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Pittsfield Vacation Rentals

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Family Farmhouse Tudor with 6 Acres

  1. Massachusetts,
  2. Berkshires,
  3. Pittsfield Vacation Home Rentals
— Property 179777
Pittsfield farmhouse rental - Pittsfield / Richmond border Tudor
3 Bedrooms, Sleeps 8
  • Farmhouse
  • 2 Bathrooms
  • mountain, village
  • accept credit card
Rates per property (USD)
$1,800 - $2,000/week
$4,000 - $6,500/month
View Property Details Contact the Owner

Historic Little Red Schoolhouse on one acre wooded lot in mid Berkshire County

  1. Massachusetts,
  2. Berkshires,
  3. Pittsfield Vacation Home Rentals
— Property 114532
Pittsfield house rental - Beautiful, quiet location for year round enjoyment
1 Bedroom, Sleeps 4
  • House
  • 1 Bathroom
  • mountain, town
  • air-conditioning
Rates per property (USD)
$1,100/week
View Property Details Contact the Owner

New 4 bedroom luxury Berkshire condo on Ski slope. Ski from back door to slope

  1. Massachusetts,
  2. Berkshires,
  3. Pittsfield Vacation Home Rentals
— Property 175871
Pittsfield condo rental - Front of building. Ski out back door to trail
4 Bedrooms, Sleeps 8
  • Condo
  • 3 Bathrooms, 1 Half Bath
  • mountain
  • air-conditioning
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berkshire farmhouse in comfortable country setting

  1. Massachusetts,
  2. Berkshires,
  3. Pittsfield Vacation Home Rentals
— Property 137293
Pittsfield house rental
3 Bedrooms, Sleeps 11
  • House
  • 2 Bathrooms
  • lake, mountain
  • washing machine
Rates per property (USD)
$250 - $400/night
$1,200 - $2,500/week
View Property Details Contact the Owner
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