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Vacation cottage rental

Great Barrington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $274 / night

$1,831 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in Copake

Copake house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $287 / night

$2,004 / week

1 / 14

Falls Village Vacation cottage accommodation

Falls Village cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $275 / night

$1,924 - $2,966 / week

1 / 18

Vacation apartment in Lee

Lee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $373 / night

$2,605 - $3,407 / week

1 / 12

Vacation log cabin rental

Hillsdale log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

from $487 / night

$1,890 - $2,090 / week

1 / 18

Vacation home rental

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

from $298 / night

$1,775 - $3,579 / week

1 / 20

Cottage rental in Salisbury

Salisbury cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $207 / night

$1,443 / week

1 / 37

Vacation home with golf nearby in Lee

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

from $818 / night

$5,725 / week

1 / 18

Vacation home rental

Lakeville house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from $687 / night

$2,863 / week

1 / 13

Barn rental in Craryville

Craryville barn

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

from $686 / night

$4,007 / week

1 / 10

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

1 / 23

East Chatham Vacation home rental

East Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,030 / night

$7,206 / week

1 / 42

Vacation home in Becket

Becket house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $171 / night

$1,140 / week

1 / 13

Hillsdale Vacation home rental

Hillsdale house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $281 / night

$1,718 / week

1 / 13

Old Chatham Vacation villa rental

Old Chatham villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 16

from $1,374 / night

$9,618 / week

1 / 38

Vacation home in Falls Village

Falls Village house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $458 / night

$3,206 / week

1 / 31

Vacation home in Housatonic

Housatonic house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $682 / night

$3,779 / week

1 / 23

Vacation condo with shared pool in South Lee

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $70 / night

$489 / week

1 / 15

Vacation condo with shared pool in South Lee

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $81 / night

$561 / week

1 / 15

Vacation apartment in East Otis

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $126 / night

$802 / week

1 / 20

Stockbridge Vacation home rental

Stockbridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $802 / night

$2,806 - $4,729 / week

1 / 19

Vacation home in Ashley Falls

Ashley Falls house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $915 / night

$6,404 / week

1 / 46

Vacation home in Craryville

Craryville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $344 / night

$2,405 / week

1 / 16

Copake Falls Vacation apartment rental

Copake Falls apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $102 / night

$714 / week

1 / 9

Log cabin rental in Hillsdale

Hillsdale log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,203 / week

1 / 31

Vacation home in Lee

Lee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $744 / night

$5,202 / week

1 / 58

Vacation home in Lenox

Lenox house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $343 / night

$2,397 / week

1 / 25

Sheffield Vacation home rental

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $686 / night

$4,801 / week

1 / 74

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 Stockbridge

Stockbridge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $458 / night

$3,206 / week

1 / 31