Berkshires Vacation Rentals

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Estate property with views for miles, Gunite pool — Property 195043

  • Estate
  • 4 bedrooms, sleeps 8
  • 5 bathrooms, 1 half bath
  • mountain
  • swimming pool

Gorgeous brand new lake front property in The Berkshires in Massachusetts — Property 188198

  • House
  • 3 bedrooms, sleeps 8
  • 2 bathrooms, 1 half bath
  • lake, waterfront
  • air-conditioning
Rates per property (USD)
$150 - $300/night
$1,000 - $1,750/week
$4,000 - $7,000/month

Secluded Monterey Family Home-Looking for 9 Month renter — Property 181776

  • House
  • 3 bedrooms, sleeps 8
  • 3 bathrooms, 1 half bath
  • mountain, rural
  • accept credit card
Rates per property (USD)
$2,500 - $3,000/week
$3,000 - $9,000/month

Stockbridge Lux. Condo with Private Pool and Tennis! — Property 170740

  • Condo
  • 3 bedrooms, sleeps 6
  • 2 bathrooms, 1 half bath
  • mountain, town
  • accept credit card
Rates per property (USD)
$3,500 - $10,500/month

New W. Stockbridge Home, 4 Bdr, Available All Seasons - Near Tanglewood! — Property 179961

  • House
  • 4 bedrooms, sleeps 8
  • 3 bathrooms, 1 half bath
  • mountain, village
  • air-conditioning
Rates per property (USD)
$2,000 - $2,500/week
$5,500 - $8,500/month

Luxury Condo with Balcony — Property 178903

  • Condo
  • 2 bedrooms, sleeps 4
  • 2 bathrooms
  • downtown, village
  • air-conditioning
Rates per property (USD)
$2,500 - $6,500/month

Charm upon Charm — Property 190855

  • House
  • 4 bedrooms, sleeps 8
  • 4 bathrooms
  • mountain, rural
  • accept credit card
Rates per property (USD)
$200 - $600/night
$1,500 - $2,500/week
$6,000 - $7,000/month

Luxurious Contemporary Home Beside Babbling Brook — Property 309155

  • House
  • 4 bedrooms, sleeps 9
  • 2 bathrooms, 1 half bath
  • lake, mountain
  • air-conditioning

Berkshires Mini Estate -luxurious and spacious with tennis court, swimming pond — Property 181209

  • House
  • 4 bedrooms, sleeps 10
  • 3 bathrooms, 1 half bath
  • mountain
  • air-conditioning
Rates per property (USD)
$8,000 - $12,000/month

The Pastures: an Experience Not to Miss & Limited Availability — Property 186311

  • Estate
  • 6 bedrooms, sleeps 14
  • 4 bathrooms, 2 half baths
  • mountain, rural
  • accept credit card

Luxurious Family Home with Breathtaking Views!! — Property 173438

  • House
  • 4 bedrooms, sleeps 10
  • 2 bathrooms, 1 half bath
  • mountain, town
  • accept credit card
Rates per property (USD)
$1,800 - $3,000/week
$3,500 - $10,000/month

Elegant country living in the heart of the Berkshires, Lenox, MA — Property 162997

  • House
  • 3 bedrooms, sleeps 7
  • 2 bathrooms
  • mountain, rural
  • air-conditioning
Rates per property (USD)
$1,300 - $1,600/week
$4,800 - $6,000/month

The Parsonage. New luxury 4 bedroom 3.5 bath home with in-ground pool — Property 146400

  • House
  • 4 bedrooms, sleeps 8
  • 3 bathrooms, 1 half bath
  • rural, village
  • accept credit card
Rates per property (USD)
$1,600/week
$3,000 - $12,000/month

Newly renovated country estate w/panoramic mountain views-over 130 private acres — Property 178114

  • Farmhouse
  • 5 bedrooms, sleeps 12
  • 3 bathrooms
  • mountain, rural
  • air-conditioning
Rates per property (USD)
$1,600 - $2,500/week
$6,000 - $10,000/month
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