75 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Berkshires Rentals(75)

75 Results
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
$125 - $150
per night
2 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 - 5 night minimum stay
(3)
$350 - $650
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 7 night minimum stay
(17)
  • 4 BR,
  • Sleeps 6
2 night minimum stay
(17)
$300
per night
4 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
(5)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(5)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(7)
$160 - $249
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
$175
per night
4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
4 night minimum stay
$250
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
2 night minimum stay
(7)
$129 - $189
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(21)
$990
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
1 Review
$200
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
2 Reviews
$135 - $200
per night
1 - 2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 2 night minimum stay
(9)
$169 - $275
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night minimum stay
(28)
$200 - $225
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 5
$135 - $195
per night
2 - 4 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(6)
$149 - $190
per night
1 - 2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
1 - 2 night minimum stay
(10)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(10)
$1,400
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(5)
$167 - $249
per night
2 - 90 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 90 night minimum stay
(14)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(4)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 11
2 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(3)
$138 - $188
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(11)
$114 - $150
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(17)
$750
per night
2 night minimum stay
  • 7 BR,
  • 6 BA,
  • Sleeps 19
2 night minimum stay
(8)
  • 3 BR,
  • 1 BA,
  • Sleeps 7
2 - 3 night minimum stay
 

Recent Berkshires Reviews

Simply paradise

5 of 5
My wife and I have stayed here two weeks for each of the last five years. So you can kinda say we love it here. We also fully enjoy our hosts, the Raymonds, we consider them close friends and family. The property is impeccable, always clean, neat, tidy and bursting with flowers. We love the use of the kayaks, sailboat, dock and waterfront. The cabins really give you a chance to unplug, even though they do offer Wifi and perfect cellular reception, we try to keep entertainment to the radio and the lakefront. We have found five favorite restaurants in the area, so you do not have to drive down the mountain to find something to eat. We also enjoy buying local organic veggies and eggs along route 5 in Hatfield to cook in the cabins ourselves. Next year we are going to do some outdoor activities like rafting, tubing or zip lining which are all offered within a 30 minute drive.
  • Submitted: Mar 11, 2015
  • Stayed: Aug 2014

Location, location, location

5 of 5
We had two children, one beginner skier and one advanced. Having a home base so close to the mountain we could give the beginner a rest and give the advanced skier as much time as she wanted on the mountain. The home had everything we needed for our family. Highly recommend it!
  • Submitted: Mar 10, 2015
  • Stayed: Mar 2015

UNBELIEVABLE WEEKEND GETAWAY!

5 of 5
This vacation rental was AMAZING in every way! Clean, oversized, and well furnished! Only a minute away from Jiminy Ski Resort was so convenient. Highly recommend this rental and we will sure to be back.
  • Submitted: Mar 8, 2015
  • Stayed: Mar 2015