Vacation rentals in The Berkshires
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Vacation rentals in The Berkshires
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
45.77 km from city centre
The price is CA $144 per night
CA $144
CA $175 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly condo 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 Mountain Coaster are located nearby.
Pool
Parking included
Huttopia Berkshires
312 Kittle Rd Williamstown MA
47.44 km from city centre
The price is CA $267 per night
CA $267
CA $298 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Pet-friendly
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
20.65 km from city centre
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Pool
Hot tub
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
45.09 km from city centre
The price is CA $302 per night
CA $302
CA $338 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Hot tub
Peace and quiet on the lake
Becket MA
11.93 km from city centre
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry are located nearby.
Kitchen
Washer
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 Ventfort Hall Mansion and Gilded Age Museum and Lenox Library are located nearby.
Kitchen
Washer
Family Ski Getaway in the Berkshires
Great Barrington MA
19.07 km from city centre
The price is CA $279 per night
CA $279
CA $411 total
Dec 23 - Dec 24
includes taxes & fees
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Monument Mountain Reservation and Art et Industrie are located nearby.
Kitchen
Washer
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Great Barrington MA
13.44 km from city centre
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located nearby.
Kitchen
Washer
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 Stockbridge Bowl and Berkshire Botanical Garden are located nearby.
Kitchen
Washer
Comfortable Berkshires retreat on mtn resort, SISO
Hancock MA
44.69 km from city centre
The price is CA $444 per night
CA $444
CA $1,000 total
Dec 23 - Dec 24
includes taxes & fees
Stay at this vacation home in Hancock. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Hot tub
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
Great Barrington MA
20.41 km from city centre
Book a stay at this ski vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Lake Mansfield Park and Housatonic River Walk are located nearby.
Hot tub
Kitchen
Amore Estate - beautiful room with many places to explore and relax in.
Lenox MA
21.98 km from city centre
Book a stay at this family-friendly vacation home in Lenox. Enjoy private pools, laundry facilities, and in-room jetted tubs. Popular attractions Wood's Pond and Berkshire Scenic Railway Museum are located nearby.
Pool
Kitchen
Hancock Village Inn Near Jiminy Peak
Hancock MA
44.07 km from city centre
The price is CA $827 per night
CA $827
CA $1,447 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Jiminy Peak Mountain Resort and Alpine Super Slide are located nearby.
Hot tub
Kitchen
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Pittsfield MA
36.46 km from city centre
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jiminy Peak Mountain Resort and Crane Museum of Papermaking are located nearby.
Hot tub
Kitchen
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.
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