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 Cricket Triple.

Pool

Washer

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 Grouse Run.

Pool

Hot Tub

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.

Pool

Kitchen

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.

Pool

Kitchen

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 Summit Triple.

Pool

Hot Tub

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.

Pool

Kitchen

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 Grand Slam Chair.

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! 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 Novice Chair.

Pool

Hot Tub

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock MA

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

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock MA

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

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.

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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.