Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Welcome to the new VacationRentals.com! Use the new filters and search options to find your next vacation rental.

Berkshires Vacation Rentals(31)

31 Results
Special Offer! December Pre-Holiday Special December 1 - December 21
2 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
5 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(33)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
Special Offer! SKI JIMINY PEAK; GORGEOUS 3 BR, 2 BA - NOW-MAR 30'15 November 21 - March 31
2 - 7 night minimum stay
1 Review
  • 14 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 30
2 - 7 night minimum stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
  • 10 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 20
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 6 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
(7)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 30 night minimum stay
(11)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 11
2 - 7 night minimum stay
(5)
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
7 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(7)
  • 8 BR,
  • 5 BA,
  • Sleeps 14
3 - 7 night minimum stay
1 Review
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
  • 9 BR,
  • 6 BA,
  • Sleeps 20
2 - 7 night minimum stay
(20)
  • 2 BR,
  • Sleeps 4
$600 - $1,000
per week
7 night minimum stay
(6)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 7 night minimum stay
(16)
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
2 - 7 night minimum stay
2 Reviews
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(15)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(14)
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 18
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 7
3 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 10
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
2 Reviews
  • 6 BR,
  • 4 BA,
  • Sleeps 12
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18