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Compare Pittsfield Villas

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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!

Hotel Options in Pittsfield

    Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

    Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

    One West Street, Pittsfield, MA
    The price is $98 per night from Apr 21 to Apr 22
    4/5Very Good! (10 reviews)
    Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
    Hotel On North

    Hotel On North

    297 North Street, Pittsfield, MA
    The price is $130 per night from Apr 25 to Apr 26
    4.6/5Wonderful! (7 reviews)
    Hotel On North
    Best Western Plus Berkshire Hills Inn & Suites

    Best Western Plus Berkshire Hills Inn & Suites

    1350 W Housatonic St, Pittsfield, MA
    The price is $96 per night from Apr 23 to Apr 24
    4.1/5Very Good! (49 reviews)
    Best Western Plus Berkshire Hills Inn & Suites