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Chilmark 2-bedroom Vacation Rentals, Homes & More - 40 Rentals Available.

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3 Vacation rentals

Filters applied: 2 Bedrooms

1 / 8

Chilmark House

  • 2
  • 8
  • 7 nights min
  • Ask about children

from $80 / night

1 / 8

Chilmark House

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+

from $286 / night

1 / 8

Chilmark House

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+

from $643 / night

Your search has been expanded 18.6 miles to include more rentals

1 / 21

Menemsha House - 0.8 miles away

  • 4
  • 9
  • Min stay varies
  • Suitable for children age 5+

from $714 / night

1 / 8

Aquinnah House - 3.6 miles away

  • 2
  • 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $357 / night

(1)

1 / 21

West Tisbury House - 8.2 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$250

Excellent (1 reviews)

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from $250 / night

1 / 21

West Tisbury House - 8.2 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $357 / night

1 / 12

West Tisbury House - 8.3 miles away

  • 4
  • 10
  • Min stay varies
  • Suitable for children age 5+

from $343 / night

1 / 21

West Tisbury House - 9.8 miles away

  • 4
  • 6
  • Min stay varies
  • Suitable for children age 5+

from $286 / night

1 / 22

West Tisbury House - 12.1 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+

$2143

Inquire

from $2143 / night

1 / 21

Edgartown House - 13.6 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+

$1014

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from $1014 / night

1 / 22

Edgartown House - 14.1 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

from $607 / night

1 / 20

West Tisbury House - 14.1 miles away

  • 4
  • 9
  • Min stay varies
  • Suitable for children age 5+

from $429 / night

1 / 20

Vineyard Haven House - 15.2 miles away

  • 4
  • 10
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $529 / night

1 / 20

Oak Bluffs House - 15.5 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $786 / night

1 / 13

Vineyard Haven House - 15.9 miles away

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+

from $857 / night

1 / 12

Edgartown House - 16.9 miles away

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

from $286 / night

1 / 15

Vineyard Haven House - 16.9 miles away

  • 3
  • 6
  • Min stay varies
  • Suitable for children age 5+

from $679 / night

1 / 19

Edgartown House - 17 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $429 / night

1 / 19

Edgartown House - 17.1 miles away

  • 3
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $171 / night

1 / 15

Edgartown House - 17.1 miles away

  • 3
  • 6
  • Min stay varies
  • Suitable for children age 5+

from $143 / night

1 / 15

Edgartown House - 17.1 miles away

  • 3
  • 6
  • Min stay varies
  • Suitable for children age 5+

from $171 / night

(2)

1 / 9

Vineyard Haven House - 17.2 miles away

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

$225

Very Good (2 reviews)

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from $225 / night

1 / 9

Oak Bluffs House - 17.2 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $929 / night

1 / 18

Oak Bluffs House - 17.2 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $286 / night

(1)

1 / 16

Edgartown House - 17.4 miles away

  • 3
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$200

Average (1 reviews)

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from $200 / night

1 / 14

Vineyard Haven House - 17.5 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $357 / night

1 / 24

Vineyard Haven House - 17.7 miles away

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $325 / night

(1)

1 / 18

Vineyard Haven House - 17.8 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

$286

Very Good (1 reviews)

Inquire

from $286 / night

1 / 12

Edgartown House - 17.8 miles away

  • 4
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

from $214 / night

1 / 21

Oak Bluffs House - 17.9 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $629 / night

1 / 18

Oak Bluffs House - 17.9 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $714 / night

1 / 21

Oak Bluffs House - 17.9 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $357 / night

1 / 16

Edgartown House - 17.9 miles away

  • 4
  • 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $500 / night

(1)

1 / 7

Edgartown Townhouse - 18 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children

Inquire for Rates

Very Good (1 reviews)

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Pricing unknown

1 / 11

Oak Bluffs House - 18.2 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children

from $157 / night

(1)

1 / 18

Edgartown House - 18.2 miles away

  • 3
  • 6
  • Min stay varies
  • Suitable for children age 5+

$214

Very Good (1 reviews)

Inquire

from $214 / night

1 / 13

Edgartown House - 18.3 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

from $157 / night

1 / 11

Edgartown House - 18.5 miles away

  • 3
  • 8
  • Min stay varies
  • Suitable for children age 5+

from $257 / night

1 / 28

Edgartown House - 18.6 miles away

  • 4
  • 10
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $786 / night