The Berkshires Vacation Rentals

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Our top choices for The Berkshires vacation homes

Vacation Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
United States
maureen k.
The price is CA $225
CA $373 total
includes taxes & fees
Mar 15 - Mar 16
Home in Great Barrington

Vacation Home in Florida

Florida Mountain Log Cabin
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is CA $250
CA $463 total
includes taxes & fees
Mar 12 - Mar 13
Florida Mountain Log Cabin
9.8 out of 10, Exceptional, (14 reviews)
"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"
United States
Matthew F.
The price is CA $218
CA $536 total
includes taxes & fees
Mar 13 - Mar 14
Berkshires Cottage! Dog friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
The price is CA $248
CA $420 total
includes taxes & fees
Mar 23 - Mar 24
3-bedroom house in beautiful Berkshires, close to amenities!
9.8 out of 10, Exceptional, (74 reviews)
"Howie was a great host, very responsive and accommodating. If we find ourselves in the area in the future , will def try to stay here again "
United States
jon e.
The price is CA $359
CA $751 total
includes taxes & fees
Mar 16 - Mar 17
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Vacation Home in Williamstown

North Getaway Cottage
9.2 out of 10, Wonderful, (24 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
The price is CA $275
CA $609 total
includes taxes & fees
Mar 24 - Mar 25
North Getaway Cottage

Vacation Home in Great Barrington

Family Ski Getaway in the Berkshires
9.0 out of 10, Wonderful, (12 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is CA $275
CA $427 total
includes taxes & fees
Mar 24 - Mar 25
Family Ski Getaway in the Berkshires
10.0 out of 10, Exceptional, (34 reviews)
"A college friends' retreat was fantastic, in part due to the location, cleanliness and amenities in this 3 bedroom house. Furniture was comfortable and kitchen was stocked with everything we needed. "
United States
cathy c.
The price is CA $305
CA $750 total
includes taxes & fees
Mar 15 - Mar 16
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
10.0 out of 10, Exceptional, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is CA $322
CA $686 total
includes taxes & fees
Mar 24 - Mar 25
Cheerful 3-bedroom cottage with woodstove
9.0 out of 10, Wonderful, (7 reviews)
"Kind and responsive host."
United States
Javier
The price is CA $219
CA $738 total
includes taxes & fees
Apr 2 - Apr 3
Comfortable Berkshires retreat on mtn resort, SISO
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is CA $365
CA $672 total
includes taxes & fees
Mar 13 - Mar 14
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Vacation Home in Florida

The Greylock Cabin
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveller
The price is CA $321
CA $553 total
includes taxes & fees
Mar 18 - Mar 19
The Greylock Cabin
9.6 out of 10, Exceptional, (4 reviews)
"Very charming, comfortable, and clean. It was in a great location and only minutes away from a lot of sightseeing locations. House management was very accommodating and friendly. I would stay here again."
United States
Paulo I.
The price is CA $244
CA $622 total
includes taxes & fees
Mar 24 - Mar 25
Sun Filled Lenox Retreat - Minutes to Tanglewood!
10.0 out of 10, Exceptional, (4 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is CA $769
CA $1,789 total
includes taxes & fees
Mar 22 - Mar 23
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Vacation Home in Monterey

Treetop Hideaway in Tyringham
9.0 out of 10, Wonderful, (10 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is CA $359
CA $758 total
includes taxes & fees
Mar 24 - Mar 25
Treetop Hideaway in Tyringham
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is CA $458
CA $932 total
includes taxes & fees
Mar 17 - Mar 18
Spacious 5-bedroom house in charming Lee with WiFi
10.0 out of 10, Exceptional, (1 review)
"Beautiful home, attentive host. Location is as peaceful as can be. "
United States
Rick M.
The price is CA $479
CA $872 total
includes taxes & fees
Mar 24 - Mar 25
Secluded Sophistication in the Berkshires - 49 Acres of Quiet Luxury in Becket.

Vacation Home in Hancock

Hancock Village Inn Near Jiminy Peak
10.0 out of 10, Exceptional, (19 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is CA $854
CA $1,561 total
includes taxes & fees
Mar 24 - Mar 25
Hancock Village Inn Near Jiminy Peak

Vacation Home in Great Barrington

Cozy. Clean. Free bagel shop. 3 Fireplaces.
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is CA $543
CA $891 total
includes taxes & fees
Apr 6 - Apr 7
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Vacation Home in Greenfield

Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (49 reviews)
"This is a comfortable and spacious apartment in a great location central to everything in Greenfield. David is also an excellent host who communicated clearly throughout our visit. Would definitely stay here again. "
United States
Geoffrey B.
The price is CA $158
CA $275 total
includes taxes & fees
Mar 24 - Mar 25
Lovely 2nd Floor Apartment
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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Top The Berkshires Hotel Reviews

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The Berkshires Vacation Homes information

Number of reviews
322
Accommodation
328 Vacation Homes
Lowest Price
CA $275
Highest Price
CA $1,789

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