Photo by Photo courtesy of Berkshire Visitors Bureau
The Berkshires Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for The Berkshires vacation rentals
8.8 out of 10, Excellent, (2,353 reviews)
"great stay. "
John
The price is ￥13,514
￥16,815 total
includes taxes & fees
May 13 - May 14
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
GEORGINA
The price is ￥14,544
￥16,245 total
includes taxes & fees
Jun 10 - Jun 11
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn RedoneHancock
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful 3 day weekend! Perfect location for families."
Eric B.
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone DecorHancock
10.0 out of 10, Exceptional, (2 reviews)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
Antonio S.
The price is ￥16,451
￥36,752 total
includes taxes & fees
May 11 - May 12
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone DecorHancock
10.0 out of 10, Exceptional, (6 reviews)
"It was great experience and we loved the ammenities."
Carrie C.
The price is ￥16,451
￥36,752 total
includes taxes & fees
May 11 - May 12
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - GorgeousHancock
9.6 out of 10, Exceptional, (34 reviews)
"went with a few friends snowboarding and had a wonderful time! It was a very safe environment to stay in being away from home. The location was perfect as I didn't have to drive anywhere with the mountain being right out the door basically. The owner Howie was very responsive and checked in frequently to ensure we had a great stay. "
Jason P.
The price is ￥24,755
￥51,278 total
includes taxes & fees
May 11 - May 12
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country InnHancock
9.8 out of 10, Exceptional, (22 reviews)
"Great skiing and proximity to mountain. Great for families"
John F.
The price is ￥16,451
￥36,752 total
includes taxes & fees
May 11 - May 12
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7Hancock
7.6 out of 10, Good, (13 reviews)
"Great location, right on the mountain's property "
J S.
The price is ￥21,465
￥53,028 total
includes taxes & fees
May 12 - May 13
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top The Berkshires Hotel Reviews
Hampton Inn & Suites Berkshires-Lenox
6/10 Okay
Find out more about The Berkshires
Search for holiday rentals in The Berkshires on Expedia! You can easily find your home rentals, villas, holiday apartments in The Berkshires using one of the methods below:
- View our selection of featured holiday rentals in The Berkshires
- Use the map to find apartments and other holiday homes in the The Berkshires neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in The Berkshires while they last
Look no further and take a look at our great range of rental properties in The Berkshires!
Explore a world of travel with Expedia
- Vacation Homes in The Berkshires
- Cottages in The Berkshires
- Apartments in The Berkshires
- Condo Rentals in The Berkshires
- B&B in The Berkshires
- Resorts in The Berkshires
- Motels in The Berkshires
- Cabin Rentals in The Berkshires
- Farmstay in The Berkshires
- Guest Houses in The Berkshires
- Inns in The Berkshires
- Aparthotels in The Berkshires
- Chalets in The Berkshires
- Lodges in The Berkshires
- Villas in The Berkshires
- RV Parks in The Berkshires
- Country Houses in The Berkshires
- Castles in The Berkshires
