Compare Pittsfield Villas

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Featured Villas in Pittsfield

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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 Pittsfield

    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr, Pittsfield, MA
    $113 nightly
    The price is $126 total per night from Nov 2 to Nov 3
    $126 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.8/10 Excellent! (668 reviews)
    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    One West Street, Pittsfield, MA
    $103 nightly
    The price is $115 total per night from Nov 2 to Nov 3
    $115 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.8/10 Good! (887 reviews)
    Best Western Plus Berkshire Hills Inn & Suites

    Best Western Plus Berkshire Hills Inn & Suites

    1350 W Housatonic St, Pittsfield, MA
    $102 nightly
    The price is $114 total per night from Nov 2 to Nov 3
    $114 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.4/10 Very Good! (1,000 reviews)

Luxury Villas

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

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

A top-end villa experience in Pittsfield 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!

Pittsfield Villas essential information

Accommodation
3 Villas
Lowest Price
$114
Highest Price
$126
Popular accommodation
Serene Farmhouse Villa: Pool + Hot Tub and Grill, The Kemble- Built by a US Secretary of State in Lenox, Vermont Vacation Villa—Grapevine Getaway