Browse Pittsfield Condos for Rent
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Condo Rentals in Pittsfield
Club Wyndham Bentley Brook Resort - 2 Bedroom
Hancock MA
When you stay at this condo in Hancock, you'll be next to a golf course, just steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain ...
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Hancock MA
A stay at this condo places you in the heart of Hancock, steps from Jiminy Peak Mountain Resort and Mountain Coaster.
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
Hancock MA
With a stay at this condo in Hancock, you'll be steps from Jiminy Peak Mountain Resort and Mountain Coaster.
Save an average of 15% on thousands of hotels when you're signed in
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock MA
The price is AU$503 per night from 23 Mar to 24 Mar
AU$503
23 Mar - 24 Mar
includes taxes & fees
With a stay at this condo, you'll be centrally located in Hancock, steps from Jiminy Peak Mountain Resort and Mountain Coaster.
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Hancock MA
When you stay at this condo in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and Mountain Coaster.
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Hancock MA
When you stay at this condo in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
Hancock MA
With a stay at this condo in Hancock, you'll be steps from Jiminy Peak Mountain Resort and Mountain Coaster.
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Hancock MA
When you stay at this condo in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Hancock MA
With a stay at this condo in Hancock, you'll be steps from Jiminy Peak Mountain Resort and Mountain Coaster.
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.
Pittsfield Condo Rentals essential information
Accommodation | 46 Condo Rentals |
|---|---|
Lowest Price | AU$170 |
Highest Price | AU$503 |
Popular accommodation | 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, Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, Ski-In/Ski-Out at Jiminy Peak in the Country Inn |
Top trending hotels in Pittsfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 22 Mar to 23 Mar
AU$177
22 Mar - 23 Mar
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is AU$196 per night from 24 Mar to 25 Mar
AU$196
24 Mar - 25 Mar
includes taxes & fees
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center ...
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 22 Mar to 23 Mar
AU$237
22 Mar - 23 Mar
includes taxes & fees
Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 7 minutes from Bousquet Ski Area.
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 23 Mar to 24 Mar
AU$170
23 Mar - 24 Mar
includes taxes & fees
Located in Pittsfield, Best Western Plus Berkshire Hills Inn & Suites is a 2-minute drive from Hancock Shaker Village and 5 minutes from Bousquet Ski Area.
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.
More ways to explore Pittsfield
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.