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Berkshires Vacation home rental

Savoy house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,374 / week

1 / 6

Vacation condo in Hancock

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $258 / night

$1,804 / week

1 / 14

Sheffield Vacation home rental

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $686 / night

$4,801 / week

1 / 74

Ski condo to rent in Berkshires

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $260 / night

$1,489 / week

1 / 39

Stockbridge Vacation home rental

Stockbridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $802 / night

$2,806 - $4,729 / week

1 / 19

Vacation home with swimming pool in Lee

Lee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $659 / night

$4,609 / week

1 / 91

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

1 / 23

Lanesborough Vacation home rental

Lanesborough house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

from $795 / night

$4,574 / week

1 / 18

Vacation home in Great Barrington

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $572 / night

$4,000 / week

1 / 52

Ski home to rent in Becket

Becket house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $132 / night

$924 / week

1 / 27

Berkshires ski home to rent.

Sheffield house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $284 / night

$1,988 / week

1 / 30

Great Barrington ski home to rent.

Great Barrington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $421 / night

$2,947 / week

1 / 29

Home rental in Berkshires

Williamstown house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $675 / night

$4,725 / week

1 / 23

Vacation home in Berkshires

Pittsfield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $313 / night

$2,191 / week

1 / 22

Berkshires ski home to rent.

Pittsfield house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from $500 / night

$3,500 / week

1 / 30

Ski home to rent in Berkshires

Cheshire house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $375 / night

$2,625 / week

1 / 29

Ski home to rent in Berkshires

Lee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $200 / night

$1,400 / week

1 / 21

Washington ski home to rent.

Washington house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $241 / night

$1,687 / week

1 / 18

Ski home to rent in Berkshires

Stockbridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $353 / night

$2,471 / week

1 / 28

Stockbridge ski home to rent.

Stockbridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $353 / night

$2,471 / week

1 / 26

Ski home to rent in Berkshires

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $285 / night

$1,995 / week

1 / 27

Ski home to rent in Berkshires

Stockbridge house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $999 / night

$6,993 / week

1 / 30

Ski home to rent in Berkshires

Pittsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $550 / night

$3,850 / week

1 / 30

Ski home to rent in West Stockbridge

West Stockbridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $350 / night

$2,450 / week

1 / 30

Lenox ski home to rent.

Lenox house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $374 / night

$2,618 / week

1 / 21

Berkshires ski home to rent.

Otis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $238 / night

$1,666 / week

1 / 24

Vacation home in Stockbridge

Stockbridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $275 / night

$1,925 / week

1 / 20

Berkshires ski home to rent.

New Marlborough house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $608 / night

$4,256 / week

1 / 24

Lenox ski home to rent.

Lenox house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from $629 / night

$4,403 / week

1 / 30

Ski home to rent in Berkshires

Great Barrington house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $1,200 / night

$8,400 / week

1 / 30

Ski home to rent in Williamstown

Williamstown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $184 / night

$1,288 / week

1 / 22

Berkshires ski home to rent.

Otis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $259 / night

$1,813 / week

1 / 30

Berkshires Vacation home rental

Monterey house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $451 / night

$3,157 / week

1 / 29

Berkshires ski home to rent.

Alford house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from $867 / night

$6,069 / week

1 / 30

Ski home to rent in Berkshires

Lenox house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,200 / night

$8,400 / week

1 / 30

Ski home to rent in New Marlborough

New Marlborough house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from $1,600 / night

$11,200 / week

1 / 30

Berkshires Vacation home rental

Monterey house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $395 / night

$2,765 / week

1 / 30

Lee ski home to rent.

Lee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 20

from $1,193 / night

$8,351 / week

1 / 30

Ski home to rent in Berkshires

Great Barrington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $170 / night

$1,190 / week

1 / 17

Ski home to rent in Pittsfield

Pittsfield house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 25

from $375 / night

$2,625 / week

1 / 30

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