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Pittsfield Vacation home rental

Pittsfield house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $360 / night

$2,517 / week

1 / 32

Home rental in Pittsfield

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $387 / night

$1,878 / week

1 / 21

Home rental in Pittsfield

Pittsfield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $229 / night

$1,603 / week

1 / 27

Vacation home in Pittsfield

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $367 / night

$2,565 / week

1 / 26

Ski home to rent in Pittsfield

Pittsfield house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from $250 / night

$1,750 / week

1 / 12

Ski home to rent in Pittsfield

Pittsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

from $425 / night

$2,975 / week

1 / 30

Ski home to rent in Pittsfield

Pittsfield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $315 / night

$2,205 / week

1 / 21

Ski home to rent in Pittsfield

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $256 / night

$1,792 / week

1 / 26

Ski home to rent in Pittsfield

Pittsfield house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 23

from $1,181 / night

$8,267 / week

1 / 30

Ski home to rent in Pittsfield

Pittsfield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $424 / night

$2,968 / week

1 / 30

Vacation home in Pittsfield

Pittsfield house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $995 / night

$6,965 / week

1 / 30

Pittsfield ski home to rent.

Pittsfield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $242 / night

$1,694 / week

1 / 30

Home rental in Pittsfield

Pittsfield house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 16

from $737 / night

$5,159 / week

1 / 30

Ski home to rent in Pittsfield

Pittsfield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $528 / night

$3,696 / week

1 / 30

Home rental in Pittsfield

Pittsfield house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $612 / night

$4,284 / week

1 / 30

Great rentals within 20 miles that match your search

Ski condo to rent in Killington

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $338 / night

$2,365 / week

1 / 36

Killington Vacation home rental

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $974 / night

$6,813 / week

1 / 19

Vacation apartment in Killington

Killington apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from $218 / night

$1,489 / week

1 / 4

Ski home to rent in Killington

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $859 / night

$6,012 / week

1 / 23

Home rental in Ripton

Ripton house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $572 / night

$4,000 / week

1 / 37

Shrewsbury Vacation home rental

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

from $457 / night

$4,008 - $10,620 / week

1 / 50

Vacation condo with shared pool in Killington

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $488 / night

$3,415 / week

1 / 40

Ski home to rent in Killington

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,088 / night

$7,615 / week

1 / 53

Vacation home in Hancock

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$916 - $1,237 / week

1 / 59

Killington ski home to rent.

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from $544 / night

$3,808 / week

1 / 14

Vacation home in Barnard

Barnard house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $395 / night

$2,766 / week

1 / 25

Vacation home in Mendon

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

from $916 / night

$6,412 / week

1 / 22

Killington ski condo to rent.

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $258 / night

$1,718 / week

1 / 24

Vacation home in Killington

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from $1,260 / night

$5,725 / week

1 / 37

Vacation condo rental

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $258 / night

$1,804 / week

1 / 61

Killington Vacation home accommodation

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $186 / night

$1,299 / week

1 / 52

Vacation home in Killington

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $258 / night

$1,804 / week

1 / 54

Vacation home in Bridgewater

Bridgewater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $403 / night

$2,822 / week

1 / 27

Killington Vacation condo rental

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $281 / night

$1,964 / week

1 / 37

Vacation home rental

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $251 / night

$1,756 / week

1 / 28

Home rental in Killington

Killington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $302 / night

$2,108 / week

1 / 29

Condo rental in Killington

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $223 / night

$1,555 / week

1 / 21

Killington Vacation home rental

Killington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $373 / night

$2,605 / week

1 / 71

Condo rental in Killington

Killington condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $415 / night

$2,902 / week

1 / 15

Vacation studio in Killington

Killington studio

  • Studio
  • 1 bathroom
  • sleeps 4

from $171 / night

$1,195 / week

1 / 53