The Berkshires Condo Rentals

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Condo Rentals in The Berkshires

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.

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.

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock MA

$336 nightly

$375 total

Sep 15 - Sep 16

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.

Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!

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 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.

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.

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.

3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY

Hancock MA

With a stay at this condo in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.

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

Hancock MA

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.

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock MA

$341 nightly

$381 total

Sep 9 - Sep 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.

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.

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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.