Vacation rentals in The Berkshires
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Vacation rentals in The Berkshires
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
45.77 km from city centre
The price is CA $113 per night
CA $113
CA $141 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Cricket Triple are located nearby.
Pool
Parking included
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
28.87 km from city centre
The price is CA $119 per night
CA $119
CA $165 total
Nov 10 - Nov 11
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
20.65 km from city centre
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Pool
Kitchen
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Hancock MA
44.59 km from city centre
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.
Pool
Hot tub
Private Island - Largest Fresh Water Reservoir in Mass
Otis MA
8.54 km from city centre
Stay at this cottage in Otis. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
Kitchen
Pet-friendly
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
Lenox MA
20.31 km from city centre
Book a stay at this family-friendly vacation home in Lenox. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Pool
Hot tub
Riverside Retreat in the Berkshires
Great Barrington MA
19.07 km from city centre
The price is CA $246 per night
CA $246
CA $395 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this vacation home in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Monument Mountain Reservation and Art et Industrie are located nearby.
Kitchen
Washer
Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington MA
18.04 km from city centre
The price is CA $139 per night
CA $139
CA $210 total
Oct 30 - Oct 31
includes taxes & fees
Stay at this apartment in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Kitchen
Washer
Hawthorne House
Lenox MA
23.74 km from city centre
Stay at this vacation home in Stockbridge. Enjoy laundry facilities and air conditioning. Popular attractions Tanglewood Music Center and Frelinghuysen Morris House and Studio are located nearby.
Kitchen
Washer
Berkshires Lodge | Pool, Hot Tub & Fire Pit
Becket MA
12.21 km from city centre
Stay at this vacation home in Becket. Enjoy private pools, a garden, and laundry facilities. Popular attractions Jacob's Pillow and Pyramid Lake are located nearby.
Pool
Hot tub
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
Hancock MA
45.34 km from city centre
Book a stay at this family-friendly vacation home in Williamstown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Hot tub
Kitchen
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge MA
23.11 km from city centre
Book a stay at this family-friendly vacation home in West Stockbridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Stockbridge Bowl are located nearby.
Kitchen
Washer
Antique Farmhouse Totally Restored
Sheffield MA
25.27 km from city centre
Book a stay at this family-friendly vacation home in Sheffield. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Mount Riga State Park and Taconic Chapel Park are located nearby.
Hot tub
Kitchen
The Kemble- Built by a US Secretary of State in Lenox
Lenox MA
23.59 km from city centre
Book a stay at this family-friendly villa in Lenox. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Berkshire Performing Arts Center are located nearby.
Kitchen
Washer
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.
Most popular
Hotels
- Oahu All Inclusive Resorts & Hotels
- Kauai All Inclusive Resorts & Hotels
- Hotels closest to Wrentham Village Premium Outlets
- Hotels closest to Gillette Stadium
- Cape Cod Pet Friendly Hotels
- Maui All Inclusive Resorts & Hotels
- Cape Cod Beach Resorts & Hotels
- Upstate New York Golf Resorts & Hotels
- Cheap Hotels in Kauai
- Cape Cod All Inclusive Resorts & Hotels
- Cheap Hotels in Maui
- Upstate New York Waterpark Hotels and Resorts
- Hotels in Downtown Boston
- Cheap Hotels in Salem
- Cheap Hotels in Oahu
- Cheap Hotels in Cape Cod
Flights
