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Great rentals within 20 miles that match your search

Vacation home in Becket

Becket house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $171 / night

$1,140 / week

1 / 13

Great rentals within 20 miles that match your search

Savoy Vacation home rental

Savoy house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,374 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home in Housatonic

Housatonic house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $682 / night

$3,779 / week

1 / 23

Great rentals within 20 miles that match your search

Cherry Plain Vacation home rental

Cherry Plain house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $98 / night

$630 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Lee

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

from $818 / night

$5,725 / week

1 / 18

Great rentals within 20 miles that match your search

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 Stephentown

Stephentown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $687 / night

$2,863 - $3,344 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation home in Stockbridge

Stockbridge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $458 / night

$3,206 / week

1 / 31

Great rentals within 20 miles that match your search

Ski b&b to rent in Stephentown

Stephentown b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $109 / night

$630 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Hawley

Hawley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $218 / night

$1,260 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home rental

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

from $298 / night

$1,775 - $3,579 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment in Lee

Lee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $373 / night

$2,605 - $3,407 / week

1 / 12

Great rentals within 20 miles that match your search

Sheffield Vacation home rental

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $686 / night

$4,801 / week

1 / 74

Great rentals within 20 miles that match your search

Hillsdale Vacation home rental

Hillsdale house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $281 / night

$1,718 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Hancock

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $2,863 / night

$34,302 / week

1 / 4

Great rentals within 20 miles that match your search

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

Vacation home in Lee

Lee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $744 / night

$5,202 / week

1 / 58

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Lee

Lee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $659 / night

$4,609 / week

1 / 91

Great rentals within 20 miles that match your search

Ski home to rent in Plainfield

Plainfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $234 / night

$1,575 - $2,636 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation log cabin rental

Hillsdale log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

from $487 / night

$1,890 - $2,090 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Lenox

Lenox house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $343 / night

$2,397 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in East Otis

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $126 / night

$802 / week

1 / 20

Great rentals within 20 miles that match your search

Lanesborough Vacation home rental

Lanesborough house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

from $795 / night

$4,574 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation condo with shared pool in South Lee

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $81 / night

$561 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation condo with shared pool in South Lee

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $70 / night

$489 / week

1 / 15