Compare Woodstock Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Woodstock

Pinnacle D02, Lovely 2 bedroom, 2 bath unit with shuttle to the slopes everyday of the week. The outdoor pool, hot tub and tennis courts are open during summer only.

Pinnacle D02, Lovely 2 bedroom, 2 bath unit with shuttle to the slopes everyday of the week. The outdoor pool, hot tub and tennis courts are open during summer only.

Killington VT
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
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.
Air conditioning
Hakuna Matata - GetAway

Hakuna Matata - GetAway

3.5 out of 5
Bridgewater Corners VT
This villa features free WiFi in public areas and a picnic area. There's free parking if you drive. This smoke-free villa also has barbecue grills.
Kitchen
Washer
Sunrise Northstar B1 - Bear View

Sunrise Northstar B1 - Bear View

3 out of 5
38 Northstar Road Killington VT
Sunrise Northstar B1 - Bear View features free WiFi in public areas and barbecue grills. There's free offsite parking if you drive.
Free WiFi
Air conditioning
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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 Woodstock

    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green Woodstock VT
    $349 nightly
    The price is $384 total per night from Apr 5 to Apr 6
    $384 total
    Apr 5 - Apr 6
    Total with taxes and fees
    9.2/10 Wonderful! (570 reviews)
    On The River Inn

    On The River Inn

    1653 West Woodstock Road Woodstock VT
    $173 nightly
    The price is $190 total per night from Apr 23 to Apr 24
    $190 total
    Apr 23 - Apr 24
    Total with taxes and fees
    9.4/10 Exceptional! (1,001 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St. Woodstock VT
    $164 nightly
    The price is $180 total per night from Apr 5 to Apr 6
    $180 total
    Apr 5 - Apr 6
    Total with taxes and fees

Luxury Villas

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

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

A top-end villa experience in Woodstock 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!

Woodstock Villas essential information

Accommodation
4 Villas
Lowest Price
$180
Highest Price
$384
Popular accommodation
Pinnacle D02, Lovely 2 bedroom, 2 bath unit with shuttle to the slopes everyday of the week. The outdoor pool, hot tub and tennis courts are open during summer only., Private wing of the Largest Colonial Revival Mansion in the US, Hakuna Matata - GetAway, Sunrise Northstar B1 - Bear View

More to Explore