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Chilmark Vacation Rentals & Homes - 668 Rentals Available

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668 Vacation rentals

1 / 18

Chilmark House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$700.00

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from $700.00 / night

1 / 31

Chilmark House

  • 5
  • 10
  • min stay varies
  • Ask about children
  • Air conditioning

$571.00

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from $571.00 / night

1 / 41

Chilmark House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$1,429.00

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from $1,429.00 / night

1 / 37

Chilmark House

  • 5
  • 9
  • 7 nights min
  • Ask about children
  • Air conditioning

$1,265.00

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from $1,265.00 / night

1 / 40

Chilmark House

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning

$572.00

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from $572.00 / night

1 / 10

Chilmark House

  • 4
  • 8
  • 14 nights min
  • Swimming pool
  • Ask about children

$1,179.00

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from $1,179.00 / night

1 / 26

Chilmark House

  • 3
  • 6
  • 7 nights min
  • Ask about children

$572.00

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from $572.00 / night

1 / 19

Chilmark House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$400.00

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from $400.00 / night

1 / 36

Chilmark House

  • 4
  • 7
  • 7 nights min
  • Ask about children
  • Air conditioning

$929.00

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from $929.00 / night

1 / 33

Chilmark House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$572.00

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from $572.00 / night

1 / 12

Chilmark House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$179.00

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from $179.00 / night

1 / 41

Chilmark House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$929.00

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from $929.00 / night

1 / 19

Chilmark House

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children

$857.00

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from $857.00 / night

1 / 22

Chilmark House

  • 3
  • 6
  • 7 nights min
  • Ask about children

$329.00

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from $329.00 / night

1 / 23

Chilmark House

  • 4
  • 6
  • 7 nights min
  • Ask about children

$429.00

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from $429.00 / night

1 / 28

Chilmark House

  • 4
  • 8
  • 7 nights min
  • Ask about children

$436.00

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from $436.00 / night

1 / 11

Chilmark House

  • 4
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning

$180.00

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from $180.00 / night

1 / 33

Chilmark House

  • 4
  • 9
  • 7 nights min
  • Ask about children

$1,715.00

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from $1,715.00 / night

(1)

1 / 12

Chilmark House

  • 2
  • 4
  • min stay varies
  • Ask about children

$180.00

Very Good (1 reviews)

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from $180.00 / night

1 / 16

Chilmark House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571.00

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from $571.00 / night

1 / 31

Chilmark House

  • 4
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning

$1,429.00

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from $1,429.00 / night

1 / 13

Chilmark House

  • 2
  • 4
  • 7 nights min
  • Ask about children

$258.00

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from $258.00 / night

1 / 23

Chilmark House

  • 6
  • 10
  • 7 nights min
  • Ask about children

$1,429.00

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from $1,429.00 / night

1 / 21

Chilmark House

  • 4
  • 8
  • min stay varies
  • Ask about children

$314.00

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from $314.00 / night

1 / 16

Chilmark House

  • 6
  • 10
  • min stay varies
  • Ask about children

$1,071.00

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from $1,071.00 / night

1 / 43

Chilmark House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$429.00

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from $429.00 / night

1 / 15

Chilmark House

  • 4
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning

$1,357.00

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from $1,357.00 / night

1 / 18

Chilmark House

  • 4
  • 8
  • min stay varies
  • Ask about children

$286.00

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from $286.00 / night

1 / 29

Chilmark House

  • 4
  • 9
  • 7 nights min
  • Ask about children
  • Air conditioning

$1,715.00

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from $1,715.00 / night

1 / 22

Chilmark House

  • 5
  • 8
  • 14 nights min
  • Ask about children

$1,072.00

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from $1,072.00 / night

Your search has been expanded 19.3 miles to include more rentals

1 / 12

West Tisbury House - 7.2 miles away

  • 4
  • 10
  • 7 nights min
  • Child friendly

$638.00

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from $638.00 / night

(3)

1 / 19

Falmouth House - 15.4 miles away

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

Responds fast! Avg. 2 hours 32 minutes

“A wonderful fall get away! Wonderful location and a fabulous house with great amenities. Would definitely return for future vacations...”
- Review left on 10/27/2016

$458.00

Excellent (3 reviews)

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from $458.00 / night

(1)

1 / 17

Falmouth House - 15.7 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

$543.00

Excellent (1 reviews)

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from $543.00 / night

1 / 25

Falmouth House - 17.7 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$643.00

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from $643.00 / night

1 / 47

Mashpee Cottage - 19.3 miles away

  • 3
  • 8
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning

$201.00

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from $201.00 / night

1 / 35

Silver Beach Cottage - 18.2 miles away

  • 7
  • 16
  • 7 nights min
  • Child friendly
  • Air conditioning

$2,786.00

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from $2,786.00 / night

1 / 16

Waquoit Cottage - 18 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$258.00

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from $258.00 / night

1 / 11

Falmouth House - 14.8 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$208.00

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from $208.00 / night

(2)

1 / 17

Oak Bluffs Cottage - 12.5 miles away

  • 6
  • 10
  • min stay varies
  • Nearest beach 0.2 mi
  • Child friendly
  • Car not necessary

Responds fast! Avg. 48 minutes

“Great house and location! If you are looking for something with space, as well as the ability to walk to the bars and restaurants in Oak Bluffs, this is the house for you! Great location and great porch for those nights when you want to hang in....”
- Review left on 07/20/2014

$573.00

Excellent (2 reviews)

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from $573.00 / night

1 / 18

Falmouth House - 16.9 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Ask about pets

$204.00

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from $204.00 / night