villas in Chester

Perfect home for a dream retreat + POOL

Perfect home for a dream retreat + POOL

At this villa, guests have access to barbecue grills.
Fireplace
Pool
Modern Villa with private pond near Legoland and Delaware River.

Modern Villa with private pond near Legoland and Delaware River.

This villa is a smoke-free villa.
Washer
Dryer
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 spa tub. Other amenities at this family-friendly villa include an arcade/game room, a garden, and barbecue grills.
Hot Tub
Fireplace
'Carpathia West Estate' - 7-Bedroom Villa!

'Carpathia West Estate' - 7-Bedroom Villa!

Guests of this villa enjoy features like a gym, a spa tub, and an arcade/game room.
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.

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

Guests staying at this villa enjoy a spa tub, an arcade/game room, and barbecue grills. This family-friendly villa also has a garden.
Hot Tub
Fireplace
Awesome Country Retreat - 4BR - Private and Peaceful

Awesome Country Retreat - 4BR - Private and Peaceful

Guests staying at this villa have access to a garden and barbecue grills.
Fireplace
Pet friendly
Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY

The price is $167 per night
$167
per night
May 25 - May 26
At this villa, guests have access to features like local meal delivery service. This smoke-free villa also has a garden.
Outdoor Space
Free WiFi
Luxury School House Retreat With Heated Pool- 1HR from NYC

Luxury School House Retreat With Heated Pool- 1HR from NYC

The price is $900 per night
$900
per night
Jun 4 - Jun 5
This villa features ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski villa include a sauna, a spa tub, and an arcade/game room.
Family Fun Getaway near Cascade Lake in Warwick NY

Family Fun Getaway near Cascade Lake in Warwick NY

Guests staying at this villa enjoy a gym, in-room fitness, and a spa tub. Other amenities at this family-friendly villa include an arcade/game room, a garden, and barbecue grills.
Hot Tub
Fireplace
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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 Chester

    Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

    Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

    2 Bryle Place, Chester, NY
    The price is $121 per night from May 27 to May 28
    $121
    per night
    May 27 - May 28
    8.2/10 Very Good! (1,001 reviews)
    La Quinta Inn & Suites by Wyndham Middletown

    La Quinta Inn & Suites by Wyndham Middletown

    551 Route 211 E, Middletown, NY
    The price is $127 per night from May 28 to May 29
    $127
    per night
    May 28 - May 29
    9.2/10 Wonderful! (387 reviews)
    HYATT house Fishkill/Poughkeepsie

    HYATT house Fishkill/Poughkeepsie

    100 Westage Business Center Dr., Fishkill, NY
    The price is $142 per night from May 30 to May 31
    $142
    per night
    May 30 - May 31
    8.6/10 Excellent! (1,001 reviews)

Luxury Villas

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

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

A top-end villa experience in 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!

Chester Villas essential information

Accommodation
23 Villas
Lowest Price
$121
Highest Price
$900
Popular accommodation
Perfect home for a dream retreat + POOL, Modern Villa with private pond near Legoland and Delaware River. , Kick back & relax in this peaceful, stylish place to stay with the whole family., 'Carpathia West Estate' - 7-Bedroom Villa!, DREAM Home, Pool, Hot Tub, Game Rm & Mountains., Awesome Country Retreat - 4BR - Private and Peaceful, Villa Verde B&B, bsm, Greenwood Lake NY, Luxury School House Retreat With Heated Pool- 1HR from NYC, Family Fun Getaway near Cascade Lake in Warwick NY

Villas in Chester

Most Popular

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