Compare Chester Villas

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Featured Villas in Chester

The Birch. Outdoor hot tub, H Pool, Theater,& More

The Birch. Outdoor hot tub, H Pool, Theater,& More

Dover VT
At this villa, guests enjoy features like an indoor pool, a gym, and a sauna. Additional amenities include a hot tub, an arcade/game room, and laundry facilities.
The Myrtle. Outdoor hot tub H Pool-Tennis & More

The Myrtle. Outdoor hot tub H Pool-Tennis & More

Dover VT
At this villa, guests enjoy an indoor pool, a gym, and a sauna. Other amenities at this family-friendly villa include a hot tub, laundry facilities, and a garden.
Trailedge Townhome-Ski on/off, Walk to lodge

Trailedge Townhome-Ski on/off, Walk to lodge

Dover VT
At this villa, guests have access to a hot tub and laundry facilities.
The Rosewood. Outdoor Hot tub. Indoor H pool& more

The Rosewood. Outdoor Hot tub. Indoor H pool& more

2 out of 5
West Dover VT
Guests of this villa have access to an indoor pool, a gym, and a sauna. Other amenities at this family-friendly villa include a hot tub, an arcade/game room, and a garden.
Mountain Haven for Families | Deck | Shuttle | Views

Mountain Haven for Families | Deck | Shuttle | Views

Winhall VT
Guests of this villa enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills.
Private wing of the Largest Colonial Revival Mansion in the US

Private wing of the Largest Colonial Revival Mansion in the US

Windsor VT
This villa is a smoke-free villa.
Keene Villa Near Skiing, Swimming & Hiking!

Keene Villa Near Skiing, Swimming & Hiking!

3.5 out of 5
Keene NH
This villa features free WiFi in public areas, a computer station, and an arcade/game room. If you plan to drive, free parking is available. Other amenities at this family-friendly villa include barbecue grills and a garden.
New Construction- min from Mt, Hot tub, Shuttle

New Construction- min from Mt, Hot tub, Shuttle

2 out of 5
Dover VT
Guests staying at this villa enjoy a hot tub, an arcade/game room, and barbecue grills.
Artist's Own Luxury Residence Newfane Vermont - Stunning Views 25 Acres

Artist's Own Luxury Residence Newfane Vermont - Stunning Views 25 Acres

Newfane VT
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include barbecue grills and a garden.
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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

    Fullerton Inn

    Fullerton Inn

    40 The Common Chester VT
    $129 nightly
    The price is $141 total per night from Mar 1 to Mar 2
    $141 total
    Mar 1 - Mar 2
    Total with taxes and fees
    8.2/10 Very Good! (420 reviews)
    Pointe at Castle Hill Resort

    Pointe at Castle Hill Resort

    2940 State Route 103 Cavendish VT
    $146 nightly
    The price is $159 total per night from Mar 11 to Mar 12
    $159 total
    Mar 11 - Mar 12
    Total with taxes and fees
    8.8/10 Excellent! (992 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green Woodstock VT
    $349 nightly
    The price is $384 total per night from Mar 22 to Mar 23
    $384 total
    Mar 22 - Mar 23
    Total with taxes and fees
    9.2/10 Wonderful! (565 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
14 Villas
Lowest Price
$141
Highest Price
$384
Popular accommodation
The Birch. Outdoor hot tub, H Pool, Theater,& More, The Myrtle. Outdoor hot tub H Pool-Tennis & More, Trailedge Townhome-Ski on/off, Walk to lodge, The Rosewood. Outdoor Hot tub. Indoor H pool& more, Mountain Haven for Families | Deck | Shuttle | Views, Private wing of the Largest Colonial Revival Mansion in the US, Keene Villa Near Skiing, Swimming & Hiking!, New Construction- min from Mt, Hot tub, Shuttle, Artist's Own Luxury Residence Newfane Vermont - Stunning Views 25 Acres