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> North America
> United States
> Massachusetts
> Berkshires

Vacation homes - vacation rentals

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Villa (1)
  • Cottage (3)
  • House (4)
  • Barn (1)
  • Log cabin (2)

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11 Vacation rentals

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Great rentals within 20 miles that match your search

Vacation cottage in Woodstock

Woodstock cottage

  • 50 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from $201 / night

$1,403 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Hadley

Hadley house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $2,003 / night

$14,019 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in Falls Village

Falls Village house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $458 / night

$3,206 / week

1 / 31

Great rentals within 20 miles that match your search

Old Chatham Vacation villa rental

Old Chatham villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 16

from $1,374 / night

$9,618 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation cottage rental

Cold Spring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $411 / night

$3,686 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation cottage in Saratoga Springs

Saratoga Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
3 reviews

from $172 / night

$1,031 - $1,832 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation log cabin rental

Hillsdale log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13
1 review

from $487 / night

$1,890 - $2,090 / week

1 / 18

Great rentals within 20 miles that match your search

Wilton Vacation home rental

Wilton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from $1,145 / night

$9,733 / week

1 / 18

Great rentals within 20 miles that match your search

Log cabin rental in Mount Tabor

Mount Tabor log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
6 reviews

from $235 / night

$1,231 - $1,872 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation barn with golf nearby in Manchester

Manchester barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
3 reviews

from $458 / night

$3,206 / week

1 / 18

Great rentals within 20 miles that match your search

Wilton Vacation home rental

Wilton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from $573 / night

$4,008 - $17,404 / week

1 / 114

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