Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Best Berkshires Apartments on Holiday Lettings - Vacation rentals

All filters

Filters

46 Vacation rentals

Vacation apartment in Berkshires

Lenox apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 7

from $229 / night

$1,374 / week

1 / 21

Vacation tented camp in Richmond

Richmond tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $138 / night

$1,090 / week

1 / 11

Vacation home in Berkshires

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $859 / night

$5,153 / week

1 / 22

Vacation farmhouse in Berkshires

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,031 / week

1 / 4

Berkshires Vacation home rental

Monterey house

  • 2 bathrooms
  • sleeps 7

from $205 / night

$1,432 / week

1 / 12

Great Barrington Vacation home rental

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,088 / week

1 / 14

Vacation tented camp in Berkshires

Granville tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $125 / night

$874 / week

1 / 9

Vacation farmhouse in Berkshires

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $172 / night

$1,031 / week

1 / 4

Vacation home in Berkshires

Lee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $401 / night

$2,806 / week

1 / 26

Vacation tented camp in Berkshires

Tyringham tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $115 / night

$634 / week

1 / 7

Vacation tented camp rental

Great Barrington tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $168 / night

$1,171 / week

1 / 13

Vacation tented camp in Berkshires

New Ashford tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $156 / night

$1,090 / week

1 / 13

North Adams Vacation apartment rental

North Adams apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $338 / night

$1,718 / week

1 / 12

Berkshires Vacation tented camp rental

Richmond tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $109 / night

$866 - $1,331 / week

1 / 9

Vacation home in Berkshires

Hancock house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $172 / night

$902 - $2,304 / week

1 / 26

Vacation home in Berkshires

Housatonic house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $682 / night

$3,779 / week

1 / 23

Vacation home in Lenox

Lenox house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $287 / night

$2,176 / week

1 / 12

Vacation studio in Berkshires

Hancock studio

  • Studio
  • 1 bathroom
  • sleeps 4

from $122 / night

$848 - $2,629 / week

1 / 67

Vacation home in Berkshires

Lee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $859 / night

$3,435 / week

1 / 7

Lanesborough Vacation home rental

Lanesborough house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

from $795 / night

$4,574 / week

1 / 18

Vacation condo in Hancock

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $258 / night

$1,804 / week

1 / 14

Vacation cottage rental

Great Barrington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $274 / night

$1,831 / week

1 / 18

Sheffield Vacation home rental

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $457 / night

$3,198 / week

1 / 74

Vacation home with swimming pool in Lee

Lee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $532 / night

$3,719 / week

1 / 91

Vacation home in Berkshires

Stockbridge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $572 / night

$4,000 / week

1 / 31

Vacation home in Berkshires

Lee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $572 / night

$4,000 / week

1 / 58

Berkshires Vacation condo rental

Williamstown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $262 / night

$1,832 / week

1 / 6

Home rental in Berkshires

Becket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $315 / night

$1,374 / week

1 / 20

Ski condo to rent in Berkshires

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $260 / night

$1,489 - $2,176 / 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 in Berkshires

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $2,863 / night

$34,302 / week

1 / 4

Vacation apartment in Berkshires

Lee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $373 / night

$2,605 - $3,407 / week

1 / 12

Vacation home rental

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

from $298 / night

$1,775 - $3,579 / week

1 / 20

Vacation home with golf nearby in Berkshires

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

from $818 / night

$5,725 / week

1 / 18

Vacation condo rental

Hancock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $430 / night

$3,006 / week

1 / 16

Vacation home in Becket

Becket house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $171 / night

$1,140 / week

1 / 13

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 Monterey

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

1 / 23

Vacation home in Berkshires

Lenox house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $457 / night

$3,198 / week

1 / 25

Berkshires Vacation home rental

Savoy house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,374 / week

1 / 6

×

Also consider