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Pittsfield Vacation Rentals & Homes - 13 Rentals Available

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1 Vacation rentals

1 / 47

Pittsfield Condo

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

from $209 / night

Your search has been expanded 49.4 miles to include more rentals

1 / 45

Lee Manor house - 19.2 miles away

  • 6
  • 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$1299

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from $1299 / night

(10)

1 / 24

Lee House - 20 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$350

Excellent (10 reviews)

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from $350 / night

(1)

1 / 20

Stockbridge House - 23.3 miles away

  • 3
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children

$100

Excellent (1 reviews)

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from $100 / night

(1)

1 / 14

Great Barrington House - 25.5 miles away

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$200

Excellent (1 reviews)

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from $200 / night

(3)

1 / 22

Sand Lake House - 30 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children

$125

Excellent (3 reviews)

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from $125 / night

1 / 16

Nassau House - 30.7 miles away

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $143 / night

1 / 18

Great Barrington Log cabin - 30.8 miles away

  • 2
  • 5
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $250 / night

1 / 19

Sheffield House - 37 miles away

  • 4
  • 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1500

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from $1500 / night

(2)

1 / 29

Charlemont Studio - 42.9 miles away

  • -1
  • 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$125

Excellent (2 reviews)

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from $125 / night

1 / 9

Copake House - 45.6 miles away

  • 4
  • 17
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

from $200 / night

1 / 12

Athens House - 49 miles away

  • 3
  • 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $299 / night

1 / 24

Loudonville House - 49.4 miles away

  • -1
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

from $314 / night