Massachusetts Vacation Rentals

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The leaves are gone, get ready for skiing! Just 15 mins to Berkshire East!!

  1. Massachusetts,
  2. Berkshires,
  3. Savoy Rentals
— Property 167483
Savoy cabin rental - Spring 08 Blizzard at the Savoy cabin
2 Bedrooms, Sleeps 8
  • Cabin
  • 1 Bathroom
  • mountain, river
  • accept credit card
Rates per property (USD)
$125 - $175/night
$900 - $1,000/week
$3,400 - $3,800/month
Contact the Owner
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New private carriage house in the woods

  1. Massachusetts,
  2. Berkshires,
  3. Becket Rentals
— Property 184864
Becket house rental - front view of carriage house
1 Bedroom, Sleeps 5
  • House
  • 1 Bathroom
  • mountain, rural
  • accept credit card
Rates per property (USD)
$160 - $175/night
$825 - $950/week
Contact the Owner
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Quaint Three Bedroom House in the Berkshire Mountains Five-minute Walk from Will

  1. Massachusetts,
  2. Berkshires,
  3. Williamstown Rentals
— Property 311008
Williamstown house rental
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom
  • mountain, village
  • washing machine
Contact the Owner
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Charming, Berkshires Ski/Lakehouse....country setting...only 6 miles to Gt Barr.

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Rentals
— Property 109882
Great Barrington house rental - Front of House
3 Bedrooms, Sleeps 5
  • House
  • 1 Bathroom, 1 Half Bath
  • lake, mountain
  • washing machine
Rates per property (USD)
$200 - $250/night
$1,400 - $1,800/week
$4,000/month
Contact the Owner
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Norwich Lake Vacation Rental - Cottage- Lake Rights-Use Of Our Private Dock

  1. Massachusetts,
  2. Berkshires,
  3. Huntington Rentals
— Property 183539
Huntington cottage rental - Cottage at Norwich Lake
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake, mountain
  • washing machine
Contact the Owner
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Quaint and Quiet Cottage with Lake Rights and Private Dock

  1. Massachusetts,
  2. Berkshires,
  3. Norwich Lake Rentals
— Property 159704
Norwich Lake cottage rental - The Cottage
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake, mountain
  • pets considered
Rates per property (USD)
$135/night
$750/week
$2,500/month
Contact the Owner
View Property Details

Convenient to Beach, Tanglewood and All Berkshire Amenities

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Rentals
— Property 125379
Stockbridge cabin rental - Cozy cabin in wooded setting
2 Bedrooms, Sleeps 6
  • Cabin
  • 1 Bathroom
  • beach, mountain
  • washing machine
Rates per property (USD)
$1,500/week
$5,000/month
Contact the Owner
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Historic Little Red Schoolhouse on one acre wooded lot in mid Berkshire County

  1. Massachusetts,
  2. Berkshires,
  3. Pittsfield 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
Contact the Owner
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Hillside Home with beautiful mountain views

  1. Massachusetts,
  2. Berkshires,
  3. South Egremont Rentals
— Property 185013
South Egremont house rental - Front Porch
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom
  • mountain, rural
  • air-conditioning
Rates per property (USD)
$700 - $1,500/week
$1,200 - $4,000/month
Contact the Owner
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Apple Valley Log Cabin - Budget Friendly, Quality Stay-cation!

  1. Massachusetts,
  2. Berkshires,
  3. Ashfield Rentals
— Property 120246
Ashfield house rental - Apple Valley Log Cabin
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom
  • mountain, rural
  • pets considered
Contact the Owner
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Your Vacation Place At West Brook

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Rentals
— Property 174574
Hancock cottage rental - The Garden
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • mountain, rural
  • accept credit card
Rates per property (USD)
$400 - $800/week
$1,100 - $1,250/month
Contact the Owner
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Gate Way to the Berkshires Summer Rental

  1. Massachusetts,
  2. Berkshires,
  3. Lee Rentals
— Property 187230
Lee apartment rental - House
2 Bedrooms, Sleeps 4
  • Apartment
  • 1 Bathroom, 1 Half Bath
  • mountain, town
  • air-conditioning
Rates per property (USD)
$75/night
$800/week
Contact the Owner
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Enjoy Lake Buel and Ski Butternut while staying in our new 2 bedroom home

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Rentals
— Property 148393
Great Barrington house rental - Our New House
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom
  • lake, mountain
  • air-conditioning
Rates per property (USD)
$225 - $250/night
$975/week
Contact the Owner
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Log Cabin on 8 Acres in the Northern Berkshires. Modern and Comfortable...

  1. Massachusetts,
  2. Berkshires,
  3. North Adams Rentals
— Property 136759
North Adams cabin rental - Oct. 2008
1 Bedroom, Sleeps 3
  • Cabin
  • 1 Bathroom
  • mountain, rural
  • pets considered
Rates per property (USD)
$110 - $140/night
$700 - $760/week
Contact the Owner
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Romantic Cottage w/ organic breakfast

  1. Massachusetts,
  2. Berkshires,
  3. South Egremont Rentals
— Property 164841
South Egremont cottage rental
1 Bedroom, Sleeps 2
  • Cottage
  • 1 Bathroom
  • mountain, river
  • air-conditioning
Rates per property (USD)
$700/week
$2,200/month
Contact the Owner
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Mill Brook House by the Bissell Bridge

  1. Massachusetts,
  2. Berkshires,
  3. Charlemont Rentals
— Property 144555
Charlemont house rental - Mill Brook House
1 Bedroom, Sleeps 6
  • House
  • 1 Bathroom
  • mountain, river
  • pets considered
Rates per property (USD)
$100 - $125/night
$700/week
$1,500/month
Contact the Owner
View Property Details

Cozy cottage in lake community

  1. Massachusetts,
  2. Berkshires,
  3. Becket Rentals
— Property 161494
Becket cottage rental - The lake which is a 2 minute walk to the beach
2 Bedrooms, Sleeps 3
  • Cottage
  • 1 Bathroom
  • lake, mountain
  • pets considered
Rates per property (USD)
$125/night
$875/week
Contact the Owner
View Property Details

BabcockBarn With Breathtaking Views Of Jiminy Peak

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Rentals
— Property 172634
Hancock barn rental
4 Bedrooms, Sleeps 8
  • Barn
  • 1 Bathroom
  • mountain, rural
  • swimming pool
Rates per property (USD)
$2,500/month
Contact the Owner
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Lovely 1 BR apartment 10 min to Tanglewood, Jacob's Pillow

  1. Massachusetts,
  2. Berkshires,
  3. Lee Rentals
— Property 136127
Lee apartment rental
1 Bedroom, Sleeps 4
  • Apartment
  • 1 Bathroom
  • mountain, village
  • air-conditioning
Rates per property (USD)
$725/week
Contact the Owner
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Charming Country Cottage, 1 mile from Tanglewood , very private

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Rentals
— Property 124653
Stockbridge cottage rental
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • mountain, rural
  • washing machine
Rates per property (USD)
$900/week
Contact the Owner
View Property Details

The Tanglewood Suites

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Rentals
— Property 109031
Stockbridge cottage rental - The Cottage
2 Bedrooms, Sleeps 4
  • Cottage
  • 1 Bathroom
  • mountain
  • air-conditioning
Rates per property (USD)
$200/night
Contact the Owner
View Property Details

Berkshires

  1. Massachusetts,
  2. Berkshires,
  3. Cummington Rentals
— Property 133418
Cummington cabin rental
2 Bedrooms, Sleeps 4
  • Cabin
  • 1 Bathroom
  • mountain, river
  • pets considered
Contact the Owner
View Property Details
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