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113 Results
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 7 night min stay
(3)
$4,000 - $7,900
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
$3,500 - $5,000
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
7 night min stay
(4)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
2 Reviews
$1,500 - $3,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(3)
$4,500 - $7,000
per week
7 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
$3,500 - $4,700
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
$7,500
per week
7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
$525 - $571
per night
3 - 7 night min stay
  • 6 BR,
  • 2 BA,
  • Sleeps 12
3 - 7 night min stay
(6)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(6)
  • 4 BR,
  • Sleeps 8
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
1 Review
$1,600 - $1,700
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night min stay
(5)
$1,625
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
7 night min stay
1 Review
$3,500 - $5,500
per week
7 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
2 Reviews
$1,806 - $2,905
per week
7 night min stay
  • 3 BR,
  • Sleeps 6
7 night min stay
2 Reviews
$4,500 - $9,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 9
7 - 14 night min stay
$3,010 - $6,510
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
$6,500 - $7,500
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
(5)
$520 - $643
per night
5 - 7 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 9
5 - 7 night min stay
1 Review
$3,500 - $6,000
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
$3,500 - $7,100
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
$10,000 - $20,000
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
$3,325 - $8,700
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
$3,000 - $9,000
per week
7 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
$2,850 - $7,100
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
 

Recent Chilmark Reviews

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

Perfect slice of the island!!

5 of 5
This home is perfect for a couple. My husband and I were fortunate enough to rent this home for a week. Not only was it immaculate upon arrival but it was everything we had hoped it would be. The location is perfect. The beach was amazing (we highly recommend springing for the LVB sticker if you are staying the week) and we can't say enough about the owner who was not only a wonderful man but very accommodating. We will be back, no question about it. If you want to get away from it all and truly enjoy what the Vineyard has to offer...you found the perfect rental.
  • Submitted: Sep 9, 2014
  • Stayed: Aug 2014