Search The Berkshires Condo Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Featured Condo Rentals in The Berkshires

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1942)
The price is AU$203
includes taxes & fees
27 Aug - 28 Aug

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
10.0 out of 10, Exceptional, (39)

UNIQUE - 1BR Country Condo @ Jiminy Peak
UNIQUE - 1BR Country Condo @ Jiminy Peak
10.0 out of 10, Exceptional, (12)
The price is AU$412
includes taxes & fees
24 Aug - 25 Aug

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
10.0 out of 10, Exceptional, (12)

Club Wyndham Bentley Brook Resort - 2 Bedroom
Club Wyndham Bentley Brook Resort - 2 Bedroom

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
7.8 out of 10, Good, (6)
The price is AU$541
includes taxes & fees
13 Aug - 14 Aug

Tranquil Lakeside Escape in the Berkshires
Tranquil Lakeside Escape in the Berkshires
10.0 out of 10, Exceptional, (1)

Peaceful 1BR Condo with Pond View
Peaceful 1BR Condo with Pond View
8.0 out of 10, Very good, (1)
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.
Save an average of 15% on thousands of hotels when you're signed in
Find out more about The Berkshires
Find out more about The Berkshires
The Berkshires Condo Rentals information
Number of reviews | 2,060 |
---|---|
Accommodation | 62 Condo Rentals |
Lowest Price | AU$203 |
Highest Price | AU$541 |
Recent Reviews in The Berkshires
Recent Reviews in The Berkshires

Berkshire Mountain Lodge
5/5 Excellent
"It was a great stay. The couches in the room were dirty and should be replaced. "
A verified traveller stayed at Berkshire Mountain Lodge
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More accommodation types in The Berkshires
- Holiday Homes in The Berkshires
- Apartments in The Berkshires
- Cottages in The Berkshires
- Resort in The Berkshires
- Cabin Rentals in The Berkshires
- Motels in The Berkshires
- B&B in The Berkshires
- Farmstay in The Berkshires
- Guest Houses in The Berkshires
- Inns in The Berkshires
- Serviced Apartments in The Berkshires
- Chalets in The Berkshires
- Condominium Resort in The Berkshires
- Lodges in The Berkshires
- Caravan Parks in The Berkshires
- Castles in The Berkshires
- Country House in The Berkshires
- Villas in The Berkshires
- Hotels
All Accommodation Types
Be inspired: Top Condo Rentals destinations in 2025
- Pattaya Condos
- Manila Condos
- Bangkok Condos
- Hawaii Condos
- Honolulu Condos
- Cebu Condos
- Singapore Condos
- Kailua-Kona Condos
- Toronto Condos
- Las Vegas Condos
- New York Condos
- Quezon City Condos
- Phuket Condos
- Los Angeles Condos
- Miami Condos
- Los Angeles Condos
- Miami Condos
- Vancouver Condos
- Orlando Condos
- Davao Condos
More ways to book
Expedia's Latest Trends
Hotels
Cars
Activities