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Our top choices for Chilmark vacation homes
1. NEW Construction: a Love Letter to Martha's Vineyard
NEW Construction: a Love Letter to Martha's VineyardWest Tisbury
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous house! Had everything to make our stay comfortable. Off the beaten track but in the best way! Loved it. Can’t wait to return!"
Linda B.
The price is ￥60,599
￥149,269 total
includes taxes & fees
Aug 31 - Sep 1
3. Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!Fairhaven
9.6 out of 10, Exceptional, (39 reviews)
"We were looking for a weekend away from home, and we're lucky to find this place available. We got great recommendations for places to eat nearby, and were able to enjoy the area. We'd stay here again!"
Zachary S.
The price is ￥36,989
￥81,404 total
includes taxes & fees
Aug 4 - Aug 5
4. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!Oak Bluffs
6.8 out of 10, (9 reviews)
"We had a perfect pre-/off-season stay with plenty of sleeping space. The location is fantastic—right between Vineyard Haven and Edgartown—making it easy to bike to both, plus there’s a beach across the street. The WiFi wasn’t working when we first arrived, but the owner was incredibly responsive and went above and beyond to fix it quickly. We’ll definitely be back!"
Bethann N.
The price is ￥43,600
￥104,611 total
includes taxes & fees
Sep 2 - Sep 3
5. NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!Tisbury
10.0 out of 10, Exceptional, (18 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
Jennifer T.
The price is ￥125,133
￥229,968 total
includes taxes & fees
Aug 17 - Aug 18
6. New 4 BR house near center and beaches with bikes
New 4 BR house near center and beaches with bikesKatama
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful home in a beautiful neighborhood. Loved our stay!"
Susan M.
The price is ￥173,140
￥333,875 total
includes taxes & fees
Aug 31 - Sep 1
7. MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!Oak Bluffs
9.6 out of 10, Exceptional, (10 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
Swathanthra M.
The price is ￥424,980
￥622,564 total
includes taxes & fees
Aug 7 - Aug 8
8. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!Oak Bluffs
9.6 out of 10, Exceptional, (7 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
Louis R.
The price is ￥134,577
￥242,099 total
includes taxes & fees
Sep 2 - Sep 3
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chilmark Hotel Reviews
Vineyard Harbor Motel - Private Beach
10/10 Excellent
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