Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Bungalows
Cabins
Chalets
Condos
Cottages
Estates
Farmhouses
Homes
Studios
Townhomes
Boats
Castles
Hotels
Lodges
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Berkshires Farmhouse Rentals Vacation Home Rentals(19)

19 Results
$600 - $750
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 7 night minimum stay
(6)
$1,500 - $2,000
per week
7 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(9)
$1,800
per week
7 night minimum stay
  • 7 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(9)
$250 - $290
per night
2 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 12
2 night minimum stay
(7)
$250
per night
4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
1 Review
$220 - $275
per night
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 night minimum stay
(6)
$290
per night
1 - 2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
1 - 2 night minimum stay
(21)
$275 - $300
per night
1 - 2 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
1 - 2 night minimum stay
1 Review
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(4)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night minimum stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
2 Reviews
$250
per night
2 night minimum stay
  • 3 BR,
  • Sleeps 8
2 night minimum stay
(3)
  • 3 BR,
  • 1 BA,
  • Sleeps 8
1 Review
4 more choices from the HomeAway Network
$575
per night
2 night minimum stay
  • 7 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(7)
  • 5 BR,
  • 3 BA,
  • Sleeps 10
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 Review
  • 6 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
2 Reviews
 

Recent Berkshires Reviews

The Perfect Family Vacation

5 of 5
It would be hard to imagine a more lovely place to stay with kids. We were there with our 2-year-old and were joined part of the time by friends with children as well. The "cottage" is huge, with plenty of room to spread out inside and the whole farm to explore outside. The kids spent a lot of time visiting the goats and the bottle-raised pig in the nearby barn. They splashed in the little stream, climbed the hills to look for the horses, walked the dirt driveway down to the small farm store, and ran barefoot around the large yard. We cooked every night in the well-equipped kitchen and ate delicious corn, greens, lamb and ice cream from the farm store. It felt to me like the perfect farmhouse: rambling and charming and well-loved. It's not the place to go if you're put off by a few upholstery stains or a shower curtain that has seen better days (despite being a little worn in places, though, the house was very clean). For us, it was the ideal vacation and I'm sure we'll visit Holiday Brook again.
  • Submitted: Aug 31, 2014
  • Stayed: Aug 2014

A wonderful place to relax

4 of 5
* I would give 4 1/2 stars if available * Upon arriving at Maya's place, I was very pleased to find that the photos are absolutely right on. No tricky angles or lighting to make you think you're getting something you're not. The cottage may actually be more spacious (if a bit cluttered) than it looks from photos here. The kitchen is well stocked with the gadgets you need and there are plenty of clean linens provided. It feels very much like staying with a good friend. If you require the sanitized condition of a hotel, this is not for you. It is a renovated barn. (Read: Rustic) I am only deducting the half star rating because of a few minor things. We had a hard time finding enough outlets in convenient places to charge all our electronic devices. Parking is tight. Two of the three beds are nearing their replacement age and the pull-out couch, as can be expected, is only suitable for kids. (We sleep in a Tempurpedic at home so maybe we're a bit spoiled. And yes, like Goldilocks, I tried them all.) The main house is actually closer to the cottage than you might expect, but still quite private and the hosts were absolutely unobtrusive. Then, there are the grounds...whoa...amazing. Usually cottage rentals are short on space inside and often shorter on land. Not here. Step out onto the back deck and wander among well over an acre of towering maples and perennial gardens, lovingly designed and cared for by Maya herself. There are several spots to sit and lose yourself in a book or maybe gain inspiration for your own garden...or just enjoy the fact that you don't have to pull any weeds here...smile...and take a nap. Great Barrington downtown is a quick drive or a long walk from the cottage. (My mother-in-law and I are big walkers and we went there and back, no problem.) Great restaurants, most of which we didn't try because we were enjoying cooking and eating together at the long table back at the cottage. Art galleries galore, boutiques and cafes. The area is just perfect for wandering, especially by bike. We found the area around Lake Buel to be of moderate challenge, light traffic, and really beautiful natural scenery. Our visit was really wonderful. All our guests agreed the place is just magical.
  • Submitted: Aug 2, 2014
  • Stayed: Jun 2014

Great family vacation!

5 of 5
My family rented the farm house to attend a wedding celebration in Greenfield. The property was a perfect location to reconnect with grown children as well as watch the little ones marvel at sheep and roosters. Lots of space - one of the most comfortable homes I've rented with every amenity imaginable. The hot tub was hot - the beds were comfortable - the house was perfect! A perfect 5 out of 5!
  • Submitted: Jul 9, 2014
  • Stayed: Jul 2014