Compare Pittsfield Condo Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Condo Rentals in Pittsfield
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Apr 5 - Apr 6
Total with 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.
Club Wyndham Bentley Brook Resort - 2 Bedroom
Hancock MA
Guests of this condo enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills. Staff members can help with accommodation requests, and provide concierge services.
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Hancock MA
Guests staying at this condo enjoy access to ski-in/ski-out access, a gym, and a hot tub. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this ski condo building include laundry facilities and local meal delivery service.
Pool
Hot Tub
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
Hancock MA
This condo features a gym and laundry facilities.
Air conditioning
Laundry
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock MA
$303 nightly
The price is $338 total per night
$338 total
Apr 8 - Apr 9
Total with 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.
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Hancock MA
This condo features ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski condo building include an arcade/game room and a garden.
Pool
Kitchen
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Hancock MA
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.
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
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night from May 3 to May 4
$120 total
May 3 - May 4
Total with taxes and fees
9/10 Wonderful! (894 reviews)
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$114 nightly
The price is $127 total per night from Apr 9 to Apr 10
$127 total
Apr 9 - Apr 10
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Hotel On North
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night from Apr 5 to Apr 6
$166 total
Apr 5 - Apr 6
Total with taxes and fees
9.6/10 Exceptional! (842 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 | 46 Condo Rentals |
|---|---|
Lowest Price | $120 |
Highest Price | $338 |
Popular accommodation | Vacation Village in the Berkshires, Club Wyndham Bentley Brook Resort - 2 Bedroom, SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!, Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool , 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7, Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, Clean+Comfy1BRw/Views! OpenLR/D/K! GasFP, HPool,HTub, WorkRemote+Play AllYear!🤗, Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths |
More to Explore
More to Explore
- 4 Star Hotels in Lanesborough
- Farmstay in Lanesborough
- B&B in Lanesborough
- Cabin Rentals in Lanesborough
- Condo Rentals in Lanesborough
- Cottages in Lanesborough
- Guest Houses in Lanesborough
- Hotels with Free Parking in Lanesborough
- Luxury Hotels in Lanesborough
- Ski Resorts & in Lanesborough
- Lanesborough Hotels
- Vacation Homes in Lanesborough
- Hotels near Barrington Stage Company
- Hotels near Lenox Library
- Hotels near Skyline Country Club
- Cabin Rentals in Berkshire County
- Cottages in Berkshire County
- Country Houses in Berkshire County
- Extended Stay Hotels in Berkshire County
- Arcade Hotels in Berkshire County
- Cheap Hotels in Berkshire County
- Hotels with Airport Transfers in Berkshire County
- Hotels with Pool in Berkshire County
- Hotels with Air Conditioning in Berkshire County
- Hotels with a Gym in Berkshire County
- Hotels with Free Parking in Berkshire County
- Hotels with Kitchenettes in Berkshire County
- Hotels on the Lake in Berkshire County
- Hotels on the River in Berkshire County
- Hotels with Shopping in Berkshire County
- 5 Star Hotels in Dalton
- Cabin Rentals in Dalton
- Dalton Hotels
- Motels in Dalton
- Vacation Homes in Dalton
- Resorts in Dalton
- Farmstay in Lenox
- Condo Rentals in Lenox
- Cottages in Lenox
- Guest Houses in Lenox
- Cheap Hotels in Lenox
- Gay Friendly Hotels in Lenox
- Hotels with Balconies in Lenox
- Hotels with Free Breakfast in Lenox
- Hotels with Hot Tubs in Lenox
- Ski Resorts & in Lenox
- Spa Resorts & in Lenox
- Lenox Hotels
- Inns in Lenox
- Villas in Lenox
- Apartments in Hinsdale
- B&B in Hinsdale
- Inns in Hinsdale
- Vacation Homes in Hinsdale
- Resorts in Hinsdale
- Hotels near Herman Melville's Arrowhead
- Hotels near Pittsfield Municipal
- Hotels near Tanglewood Music Center
- Hotels near Kennedy Park
- Hotels near Crane Museum of Papermaking
- Hotels near The Bookstore
- Hotels near Hancock Shaker Village
- Hotels near Berkshire Museum
- Hotels near Guido's Marketplace
- Hotels near Pleasant Valley Wilderness Sanctuary
- Condo Rentals in Hancock
- Cottages in Hancock
- Vacation Homes in Hancock
- Resorts in Hancock
- Hotels near Bousquet Ski Area
- Hotels near Berkshire Athenaeum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Flights from Lanesborough
- Flights to Berkshire County
- Flights to Lenox
- Flights from Miami to Lenox
- Flights from Newark to Lenox
- Flights from Pittsfield Municipal
- Flights from Pittsburgh (AGC) to Pittsfield (PSF)
- Flights from Oranjestad (AUA) to Pittsfield (PSF)
- Flights from Araguaina (AUX) to Pittsfield (PSF)
- Flights from Biak (BIK) to Pittsfield (PSF)
- Flights from Nashville (BNA) to Pittsfield (PSF)
- Flights from Coimbatore (CJB) to Pittsfield (PSF)
- Flights from Kannur (CNN) to Pittsfield (PSF)
- Flights from Charleville (CTL) to Pittsfield (PSF)
- Flights from East London (ELS) to Pittsfield (PSF)
- Flights from El Aaiun (EUN) to Pittsfield (PSF)
- Flights from Atyrau (GUW) to Pittsfield (PSF)
- Flights from Washington (IAD) to Pittsfield (PSF)
- Flights from Imperatriz (IMP) to Pittsfield (PSF)
- Flights from Manchester (MAN) to Pittsfield (PSF)
- Flights from Chicago (ORD) to Pittsfield (PSF)
- Flights from Puerto Maldonado (PEM) to Pittsfield (PSF)
- Flights from Fort Myers (RSW) to Pittsfield (PSF)
- Flights from Salt Lake City (SLC) to Pittsfield (PSF)
- Flights from Tirana (TIA) to Pittsfield (PSF)