Compare Western Massachusetts Villas

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Featured Villas in Western Massachusetts

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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 Western Massachusetts

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $126 nightly
    The price is $141 total per night from Jan 4 to Jan 5
    $141 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.6/10 Excellent! (2,168 reviews)
    MGM Springfield

    MGM Springfield

    One MGM Way Springfield MA
    $169 nightly
    The price is $192 total per night from Jan 4 to Jan 5
    $192 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.8/10 Excellent! (1,456 reviews)
    D. Hotel Suites & Spa

    D. Hotel Suites & Spa

    1 Country Club Rd Holyoke MA
    $128 nightly
    The price is $143 total per night from Dec 16 to Dec 17
    $143 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9.2/10 Wonderful! (2,256 reviews)

Luxury Villas

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

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

A top-end villa experience in Western Massachusetts 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!

Western Massachusetts Villas essential information

Accommodation
3 Villas
Lowest Price
$141
Highest Price
$881
Popular accommodation
The Kemble- Built by a US Secretary of State in Lenox, Cozy Valley View Post & Beam Villa!, Paradise at Ridgewood

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