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Chilmark 2-bedroom Vacation Rentals, Homes & More - 652 Rentals Available.

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652 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 41

Chilmark House

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

$1,429.00

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from $1,429.00 / night

1 / 24

Chilmark House

  • 5
  • 12
  • 7 nights min
  • Ask about children

$358.00

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from $358.00 / night

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 / 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 / 33

Chilmark House

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

$786.00

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from $786.00 / night

1 / 26

Chilmark House

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

$572.00

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from $572.00 / night

1 / 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 / 36

Chilmark House

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

$929.00

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from $929.00 / night

1 / 41

Chilmark House

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

$572.00

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from $572.00 / night

1 / 19

Chilmark House

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

$401.00

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from $401.00 / 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 / 11

Chilmark House

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

$179.00

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from $179.00 / night

1 / 33

Chilmark House

  • 5
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$1,143.00

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from $1,143.00 / night

1 / 34

Chilmark House

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

$1,072.00

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from $1,072.00 / 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 / 28

Chilmark House

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

$436.00

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from $436.00 / 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 / 23

Chilmark House

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

$429.00

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from $429.00 / night

1 / 12

Chilmark House

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

$329.00

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from $329.00 / night

(1)

1 / 12

Chilmark House

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

$143.00

Very Good (1 reviews)

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from $143.00 / night

1 / 11

Chilmark House

  • 5
  • 12
  • 7 nights min
  • Ask about children

$500.00

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from $500.00 / night

1 / 13

Chilmark House

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

$258.00

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from $258.00 / night

1 / 31

Chilmark House

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

$1,429.00

Inquire

from $1,429.00 / 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 / 23

Chilmark House

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

$1,429.00

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from $1,429.00 / 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 / 18

Chilmark House

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

$286.00

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from $286.00 / 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 / 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 / 29

Chilmark House

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

$1,429.00

Inquire

from $1,429.00 / night

1 / 22

Chilmark House

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

$715.00

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from $715.00 / night

Your search has been expanded 16.2 miles to include more rentals

(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. 1 hour 14 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 / 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

1 / 12

Edgartown House - 10.8 miles away

  • 4
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

$328.00

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from $328.00 / night

1 / 29

Falmouth House - 16.2 miles away

  • 7
  • 12
  • 1 night min
  • Ask about children
  • Ask about pets

$1,357.00

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from $1,357.00 / night

1 / 25

Falmouth House - 15.7 miles away

  • 4
  • 12
  • 1 night min
  • Ask about children
  • Ask about pets

$500.00

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from $500.00 / night

1 / 14

Falmouth House - 15.2 miles away

  • 2
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$242.00

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from $242.00 / night

1 / 5

Falmouth House - 15.4 miles away

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Pet friendly

$929.00

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from $929.00 / night