Compare Woodstock Villas

Start date: Check-in selected.
To Date
End date: Check-out

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.

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

This villa is a smoke-free villa.
Air conditioning
Hakuna Matata - GetAway

Hakuna Matata - GetAway

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

    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St., Woodstock, VT
    $142 nightly
    The price is $156 total per night from Nov 16 to Nov 17
    $156 total
    Nov 16 - Nov 17
    Total with taxes and fees
    8.6/10 Excellent! (847 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    $389 nightly
    The price is $428 total per night from Nov 16 to Nov 17
    $428 total
    Nov 16 - Nov 17
    Total with taxes and fees
    9.2/10 Wonderful! (538 reviews)
    The Jackson

    The Jackson

    43 Senior Lane, Woodstock, VT
    $149 nightly
    The price is $164 total per night from Nov 12 to Nov 13
    $164 total
    Nov 12 - Nov 13
    Total with taxes and fees
    9.6/10 Exceptional! (235 reviews)

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
3 Villas
Lowest Price
$156
Highest Price
$428
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

More to Explore