50 Best Berkshires Apartments on Holiday Lettings - Vacation rentals

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166 Vacation rentals

Vacation home with golf nearby in Stockbridge

Stockbridge house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 1 hour 21 minutes

from $516 / night

$3,607 / week

Berkshires Vacation condo rental

West Stockbridge condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 52 minutes

from $287 / night

$1,661 / week

Home rental in Berkshires

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

4

from $315 / night

$1,374 / week

Vacation home in Berkshires

Richmond house

2 bedrooms / 1 bathroom / sleeps 6

4

from $213 / night

$1,489 / week

Farmhouse rental in Berkshires

West Stockbridge farmhouse

5 bedrooms / 3 bathrooms / sleeps 12

4

from $373 / night

$2,605 / week

New Marlborough Vacation cottage rental

New Marlborough cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 26 minutes

from $126 / night

$882 / week

Ski cottage to rent in Berkshires

New Marlborough cottage

2 bedrooms / 1 bathroom / sleeps 4

4

Responds fast! avg. 2 hours 26 minutes

from $207 / night

$1,443 / week

Vacation home in Berkshires

Becket house

4 bedrooms / 6 bathrooms / sleeps 12

from $224 / night

$1,546 / week

Berkshires ski home to rent.

Lee house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 26 minutes

from $275 / night

$1,924 / week

Vacation home in Hinsdale

Hinsdale house

3 bedrooms / 2 bathrooms / sleeps 6

from $166 / night

$974 - $1,054 / week

Vacation home in Stockbridge

Stockbridge house

2 bedrooms / 2 bathrooms / sleeps 6

1

from $246 / night

$1,718 / week

Berkshires Vacation home rental

Sheffield house

3 bedrooms / 3 bathrooms / sleeps 6

from $516 / night

$3,206 / week

Ski apartment to rent in Berkshires

North Adams apartment

2 bedrooms / 1 bathroom / sleeps 10

2

from $201 / night

$687 - $3,493 / week

Vacation home in Becket

Becket house

2 bedrooms / 1 bathroom / sleeps 4

13

from $171 / night

$1,140 / week

Vacation home with golf nearby in Hancock

Hancock house

4 bedrooms / 2 bathrooms / sleeps 9

3

from $258 / night

$1,260 / week

Vacation condo in Hancock

Hancock condo

1 bedroom / 2 bathrooms / sleeps 4

from $258 / night

$1,804 / week

Vacation cottage in North Adams

North Adams cottage

1 bedroom / 1 bathroom / sleeps 2

1

from $121 / night

$823 / week

Berkshires Vacation home rental

Pittsfield house

7 bedrooms / 3 bathrooms / sleeps 18

from $344 / night

$2,519 / week

Apartment rental in West Stockbridge

West Stockbridge apartment

2 bedrooms / 1 bathroom / sleeps 6

3

Responds fast! avg. 3 hours 52 minutes

from $115 / night

$974 / week

Vacation home in Monterey

Monterey house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 48 minutes

from $458 / night

$3,206 / week

Vacation apartment in Berkshires

Lenox apartment

4 bedrooms / 1 bathroom / sleeps 7

32

from $229 / night

$1,374 / week

Ski apartment to rent in Berkshires

Hancock apartment

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 26 minutes

from $212 / night

$1,483 / week

Vacation apartment in Charlemont

Charlemont apartment

1 bedroom / 1 bathroom / sleeps 4

180

from $161 / night

$956 - $1,512 / week

Vacation home in Berkshires

Hancock house

4 bedrooms / 2 bathrooms / sleeps 8

1

from $115 / night

$722 - $1,395 / week

Vacation home in New Marlborough

New Marlborough house

4 bedrooms / 2 bathrooms / sleeps 6

from $262 / night

$1,832 / week

Berkshires Vacation home rental

Williamstown house

4 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 1 hour 19 minutes

from $1,088 / night

$6,813 - $7,454 / week

West Stockbridge Vacation home rental

West Stockbridge house

3 bedrooms / 3 bathrooms / sleeps 8

7

from $401 / night

$2,806 / week

Vacation home in Lenox

Lenox house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 26 minutes

from $264 / night

$1,844 / week

Vacation home in Berkshires

Great Barrington house

4 bedrooms / 6 bathrooms / sleeps 12

2

Responds fast! avg. 2 hours 45 minutes

from $745 / night

$4,008 / week

Ski apartment to rent in Berkshires

North Adams apartment

3 bedrooms / 1 bathroom / sleeps 15

from $212 / night

$1,260 - $4,626 / week

Vacation home rental

Great Barrington house

4 bedrooms / 2 bathrooms / sleeps 10

4

from $216 / night

$1,088 - $2,577 / week

Berkshires Vacation home rental

Monterey house

5 bedrooms / 2 bathrooms / sleeps 6

from $489 / night

$3,424 / week

Vacation cottage rental

Great Barrington cottage

1 bedroom / 1 bathroom / sleeps 3

24

from $228 / night

$1,488 - $2,003 / week

Apartment rental in Lee with shared pool

Lee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

from $430 / night

$2,863 / week

Ski home to rent in West Stockbridge

West Stockbridge house

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 2 hours 26 minutes

from $189 / night

$1,323 / week

Vacation apartment in North Egremont

North Egremont apartment

1 bedroom / 1 bathroom / sleeps 2

15

Responds fast! avg. 12 minutes

from $217 / night

$1,432 / week

Berkshires Vacation home rental

Monterey house

/ 2 bathrooms / sleeps 7

from $205 / night

$1,432 / week

Vacation home in Berkshires

Otis house

6 bedrooms / 5 bathrooms / sleeps 14

from $687 / night

$4,809 - $6,412 / week

Cottage accommodation in Berkshires

Lanesboro cottage

2 bedrooms / 1 bathroom / sleeps 5

17

Responds fast! avg. 23 minutes

from $178 / night

$1,260 - $1,861 / week

Home rental in Berkshires

Lanesboro house

3 bedrooms / 2 bathrooms / sleeps 6

7

Responds fast! avg. 1 hour 41 minutes

from $224 / night

$1,563 / week

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