Compare Condos for Rent in Pittsfield
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Featured Condo Rentals in Pittsfield
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is NZ$199 per night
NZ$199
12 Nov - 13 Nov
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included
Free cancellation
Reserve now, pay when you stay
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Book a stay at this ski condo in Hancock. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Hot tub
Tranquil Lakeside Escape in the Berkshires
Stay at this condo in Lenox. Enjoy free WiFi, a sauna, and laundry facilities. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Pool
Kitchen
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
The price is NZ$830 per night
NZ$830
5 Dec - 6 Dec
includes taxes & fees
Book a stay at this ski condo in Hancock. Enjoy breakfast (surcharge), a fitness center, and a garden. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Book a stay at this ski condo in Hancock. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Hot tub
Charming 3-bedroom condo with WiFi in Williamstown, MA
Stay at this condo in Williamstown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lower Linear Park and Cole Field are located nearby.
Kitchen
Washing machine
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
The price is NZ$593 per night
NZ$593
5 Nov - 6 Nov
includes taxes & fees
Stay at this condo in Hancock. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Book a stay at this ski condo in Hancock. Enjoy free WiFi, a fitness center, and ski-in/ski-out access. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Hot tub
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
Stay at this condo in Hancock. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Air conditioning
Laundry
UNIQUE - 1BR Country Condo @ Jiminy Peak
Stay at this condo in Hancock. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen
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.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.
^Eligibility requirements and conditions apply.
Pittsfield Condo Rentals essential information
Accommodation | 64 Condo Rentals |
|---|---|
Lowest Price | NZ$132 |
Highest Price | NZ$830 |
Popular accommodation | Vacation Village in the Berkshires, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, Tranquil Lakeside Escape in the Berkshires, 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, Charming 3-bedroom condo with WiFi in Williamstown, MA, 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7, Ski-In/Ski-Out at Jiminy Peak in the Country Inn, Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool , UNIQUE - 1BR Country Condo @ Jiminy Peak, Peaceful 1BR Condo with Pond View, SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS! |
Top trending hotels in Pittsfield
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
9/10 Wonderful! (744 reviews)
More accommodations in Pittsfield
^Eligibility requirements and conditions apply