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Best Stockbridge Apartments on Holiday Lettings - Flats

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6 Vacation rentals

Vacation home in Stockbridge

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $859 / night

$5,153 / week

1 / 22

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $172 / night

$1,031 / week

1 / 4

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,031 / week

1 / 4

Vacation home rental

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $327 / night

$2,290 / week

1 / 20

Vacation home in Stockbridge

Stockbridge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $458 / night

$3,206 / week

1 / 31

Stockbridge Vacation home rental

Stockbridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $802 / night

$2,806 - $4,729 / week

1 / 19

Great rentals within 20 miles that match your search

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

Vacation home rental

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

from $298 / night

$1,775 - $3,579 / week

1 / 20

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

Log cabin rental in Hillsdale

Hillsdale log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,203 / week

1 / 31

Cottage rental in Salisbury

Salisbury cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $206 / night

$1,443 / week

1 / 37

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

Vacation home in Hinsdale

Hinsdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $218 / night

$1,168 - $1,248 / week

1 / 10

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

Vacation home in Spencertown

Spencertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $153 / night

$1,069 / week

1 / 14

Vacation home rental

Spencertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $197 / night

$1,374 / week

1 / 12

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

1 / 23

Vacation home in Lenox

Lenox house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $344 / night

$2,405 / week

1 / 12

Barn rental in Craryville

Craryville barn

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

from $686 / night

$4,007 / week

1 / 10

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 Lee

Lee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $401 / night

$2,806 / week

1 / 26

Ski condo to rent in Hancock

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $260 / night

$1,489 / week

1 / 39

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 Hillsdale

Hillsdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $344 / night

$2,405 / week

1 / 24

South Lee Vacation hotel apartment rental

South Lee hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $115 / night

$801 / week

1 / 1

Ghent Vacation home rental

Ghent house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $228 / night

$1,595 / week

1 / 11

Vacation apartment in Lee

Lee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $373 / night

$2,605 - $3,407 / week

1 / 12

Old Chatham Vacation apartment rental

Old Chatham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$962 / week

1 / 9

Vacation cottage rental

Great Barrington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $274 / night

$1,831 / week

1 / 18

Vacation home in Becket

Becket house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $171 / night

$1,140 / week

1 / 13