Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

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

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Berkshires Rentals(367)

367 Results
$2,000 - $2,500
per night
2 night minimum stay
  • 13 BR,
  • 12 BA,
  • 2 HF BA,
  • Sleeps 36
2 night minimum stay
(19)
$575 - $599
per night
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
4 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(7)

Why HomeAway?

We're the leader in vacation rentals
More than one million listings worldwide
Experienced property owners or managers
Average five years in the business
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(8)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 7 night minimum stay
(10)
$50 - $150
per night
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
1 - 2 night minimum stay
(10)
  • 5 BR,
  • 3 BA,
  • Sleeps 14
1 - 7 night minimum stay
(6)
$714 - $825
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(8)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(29)

Why HomeAway?

We help you travel with confidence
Every listing guaranteed against fraud
We offer a best price guarantee
No booking fees and low online prices
$750 - $857
per night
2 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(9)
$8,000 - $9,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$3,600 - $15,000
per month
30 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
30 night minimum stay
$286 - $600
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(15)
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 night minimum stay
(16)
$350 - $500
per night
3 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night minimum stay
(8)
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(8)
$150 - $243
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(19)
$543 - $550
per night
3 - 31 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 31 night minimum stay
(31)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
13 night minimum stay
(14)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(27)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
1 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 14 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 7
14 night minimum stay
1 Review
$157
per night
3 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
$325 - $450
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(19)
  • 2 BR,
  • 1 BA,
  • Sleeps 8
(6)
$275
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(7)
$600 - $670
per night
3 night minimum stay
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
3 night minimum stay
$467 - $1,000
per night
2 - 29 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 29 night minimum stay
 

Recent Berkshires Reviews

AMAZING!

5 of 5
This house was just perfect for our friends and family ski getaway! The house is everything you see in the pictures and MORE! The house was beautifully decorated, very comfortable and not to mention spotless!!! The kitchen is a dream and was well stocked with whatever you needed. The open concept was wonderful and made it easy to accommodate our 3 family's during meal time and just relaxing after a long day of skiing. A great house for kids of all ages as the movie theatre and game room kept them busy. The location was excellent as it was 2 miles from the mountain. The owners were wonderful to deal with and super nice! They were very quick to respond, provided us with great information and made the whole rental process extremely easy. I wish we could of stayed longer and would not hesitate to rent this property again.
  • Submitted: Jan 20, 2015
  • Stayed: Jan 2015

Very Comfortable, beautiful property

5 of 5
This is a beautiful house it was definitely above our expectations, kitchen and the house overall is completely equiped well located and very comfortable, we would definitelly stay there again. Our main goal was to be able to enjoy snow, we didnt have luck with the weather and it didnt snow so we drived to Jiminy Peak that is really close and Straton Mountain an hour away.
  • Submitted: Jan 8, 2015
  • Stayed: Dec 2014

Property for New Year Celebration

5 of 5
We rented this property for New Year Celebration as we call it Russian style : ), We cooked special meals, we had sit down late night dinner with champagne and we welcomed New Year with a special decorations. I have to say that this property accommodate all our needs. Kitchen is well equipped, dining and living rooms are large enough. Big boys enjoyed bar and pool table, young kids had fun in the play room. Ladies were thrilled that each room has their own bathroom (nothing fancy but clean and in workable condition). We are group of friends who enjoy each other company many years but we leave in different states and none of us has a house which can fit such a large group. Special thanks to Brett. He was a pleasure to deal with, always professional and understanding. One minor suggestion: the one full size mirror would be nice in the hallway : )
  • Submitted: Jan 7, 2015
  • Stayed: Dec 2014