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Best Vacation Rentals in West Stockbridge - Holiday Lettings - Cabins

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20 Vacation rentals

Vacation home rental

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

from $298 / night

$1,775 - $3,579 / week

1 / 20

Ski home to rent in West Stockbridge

West Stockbridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $350 / night

$2,450 / week

1 / 30

Vacation home in West Stockbridge

West Stockbridge house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $950 / night

$6,650 / week

1 / 30

Ski cottage to rent in West Stockbridge

West Stockbridge cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $400 / night

$2,800 / week

1 / 30

West Stockbridge Vacation home rental

West Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $376 / night

$2,632 / week

1 / 30

Vacation home in West Stockbridge

West Stockbridge house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $305 / night

$2,135 / week

1 / 28

Ski home to rent in West Stockbridge

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $312 / night

$2,184 / week

1 / 23

Home rental in West Stockbridge

West Stockbridge house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $455 / night

$3,185 / week

1 / 25

West Stockbridge ski condo to rent.

West Stockbridge condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $235 / night

$1,645 / week

1 / 12

Vacation home in West Stockbridge

West Stockbridge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $570 / night

$3,990 / week

1 / 30

Ski home to rent in West Stockbridge

West Stockbridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $256 / night

$1,792 / week

1 / 30

Vacation home in West Stockbridge

West Stockbridge house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $201 / night

$1,407 / week

1 / 14

West Stockbridge Vacation home rental

West Stockbridge house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

from $699 / night

$4,893 / week

1 / 30

West Stockbridge Vacation home rental

West Stockbridge house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from $506 / night

$3,542 / week

1 / 30

West Stockbridge Vacation home rental

West Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $267 / night

$1,869 / week

1 / 30

West Stockbridge Vacation home rental

West Stockbridge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $500 / night

$3,500 / week

1 / 27

Home rental in West Stockbridge

West Stockbridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $400 / night

$2,800 / week

1 / 30

Home rental in West Stockbridge

West Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $338 / night

$2,366 / week

1 / 20

West Stockbridge Vacation home rental

West Stockbridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $355 / night

$2,485 / week

1 / 21

Vacation home in West Stockbridge

West Stockbridge house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

from $771 / night

$5,397 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,031 / week

1 / 4

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $172 / night

$1,031 / week

1 / 4

Williamstown Vacation condo rental

Williamstown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $262 / night

$1,832 / week

1 / 6

Lee Vacation apartment rental

Lee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$974 / week

1 / 13

Vacation home in Copake

Copake house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $287 / night

$2,004 / week

1 / 14

Home rental in Becket

Becket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $315 / night

$1,374 / week

1 / 20

Vacation condo rental

Hancock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $430 / night

$3,006 / week

1 / 16

Vacation home in Lee

Lee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $859 / night

$3,435 / week

1 / 7

Great Barrington Vacation home rental

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,088 / week

1 / 14

Vacation home in Hancock

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $2,863 / night

$34,302 / week

1 / 4

Log cabin rental in Hillsdale

Hillsdale log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,203 / week

1 / 31

Vacation apartment in Lenox

Lenox apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 7

from $229 / night

$1,374 / week

1 / 21

Vacation home in Stephentown

Stephentown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $687 / night

$2,863 - $3,344 / week

1 / 4

Columbiaville Vacation home rental

Columbiaville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $287 / night

$1,890 / week

1 / 16

Vacation home in Hinsdale

Hinsdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $218 / night

$1,168 - $1,248 / week

1 / 10

Vacation home in Stockbridge

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $859 / night

$5,153 / week

1 / 22

Monterey Vacation home rental

Monterey house

  • 2 bathrooms
  • sleeps 7

from $205 / night

$1,432 / week

1 / 12

Vacation home in Hillsdale

Hillsdale house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $1,145 / night

$8,015 / week

1 / 48

Vacation home with golf nearby in Lee

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

from $818 / night

$5,725 / week

1 / 18

Vacation condo in Hancock

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $258 / night

$1,804 / week

1 / 14