Pittsfield Condo Rentals

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Condo Rentals in Pittsfield

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$136 nightly

$152 total

Jun 14 - Jun 15

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.

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 Coaster.

Year-round fun! Condo at Jiminy Peak in the Country Inn. Relax and enjoy!

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 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.

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock MA

$293 nightly

$327 total

Jun 9 - Jun 10

Total with taxes and fees

With a stay at this condo, you'll be centrally located in Hancock, steps from Jiminy Peak Mountain Resort and Mountain Coaster.

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock MA

$330 nightly

$369 total

Jun 9 - Jun 10

Total with taxes and 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.

Clean+Comfy1BRw/Views! OpenLR/D/K! GasFP, HPool,HTub, WorkRemote+Play AllYear!🤗

Hancock MA

With a stay at this condo, you'll be centrally located in Williamstown, within a 5-minute drive of Jiminy Peak Mountain Resort and 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.

Tranquil Lakeside Escape in the Berkshires

Lenox MA

With a stay at this condo in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

Peaceful 1BR Condo with Pond View

Lenox MA

With a stay at this condo in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

🌞Views! 2mi2Ski+Dtw! Great 1BR OpenLR/DR/Kit! FP,HPool,Htub,Gym,PetsOk,EVchg🌞!

Pittsfield MA

With a stay at this condo, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.

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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.