Compare Pittsfield Condo Rentals

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Featured Pittsfield Condo Rentals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $115 total per night
$115 total
Jul 16 - Jul 17
Total includes taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.
Ski-In/Ski-Out at Jiminy Peak in the Country Inn

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

At this condo, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski condo building include a hot tub and an arcade/game room.
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

At this condo, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this ski condo building include a hot tub, an arcade/game room, and laundry facilities.
UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak

$306 nightly
The price is $342 total per night
$342 total
Aug 3 - Aug 4
Total includes taxes and fees
This condo features an indoor pool, an outdoor pool, and a gym. Additional amenities include laundry facilities, a garden, and barbecue grills.
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Guests of this condo enjoy features like a gym, a hot tub, and laundry facilities.
Peaceful 1BR Condo with Pond View

Peaceful 1BR Condo with Pond View

3 Fox Hollow Drive, Lenox, MA
At this condo, guests have access to a sauna, an arcade/game room, and laundry facilities. This smoke-free condo building also has barbecue grills.
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

$301 nightly
The price is $336 total per night
$336 total
Jul 30 - Jul 31
Total includes taxes and fees
At this condo, guests have access to a gym, laundry facilities, and a garden. This smoke-free condo building also has barbecue grills.
1/2 Mi to Jiminy Peak: Condo w/ Pool & Hot Tub

1/2 Mi to Jiminy Peak: Condo w/ Pool & Hot Tub

Guests staying at this condo enjoy a hot tub, laundry facilities, and barbecue grills.
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

This condo features ski-in/ski-out access, an outdoor pool, and a gym. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this ski condo building include a hot tub, laundry facilities, and local meal delivery service.
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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

    Best Western Plus Berkshire Hills Inn & Suites

    Best Western Plus Berkshire Hills Inn & Suites

    1350 W Housatonic St, Pittsfield, MA
    $127 nightly
    The price is $141 total per night from Jul 27 to Jul 28
    $141 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    8.4/10 Very Good! (1,011 reviews)
    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    One West Street, Pittsfield, MA
    $129 nightly
    The price is $144 total per night from Jul 22 to Jul 23
    $144 total
    Jul 22 - Jul 23
    Total includes taxes and fees
    7.8/10 Good! (819 reviews)
    FairBridge Inn Express

    FairBridge Inn Express

    16 Cheshire Road, Pittsfield, MA
    $79 nightly
    The price is $88 total per night from Jul 15 to Jul 16
    $88 total
    Jul 15 - Jul 16
    Total includes taxes and fees
    5.2/10 (739 reviews)

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.

Pittsfield Condo Rentals essential information

Accommodation
63 Condo Rentals
Lowest Price
$88
Highest Price
$342
Popular accommodation
Vacation Village in the Berkshires, Ski-In/Ski-Out at Jiminy Peak in the Country Inn, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, UNIQUE - 1BR Country Condo @ Jiminy Peak, Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths, Peaceful 1BR Condo with Pond View, 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7, 1/2 Mi to Jiminy Peak: Condo w/ Pool & Hot Tub, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

Condo Rentals in Pittsfield

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