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Chilmark 3-bedroom Vacation Rentals, Homes & More - 596 Rentals Available.

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596 Vacation rentals

Filters applied: 3+ 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

1 / 33

Chilmark House

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

$1,567.00

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from $1,567.00 / night

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 / 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 / 26

Chilmark House

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

$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 / 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

$400.00

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from $400.00 / 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 / 11

Chilmark House

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

$215.00

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from $215.00 / 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 / 19

Chilmark House

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

$858.00

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from $858.00 / night

1 / 23

Chilmark House

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

$429.00

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from $429.00 / night

1 / 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 / 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

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

$1,143.00

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from $1,143.00 / night

1 / 12

Chilmark House

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

$329.00

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from $329.00 / night

1 / 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 / 11

Chilmark House

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

$500.00

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from $500.00 / 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 / 23

Chilmark House

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

$1,215.00

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from $1,215.00 / 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 / 21

Chilmark House

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

$314.00

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from $314.00 / 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 / 16

Chilmark House

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

$1,071.00

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from $1,071.00 / night

(1)

1 / 22

Chilmark House

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

$357.00

Excellent (1 reviews)

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from $357.00 / 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 / 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 19.6 miles to include more rentals

(18)

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 (18 reviews)

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from $250.00 / night

(10)

1 / 23

Mashpee House - 19.6 miles away

  • 5
  • 16
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“My family truly enjoyed our stay. The proximity to nearby attractions, restaurants, and beaches made it easy to have fun, while the private setting let us really feel that we were "away from it all". This newer home with central A/C was ready for a...”
- Review left on 08/23/2016

$425.00

Excellent (10 reviews)

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from $425.00 / night

1 / 46

Mashpee Cottage - 19.3 miles away

  • 3
  • 8
  • min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 23 minutes

$175.00

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from $175.00 / 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. 1 hour 17 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

(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. 10 minutes

$1,488.00

Very Good (5 reviews)

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from $1,488.00 / 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

(3)

1 / 19

Falmouth House - 15.4 miles away

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

Responds fast! Avg. 3 hours 9 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 / 29

Falmouth House - 15.2 miles away

  • 8
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly

$500.00

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from $500.00 / night