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Chilmark Vacation Home Rentals(155)

155 Results
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 8
(3)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
(4)
5 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(5)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(3)
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 Reviews
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(4)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(3)
3 - 7 night minimum stay
  • 6 BR,
  • 2 BA,
  • Sleeps 12
(6)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
1 Review
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(4)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
1 Review
5 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
$5,000 - $7,500
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
1 Review
7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
$3,500 - $8,700
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
$10,000 - $20,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 9
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Recent Chilmark Reviews

Great big wonderful stay!

5 of 5
We have just had our third wonderful summer stay at Tavanage. It continues to be a perfectly magical house for us. We cook cook cook in the spacious kitchen, lounge on the ever-so-peaceful back porch, and sleep cozily in all six bedrooms - we are a big brood and it's so great to have all that room to spread out. Our stay at Tavanage always feels like coming home, even the first year. It has the history and heritage of the island, as well as the modern amenities we can't seem to do without. Grilling out back is easy and relaxing, as is company for cocktails on the porch. And, as in past years, we have found that the location turns out to be ideal. Peaceful on Middle Road, and a short ride to either Alley's, the beaches, the docks at Menemsha. Everything within reach. We love our "home" at Tavanage and hope to return for many years to come!
  • Submitted: Aug 13, 2014
  • Stayed: Aug 2014

Amazing stay! Second year in a row!

5 of 5
We love this cottage. Our family of four has come here for the past two years to celebrate the 4th of July. If you love the quiet solitude of Chilmark with easy access to both a pond and gated beach, you will love this rental. We may look at renting the Tower House with is the adjacent larger home. Highly recommend this property!
  • Submitted: Jul 8, 2014
  • Stayed: Jun 2014

Great vacation house!

5 of 5
This is a wonderful vacation home. We love visiting this side of the island, Sheila takes great pride in her home and it shows. The home is clean, fully furnished. The greatest part of this vacation home is the access to the Lucy Vincent beach. Can't wait to visit again this year!
  • Submitted: Mar 22, 2014
  • Stayed: Aug 2013