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5 Best Stockbridge Apartments on Holiday Lettings - Flats

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93 Vacation rentals

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 Stockbridge

Stockbridge house

3 bedrooms • 2 bathrooms • sleeps 6

from $859 / night

$5,153 / week

1 / 22

Vacation home rental

Stockbridge house

3 bedrooms • 2 bathrooms • sleeps 6

from $363 / night

$2,541 / week

1 / 30

Cottage accommodation in Stockbridge

Stockbridge cottage

3 bedrooms • 2 bathrooms • sleeps 7

from $327 / night

$2,290 / week

1 / 16

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

1 bedroom • 1 bathroom • sleeps 3

from $172 / night

$1,031 / week

1 / 4

Vacation farmhouse in Stockbridge

Stockbridge farmhouse

1 bedroom • 1 bathroom • sleeps 2

from $172 / night

$1,031 / week

1 / 4

Vacation home in Stockbridge

Stockbridge house

4 bedrooms • 4 bathrooms • sleeps 12

from $629 / night

$4,401 / week

1 / 31

Stockbridge Vacation home rental

Stockbridge house

3 bedrooms • 5 bathrooms • sleeps 8

from $911 / night

$5,720 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation condo rental

Hancock condo

2 bedrooms • 2 bathrooms • sleeps 6

from $430 / night

$2,519 / week

1 / 12

Apartment rental in Lee with shared pool

Lee apartment

2 bedrooms • 2 bathrooms • sleeps 6

from $430 / night

$2,863 / 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

Cottage rental in Salisbury

Salisbury cottage

2 bedrooms • 2 bathrooms • sleeps 4

from $207 / night

$1,443 / week

1 / 37

Vacation cottage rental

Great Barrington cottage

1 bedroom • 1 bathroom • sleeps 3

from $274 / night

$1,712 - $2,176 / week

1 / 18

Vacation home in Stephentown

Stephentown house

4 bedrooms • 4 bathrooms • sleeps 12

from $687 / night

$2,863 - $3,344 / week

1 / 4

Monterey Vacation home rental

Monterey house

• 2 bathrooms • sleeps 7

from $205 / night

$1,432 / week

1 / 12

Vacation home in Hillsdale

Hillsdale house

5 bedrooms • 5 bathrooms • sleeps 14

from $1,145 / night

$8,015 / week

1 / 48

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 Otis

Otis house

6 bedrooms • 5 bathrooms • sleeps 14

from $687 / night

$4,809 - $6,412 / week

1 / 22

Vacation condo in Hancock

Hancock condo

1 bedroom • 2 bathrooms • sleeps 4

from $258 / night

$1,804 / week

1 / 14

Vacation home in Spencertown

Spencertown house

2 bedrooms • 2 bathrooms • sleeps 6

from $153 / night

$1,069 / week

1 / 14

Williamstown Vacation condo rental

Williamstown condo

2 bedrooms • 1 bathroom • sleeps 4

from $262 / night

$1,832 / week

1 / 6

East Chatham Vacation home rental

East Chatham house

3 bedrooms • 3 bathrooms • sleeps 8

from $1,030 / night

$7,206 / week

1 / 42

Vacation home rental

West Stockbridge house

5 bedrooms • 2 bathrooms • sleeps 15

from $298 / night

$1,775 - $3,579 / week

1 / 20

Vacation home in Lee

Lee house

5 bedrooms • 5 bathrooms • sleeps 12

from $859 / night

$3,435 / week

1 / 7

Vacation home in Monterey

Monterey house

4 bedrooms • 5 bathrooms • sleeps 10

from $516 / night

$3,607 / week

1 / 23

Vacation home in Copake

Copake house

3 bedrooms • 1 bathroom • sleeps 5

from $287 / night

$2,004 / week

1 / 14

Vacation home with indoor pool in Lenox

Lenox house

5 bedrooms • 3 bathrooms • sleeps 14

from $516 / night

$3,206 / week

1 / 19

Home rental in Becket

Becket house

4 bedrooms • 3 bathrooms • sleeps 8

from $315 / night

$1,374 / week

1 / 20

Vacation log cabin rental

East Otis log cabin

2 bedrooms • 1 bathroom • sleeps 4

from $95 / night

$666 / week

1 / 24

Vacation home in Lenox

Lenox house

3 bedrooms • 3 bathrooms • sleeps 6

from $218 / night

$1,523 / week

1 / 24

Vacation apartment in Lenox

Lenox apartment

4 bedrooms • 1 bathroom • sleeps 7

from $229 / night

$1,374 / week

1 / 21

Monterey Vacation home rental

Monterey house

5 bedrooms • 2 bathrooms • sleeps 6

from $630 / night

$4,409 / week

1 / 29

Barn rental in Craryville

Craryville barn

3 bedrooms • 3 bathrooms • sleeps 14

from $686 / night

$4,007 / week

1 / 10

Vacation home in Lenox

Lenox house

2 bedrooms • 2 bathrooms • sleeps 4

from $287 / night

$2,004 / week

1 / 12

Log cabin rental in Hillsdale

Hillsdale log cabin

3 bedrooms • 2 bathrooms • sleeps 6

from $229 / night

$1,203 / week

1 / 31

Vacation home in Becket

Becket house

2 bedrooms • 1 bathroom • sleeps 4

from $171 / night

$1,140 / week

1 / 13

Lee Vacation apartment rental

Lee apartment

2 bedrooms • 2 bathrooms • sleeps 6

from $201 / night

$974 / week

1 / 13

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 in Lenox

Lenox house

4 bedrooms • 5 bathrooms • sleeps 11

from $573 / night

$3,435 / week

1 / 16

Vacation home rental

Great Barrington house

4 bedrooms • 2 bathrooms • sleeps 10

from $251 / night

$1,260 / week

1 / 18