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Chilmark 2-bedroom Vacation Rentals, Homes & More - 351 Rentals Available.

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351 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 31

Chilmark House

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

$571.00

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from $571.00 / night

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1 / 11

Chilmark House

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

$179.00

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from $179.00 / night

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1 / 19

Chilmark House

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

$858.00

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from $858.00 / night

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(1)

1 / 12

Chilmark House

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

$243.00

Very Good (1 reviews)

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from $243.00 / night

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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

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1 / 16

Chilmark House

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

$714.00

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from $714.00 / night

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1 / 28

Chilmark House

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

$437.00

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from $437.00 / night

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1 / 16

Chilmark House

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

$1,071.00

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from $1,071.00 / night

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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

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1 / 18

Chilmark House

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

$286.00

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from $286.00 / night

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Your search has been expanded 18.7 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

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(19)

1 / 31

Falmouth House - 17.2 miles away

  • 5
  • 10
  • min stay varies
  • Ask about children
  • Private garden
“The Old Stone Barn is a charming home, with a fantastic view down to Buzzard's Bay and plenty of space for a large family or group of friends to gather. The home is also well appointed and conveniently located with easy access to the bike path, the...”
- Review left on 08/30/2016

$250.00

Excellent (19 reviews)

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from $250.00 / night

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(3)

1 / 23

Falmouth House - 18.6 miles away

  • 4
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“Welcoming place. My family and I had had a good time staying at this place. Bedrooms were good size, layout of the kitchen and living room were nice along with the interior decoration. They had bikes which we took for a good ride to the beach about 2...”
- Review left on 09/14/2015

$430.00

Very Good (3 reviews)

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from $430.00 / night

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(1)

1 / 16

Falmouth House - 18.7 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$430.00

Excellent (1 reviews)

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from $430.00 / night

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(5)

1 / 49

Falmouth House - 16.4 miles away

  • 5
  • 15
  • 4 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 7 minutes

$1,488.00

Very Good (5 reviews)

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from $1,488.00 / night

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(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. 47 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

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(3)

1 / 19

Falmouth House - 15.4 miles away

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

Responds fast! Avg. 2 hours 56 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

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1 / 12

Oak Bluffs House - 10.8 miles away

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

$315.00

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from $315.00 / night

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1 / 23

Edgartown House - 13.3 miles away

  • 3
  • 10
  • min stay varies
  • Ask about children
  • Air conditioning

$571.00

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from $571.00 / night

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1 / 22

Falmouth House - 15.8 miles away

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$428.00

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from $428.00 / night

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1 / 40

Falmouth House - 15.7 miles away

  • 13
  • 23
  • 1 night min
  • Ask about children
  • Ask about pets

$1,428.00

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from $1,428.00 / night

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1 / 21

Falmouth House - 16 miles away

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$285.00

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from $285.00 / night

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1 / 29

Falmouth House - 16.8 miles away

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$285.00

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from $285.00 / night

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1 / 70

Falmouth House - 17.3 miles away

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

$542.00

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from $542.00 / night

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1 / 19

Falmouth House - 13.7 miles away

  • 5
  • 10
  • 1 night min
  • Ask about children
  • Ask about pets

$571.00

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from $571.00 / night

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1 / 28

Dartmouth House - 17.2 miles away

  • 4
  • 10
  • 1 night min
  • Ask about children
  • Pet friendly

$535.00

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from $535.00 / night

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1 / 36

Falmouth House - 17.9 miles away

  • 9
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,715.00

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from $1,715.00 / night

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(1)

1 / 34

Falmouth House - 15.7 miles away

  • 5
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$785.00

Excellent (1 reviews)

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from $785.00 / night

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1 / 23

Falmouth House - 14.8 miles away

  • 4
  • 10
  • 1 night min
  • Ask about children
  • Ask about pets

$571.00

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from $571.00 / night

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1 / 25

Falmouth House - 15.7 miles away

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

$714.00

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from $714.00 / night

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(4)

1 / 18

Falmouth House - 17 miles away

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$400.00

Excellent (4 reviews)

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from $400.00 / night

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1 / 24

Falmouth House - 16.8 miles away

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$364.00

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from $364.00 / night

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(1)

1 / 30

Falmouth House - 14.3 miles away

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$685.00

Excellent (1 reviews)

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from $685.00 / night

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1 / 30

Falmouth House - 15.7 miles away

  • 6
  • 12
  • 1 night min
  • Ask about children
  • Ask about pets

$428.00

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from $428.00 / night

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1 / 20

Falmouth House - 15.5 miles away

  • 2
  • 4
  • 1 night min
  • Ask about children
  • Pet friendly

$929.00

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from $929.00 / night

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1 / 28

Falmouth House - 15.9 miles away

  • 7
  • 19
  • 1 night min
  • Ask about children
  • Ask about pets

$1,428.00

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from $1,428.00 / night

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1 / 14

Falmouth House - 15.2 miles away

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

$285.00

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from $285.00 / night

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1 / 46

Falmouth House - 18.2 miles away

  • 5
  • 12
  • 1 night min
  • Ask about children
  • Ask about pets

$1,285.00

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from $1,285.00 / night

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(1)

1 / 10

Falmouth Farmhouse - 18.7 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$131.00

Excellent (1 reviews)

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from $131.00 / night

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(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

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