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Chilmark House Rentals(154)

154 Results
  • 3 BR,
  • 1 BA,
  • Sleeps 8
(3)
$4,000 - $5,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
7 night minimum stay
(4)
$3,500 - $6,000
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
$1,500 - $3,500
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(3)
$1,799 - $2,695
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(5)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
2 Reviews
$4,500 - $7,000
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
$2,500 - $2,700
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 6 BR,
  • 2 BA,
  • Sleeps 14
$400 - $786
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(5)
$2,500 - $4,750
per week
7 - 21 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 - 21 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
$1,600 - $1,700
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(5)
  • 6 BR,
  • 2 BA,
  • Sleeps 12
(6)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
1 Review
$1,575
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$2,700 - $2,775
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
$3,500 - $5,500
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
2 Reviews
$5,000 - $7,500
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
$8,500 - $10,500
per week
7 night minimum stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
1 Review
$1,000 - $3,000
per week
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(5)
$5,150 - $9,550
per week
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
$3,825 - $6,775
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 3 HF BA,
  • Sleeps 10
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
28 night minimum stay
$2,925 - $4,125
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 9
7 - 14 night minimum stay
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Recent Chilmark Reviews

Wonderful Sunny and Spacious Vineyard House

5 of 5
Last summer was our fourth summer for us at this house and we plan to return this coming summer. We're two families and we know the Vineyard well and have rented other houses for years There is plenty of privacy here, high ceilings in a living room that opens out into a large sunny deck. Lucy Vincent Beach is a bike ride away and there are miles of hiking trails in Shepherds Meadow just across the street. This is in many ways a "classic" Vineyard house in the best sense of the word. It's away from the road and it's quiet except for the birds, not pretentious but cheerful and relaxing and the owner is helpful and gracious.
  • Submitted: Nov 29, 2014
  • Stayed: Aug 2014

Welcoming And Spacious

5 of 5
We had a lovely stay at this cozy retreat. When it rained we snuggled on the couches as we looked out over the gorgeous greenery and listened to gentle sounds of rain on the roof. There were many good bedrooms, most of which conveniently had an associated bathroom, so there was plenty of space for everyone. The kitchen and dining room in the center of the house truly felt like the heart of the home. We all congregated there often, giving us great family bonding time. The house was stocked with everything we needed, so our vacation couldn't have been made simpler. Best of all, the house is tucked away in a quiet pocket, but still very centrally location in Chilmark. Great house in a great location!
  • Submitted: Nov 20, 2014
  • Stayed: Sep 2014

A place of unique tranquillity

5 of 5
This is a very special house in a magnificent setting. Even by high Vineyard standards, it has extraordinarily vast water views from the expansive deck. And at the same time its wooded setting offers complete privacy: there is no other residence in sight, only treetops. The house itself is elegant and very personal, furnished with treasures from all over the world. It is also robust and proved perfect for our large family group ranging in age from 12 to 84. We loved walking the meandering wooded trail to the Brickyard beach and were often the only people there. We will certainly return and would heartily recommend a stay here to anyone who treasures tranquillity.
  • Submitted: Sep 13, 2014
  • Stayed: Aug 2014