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Great Barrington Vacation home rental

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,088 / week

1 / 14

Vacation cottage rental

Great Barrington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $274 / night

$1,831 / week

1 / 18

Great Barrington ski home to rent.

Great Barrington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $421 / night

$2,947 / week

1 / 29

Great Barrington ski home to rent.

Great Barrington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $500 / night

$3,500 / week

1 / 27

Ski home to rent in Great Barrington

Great Barrington house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $1,200 / night

$8,400 / week

1 / 30

Vacation cottage in Great Barrington

Great Barrington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $223 / night

$1,561 / week

1 / 20

Ski home to rent in Great Barrington

Great Barrington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $170 / night

$1,190 / week

1 / 17

Great Barrington ski home to rent.

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $275 / night

$1,925 / week

1 / 17

Great Barrington ski lodge to rent.

Great Barrington lodge

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $273 / night

$1,911 / week

1 / 14

Vacation home in Great Barrington

Great Barrington house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

from $754 / night

$5,278 / week

1 / 30

Vacation home rental

Great Barrington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $302 / night

$2,114 / week

1 / 26

Great Barrington Vacation home rental

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $250 / night

$1,750 / week

1 / 19

Ski home to rent in Great Barrington

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $225 / night

$1,575 / week

1 / 30

Great Barrington ski home to rent.

Great Barrington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $477 / night

$3,339 / week

1 / 30

Ski cottage to rent in Great Barrington

Great Barrington cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $205 / night

$1,435 / week

1 / 30

Great Barrington Vacation home rental

Great Barrington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $400 / night

$2,800 / week

1 / 28

Ski home to rent in Great Barrington

Great Barrington house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $540 / night

$3,780 / week

1 / 17

Great Barrington ski home to rent.

Great Barrington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $360 / night

$2,520 / week

1 / 22

Great Barrington Vacation home rental

Great Barrington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $356 / night

$2,492 / week

1 / 18

Ski home to rent in Great Barrington

Great Barrington house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $895 / night

$6,265 / week

1 / 30

Ski apartment to rent in Great Barrington

Great Barrington apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $175 / night

$1,225 / week

1 / 24

Great Barrington ski home to rent.

Great Barrington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $343 / night

$2,401 / week

1 / 16

Ski home to rent in Great Barrington

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $395 / night

$2,765 / week

1 / 30

Great Barrington ski home to rent.

Great Barrington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $449 / night

$3,143 / week

1 / 30

Great Barrington ski home to rent.

Great Barrington house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

from $380 / night

$2,660 / week

1 / 27

Vacation home in Great Barrington

Great Barrington house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 11

from $650 / night

$4,550 / week

1 / 22

Ski home to rent in Great Barrington

Great Barrington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,181 / night

$8,267 / week

1 / 30

Vacation apartment in Great Barrington

Great Barrington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $130 / night

$910 / week

1 / 6

Ski home to rent in Great Barrington

Great Barrington house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,143 / night

$8,001 / week

1 / 25

Ski home to rent in Great Barrington

Great Barrington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $167 / night

$1,169 / week

1 / 16

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 apartment in Lenox

Lenox apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 7

from $229 / night

$1,374 / week

1 / 21

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 in Spencertown

Spencertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $153 / night

$1,069 / week

1 / 14

Barn rental in Craryville

Craryville barn

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

from $686 / night

$4,007 / week

1 / 10