Search results; 951 places in Chilmark

Top guest favorite
Guesthouse in Chilmark
4-Season Guest House on Historic Chilmark Estate
1 queen bed
Oct 10 – 15
R35,418 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 96 reviews
Guest favorite
Home in Chilmark
The Gem on Abel’s Hill, Chilmark
5 beds
Jul 14 – 19
R108,401 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Cottage in Chilmark
Charming 1 BR Ocean View Cottage, Path to Beach
Free cancellation
Sep 1 – 6
R53,020 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 12 reviews
Home in Chilmark
Quiet, Bright & Open MV home
6 beds
Jun 23 – 28
R90,799 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Chilmark
Charming Chilmark Cottage
2 beds
Jun 20 – 27
R62,787 ZAR for 7 nights
for 7 nights
4.97 out of 5 average rating, 39 reviews
Home in Chilmark
South House, Up-Island Living
3 beds
Jun 20 – 25
R96,595 ZAR for 5 nights
for 5 nights
New place to stay
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More stays available for your dates

Home in Chilmark
Whalehall
4 beds
Jun 20 – 25
R53,664 ZAR for 5 nights
for 5 nights
Apartment in Aquinnah
Quiet & Serene in Aquinnah
2 beds
Jun 22 – 27
R39,712 ZAR for 5 nights, originally R45,129 ZAR
for 5 nights
4.7 out of 5 average rating, 23 reviews
Superhost
Home in Chilmark
Quintessential Chilmark Retreat
6 beds
Aug 31 – Sep 7
R122,290 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 3 reviews
Cottage in Chilmark
Menemsha Inn Water View Cottage
Free cancellation
Sep 1 – 8
R74,228 ZAR for 7 nights
for 7 nights
4.89 out of 5 average rating, 9 reviews
Guest favorite
Vacation home in Aquinnah
Cozy, comfy, light-filled Martha’s Vineyard home
5 beds
Sep 2 – 7
R60,276 ZAR for 5 nights, originally R96,250 ZAR
for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Cottage in Chilmark
CHILMARK HILLTOP OCEAN VIEW
5 beds
Jun 20 – 25
R75,130 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 16 reviews
Guest favorite
Home in Chilmark
Historic Brick Barn in Chilmark
Free cancellation
Aug 31 – Sep 5
R89,619 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 53 reviews
Superhost
Villa in Chilmark
3 Bedroom house w Guest Cottage off of Middle Road
3 beds
Aug 9 – 16
R250,610 ZAR for 7 nights
for 7 nights
4.94 out of 5 average rating, 16 reviews
Guest favorite
Guesthouse in West Tisbury
Spirit Water Retreat Cottage
1 bed
Jul 11 – 16
R36,599 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 75 reviews
Home in West Tisbury
Historic Farmhouse, Martha’s Vineyard
10 beds
Jun 28 – Jul 3
R80,281 ZAR for 5 nights, originally R109,538 ZAR
for 5 nights
Superhost
Home in West Tisbury
Sunny updated modern house
5 beds
Aug 2 – 9
R89,119 ZAR for 7 nights, originally R97,450 ZAR
for 7 nights
New place to stay
Home in Aquinnah
MARTHA'S VINEYARD AQUINNAH OCEAN VIEW CLAY PIT RD
7 beds
Jul 20 – 26
R128,793 ZAR for 6 nights
for 6 nights
4.79 out of 5 average rating, 19 reviews