Compare Stockbridge 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 Stockbridge

Don't see what you're looking for?
See all available properties in Stockbridge
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 Stockbridge

    The Red Lion Inn

    The Red Lion Inn

    30 Main Street, Stockbridge, MA
    The price is $211 per night from May 4 to May 5
    $211
    includes taxes & fees
    $189 per night
    May 4 - May 5
    8.8/10 Excellent! (1,003 reviews)
    Life House Berkshires

    Life House Berkshires

    194 Pittsfield Rd, Lenox, MA
    The price is $115 per night from May 4 to May 5
    $115
    includes taxes & fees
    $103 per night
    May 4 - May 5
    9/10 Wonderful! (574 reviews)
    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

    190 Meadow Street, South Lee, MA
    The price is $134 per night from May 14 to May 15
    $134
    includes taxes & fees
    $120 per night
    May 14 - May 15
    9/10 Wonderful! (627 reviews)

Luxury Villas

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

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

A top-end villa experience in Stockbridge 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!

Stockbridge Villas essential information

Accommodation
3 Villas
Lowest Price
$115
Highest Price
$211
Popular accommodation
Secluded Art & Architecture in Nature Retreat - hi