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Vacation homes - vacation rentals

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Vacation home in Copake

Copake house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $287 / night

$2,004 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home rental

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $327 / night

$2,290 / week

1 / 20

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,031 / week

1 / 4

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $172 / night

$1,031 / week

1 / 4

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

Hudson Vacation apartment rental

Hudson apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,432 - $1,832 / 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 $207 / night

$1,443 / week

1 / 37

Vacation home in Stockbridge

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $859 / night

$5,153 / week

1 / 22

Finca rental in Catskill with swimming pool

Catskill finca

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $573 / night

$2,290 / week

1 / 43

Vacation home in Spencertown

Spencertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $153 / night

$1,069 / week

1 / 14

Coxsackie Vacation villa rental

Coxsackie villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $2,863 / night

$13,740 / week

1 / 23

Vacation home rental

Lakeville house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from $687 / night

$2,863 / week

1 / 13

Barn rental in Craryville

Craryville barn

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

from $686 / night

$4,007 / week

1 / 10

Amenia Vacation home rental

Amenia house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $153 / night

$1,069 / week

1 / 4

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

1 / 23

Vacation home rental

Spencertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $197 / night

$1,374 / week

1 / 12

Vacation apartment in Lakeville

Lakeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $264 / night

$1,844 / week

1 / 51

Athens Vacation home rental

Athens house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $198 / night

$1,145 / week

1 / 7

Vacation home in Pine Plains

Pine Plains house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $411 / night

$2,878 / week

1 / 25

Hillsdale Vacation home rental

Hillsdale house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $281 / night

$1,718 / week

1 / 13

Vacation home in Hudson

Hudson house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,145 / night

$6,870 - $9,275 / week

1 / 24

Vacation home in Falls Village

Falls Village house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $458 / night

$3,206 / week

1 / 31

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 home in Catskill

Catskill house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $573 / night

$2,863 / week

1 / 31

Vacation home in Hudson

Hudson house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,432 / night

$8,588 - $10,992 / week

1 / 23

Vacation home in Housatonic

Housatonic house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $682 / night

$3,779 / week

1 / 23

Vacation condo with shared pool in South Lee

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $70 / night

$489 / week

1 / 15

Vacation condo with shared pool in South Lee

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $81 / night

$561 / week

1 / 15

Stockbridge Vacation home rental

Stockbridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $802 / night

$2,806 - $4,729 / week

1 / 19

Vacation villa with indoor pool in Taghkanic

Taghkanic villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 15

from $5,725 / night

$40,075 / week

1 / 18

Vacation home in Rhinebeck

Rhinebeck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $572 / night

$4,000 / week

1 / 57

Vacation home in Ashley Falls

Ashley Falls house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $915 / night

$6,404 / week

1 / 46

Vacation home in Athens

Athens house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $401 / night

$2,806 / week

1 / 21

Vacation home with shared pool in Taghkanic

Taghkanic house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $516 / night

$2,748 / week

1 / 9

Vacation home in Craryville

Craryville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $344 / night

$2,405 / week

1 / 16