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Compare Pittsfield Condo Rentals

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Featured Pittsfield Condo Rentals

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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.

Luxury Condos

Find luxury condos in Pittsfield
Get your vacation off to a fabulous start by booking a luxury condo in Pittsfield. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Pittsfield condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Pittsfield will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

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 20 to Apr 21
    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 $114 per night from Apr 20 to Apr 21
    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 $92 per night from Apr 20 to Apr 21
    4.1/5Very Good! (49 reviews)
    Best Western Plus Berkshire Hills Inn & Suites