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50 Best Berkshires Apartments on Holiday Lettings - Vacation rentals

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89 Vacation rentals

Berkshires Vacation condo rental

West Stockbridge condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 35 minutes

from $287 / night

$1,661 / week

Monterey Vacation cottage rental

Monterey cottage

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 2 hours 9 minutes

from $131 / night

$914 / week

Ski cottage to rent in Berkshires

Monterey cottage

2 bedrooms / 1 bathroom / sleeps 2

4

Responds fast! avg. 16 minutes

from $241 / night

$1,684 / week

Home rental in Berkshires

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

4

from $315 / night

$1,374 / week

Vacation home in Hinsdale

Hinsdale house

3 bedrooms / 2 bathrooms / sleeps 6

from $218 / night

$1,168 - $1,374 / week

Vacation home in Monterey

Monterey house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 22 minutes

from $516 / night

$3,607 / week

Vacation home in Becket

Becket house

2 bedrooms / 1 bathroom / sleeps 4

13

from $171 / night

$1,140 / week

Vacation condo in Hancock

Hancock condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 39 minutes

from $258 / night

$1,804 / week

Vacation apartment in Charlemont

Charlemont apartment

1 bedroom / 1 bathroom / sleeps 4

180

from $172 / night

$1,088 - $1,569 / week

Berkshires Vacation home rental

Monterey house

5 bedrooms / 2 bathrooms / sleeps 6

from $573 / night

$4,008 / week

Apartment rental in West Stockbridge

West Stockbridge apartment

2 bedrooms / 1 bathroom / sleeps 6

3

Responds fast! avg. 2 hours 34 minutes

from $115 / night

$974 / week

Vacation apartment in Berkshires

Lenox apartment

4 bedrooms / 1 bathroom / sleeps 7

35

from $229 / night

$1,374 / week

Vacation home rental

Great Barrington house

4 bedrooms / 2 bathrooms / sleeps 10

4

from $251 / night

$1,260 - $2,691 / week

Vacation home with golf nearby in Berkshires

Lee house

5 bedrooms / 6 bathrooms / sleeps 9

5

from $818 / night

$5,725 / week

Vacation cottage rental

Great Barrington cottage

1 bedroom / 1 bathroom / sleeps 3

24

from $263 / night

$1,483 - $2,176 / week

Vacation apartment in Berkshires

Lee apartment

3 bedrooms / 2 bathrooms / sleeps 8

2

from $344 / night

$2,061 - $2,863 / week

Vacation home in Lenox

Lenox house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 0 minutes

from $221 / night

$1,547 / week

Vacation home in Berkshires

Hancock house

4 bedrooms / 2 bathrooms / sleeps 8

1

from $115 / night

$722 - $2,124 / week

Vacation home in Berkshires

Otis house

6 bedrooms / 5 bathrooms / sleeps 14

from $687 / night

$4,809 - $6,412 / week

Berkshires Vacation home rental

Savoy house

2 bedrooms / 1 bathroom / sleeps 4

9

from $229 / night

$1,374 / week

Vacation home in Berkshires

Great Barrington house

5 bedrooms / 4 bathrooms / sleeps 12

4

from $344 / night

$3,035 - $3,996 / week

Berkshires Vacation home rental

Monterey house

/ 2 bathrooms / sleeps 7

from $205 / night

$1,432 / week

Apartment rental in Lee with shared pool

Lee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 22 minutes

from $430 / night

$2,863 / week

Vacation home in Lenox

Lenox house

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 3 hours 28 minutes

from $166 / night

$1,163 / week

Vacation home rental

West Stockbridge house

5 bedrooms / 2 bathrooms / sleeps 15

42

from $298 / night

$1,775 - $3,579 / week

Stockbridge Vacation home rental

Stockbridge house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 23 minutes

from $802 / night

$2,806 - $4,729 / week

Vacation home in Berkshires

Stockbridge house

3 bedrooms / 2 bathrooms / sleeps 6

from $859 / night

$5,153 / week

Stockbridge ski home to rent.

Stockbridge house

3 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 33 minutes

from $339 / night

$2,373 / week

Cottage accommodation in Berkshires

Stockbridge cottage

3 bedrooms / 2 bathrooms / sleeps 7

6

from $327 / night

$2,290 / week

Berkshires Vacation condo rental

Williamstown condo

2 bedrooms / 1 bathroom / sleeps 4

from $262 / night

$1,832 / week

Vacation farmhouse in Berkshires

Stockbridge farmhouse

1 bedroom / 1 bathroom / sleeps 3

from $172 / night

$1,031 / week

Vacation home in Berkshires

Lee house

5 bedrooms / 5 bathrooms / sleeps 12

from $859 / night

$3,435 / week

Vacation log cabin rental

East Otis log cabin

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 33 minutes

from $95 / night

$666 / week

Berkshires ski home to rent.

Becket house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 31 minutes

from $469 / night

$3,279 / week

Great Barrington Vacation home rental

Great Barrington house

3 bedrooms / 2 bathrooms / sleeps 4

1

from $172 / night

$1,088 / week

Vacation home in Berkshires

Hancock house

2 bedrooms / 2 bathrooms / sleeps 4

1

from $2,863 / night

$34,302 / week

Vacation farmhouse in Berkshires

Stockbridge farmhouse

1 bedroom / 1 bathroom / sleeps 2

from $172 / night

$1,031 / week

Vacation home rental

Great Barrington house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 5 minutes

from $659 / night

$4,609 / week

Ski home to rent in Lenox

Lenox house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 33 minutes

from $219 / night

$1,531 / week

Vacation condo with shared pool in Berkshires

Hancock condo

2 bedrooms / 2 bathrooms / sleeps 8

from $229 / night

$1,603 / week

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