Beginning of main content

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight Jul 7 - Jul 8
This weekend Jul 10 - Jul 12
Next weekend Jul 17 - Jul 19

Vacation Rentals in The Berkshires

See all Vacation Rentals in The Berkshires
$127
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 out of 5.0 276 Brodie Mountain Rd, Hancock, MA
4/5
(28 Reviews)
This condo features an outdoor pool and an indoor pool. Enjoy the health club and perks like free self parking and free WiFi. A business center, a terrace, and a garden are also on offer.
$139
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3.0 out of 5.0 37 Corey Rd, Hancock, MA
3.8/5
(13 Reviews)
This smoke-free condo resort features ski-in/ski-out access, 2 outdoor tennis courts, and a restaurant. Take advantage of ski lessons and ski rentals on site, and enjoy downhill skiing and snowboarding. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket, MA
A garden is available at this cabin.
Ashmere Lake Log Cabin With Privacy / 2 Bedrooms

Ashmere Lake Log Cabin With Privacy / 2 Bedrooms

Hinsdale, MA
This cabin features barbecue grills.
The Ponds at Foxhollow by Capital Vacations

The Ponds at Foxhollow by Capital Vacations

3.0 out of 5.0 3 Foxhollow Drive Route 7, Lenox, MA
2/5
(1 Reviews)
This condo features an outdoor pool and an indoor pool. Enjoy the outdoor tennis court and perks like free self parking and free WiFi. Enjoy the fitness center and conveniences like a 24-hour front desk and laundry facilities.
Villa With Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!

Villa With Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!

South Lee, MA
This villa features an indoor pool and an outdoor tennis court. A spa tub and a sauna are also provided.
Stunning Private Suite in the Beautiful Berkshires Near Jiminy Peak

Stunning Private Suite in the Beautiful Berkshires Near Jiminy Peak

Hancock, MA
This vacation home includes a garden and barbecue grills.
Jiminy Peak 4 Level Deluxe SKI Condo- 3+ Bedrooms, 2 Baths, Whirlpool,sauna More

Jiminy Peak 4 Level Deluxe SKI Condo- 3+ Bedrooms, 2 Baths, Whirlpool,sauna More

Lanesborough, MA
This condo features an outdoor pool and an indoor pool. A fitness center, a spa tub, and a sauna are also on offer.
Garfield Guest House in the Office Complex

Garfield Guest House in the Office Complex

Lee, MA
5/5
(1 Reviews)
A garden is available at this apartment.
Spend Summer in the Bershires!

Spend Summer in the Bershires!

Hancock, MA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. A fitness center and a spa tub are also provided.
Guest House, Pet Friendly, Central, Near Lake

Guest House, Pet Friendly, Central, Near Lake

Lanesborough, MA
Situated in Lanesborough, this apartment building is within 6 mi (10 km) of Berkshire Athenaeum, Jiminy Peak Mountain Resort, and Colonial Theater. Berkshire Museum and Pittsfield State Forest are also within 6 mi (10 km).
Private Rustic Cottage With Lake Access

Private Rustic Cottage With Lake Access

Great Barrington, MA
This cottage includes a garden and barbecue grills.
The Freckled Hen's Berkshire Nest

The Freckled Hen's Berkshire Nest

Lee, MA
This vacation home features an outdoor tennis court and a fitness center. A garden is also provided.
Villa With Access to 2 Pools, a Hot Tub, an 18-hole Mini Golf Course, and More

Villa With Access to 2 Pools, a Hot Tub, an 18-hole Mini Golf Course, and More

South Lee, MA
This villa features an indoor pool and an outdoor tennis court. A spa tub and a sauna are also provided.
Enchanted Cottage On Babbling Brook

Enchanted Cottage On Babbling Brook

Lee, MA
A garden is available at this vacation home.
Map

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.