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Search results; Over 1,000 places in Chilmark

Guest favourite
Farm stay in Chilmark
The Cottage at Rockrose Farm
1 bed
7–12 Nov
4.96 out of 5 average rating, 23 reviews
Home in Chilmark
Gorgeous 4BR Oceanview | Private Pool | Deck | W/D
6 beds
27 May – 1 Jun
4.44 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Chilmark
Walk to the beach: Charming Menemsha Cottage
4 beds
2–7 Jun
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Chilmark
The Blueberry House on Martha’s Vineyard
2 beds
20–25 Apr
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Chilmark
Renovated Barn in Chilmark 3BR-help w/boat tickets
4 beds
20–25 Apr
4.99 out of 5 average rating, 87 reviews
Guest favourite
Place to stay in Aquinnah
Water View "Tower" Room on Martha's Vineyard
1 bed
19–24 Apr
4.82 out of 5 average rating, 202 reviews
Guest favourite
Guest house in Chilmark
4-Season Guest House on Historic Chilmark Estate
1 queen bed
19–24 Apr
4.99 out of 5 average rating, 77 reviews
Guest favourite
Guest house in Chilmark
Beautiful Guest House in Chilmark
1 bed
20–25 Apr
4.98 out of 5 average rating, 198 reviews
Guest favourite
Guest suite in West Tisbury
Studio Guest Suite in Modern Barn House
1 queen bed
19–24 Apr
4.91 out of 5 average rating, 87 reviews
Guest favourite
Guest house in West Tisbury
Country cottage walk to Alley's General Store
1 bed
12–17 May
5.0 out of 5 average rating, 51 reviews
Guest favourite
Cottage in Chilmark
Vintage Chilmark Retreat
5 beds
3–8 May
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Chilmark
Cozy Waterfront Cottage, Newly Remodeled!
On the beachOcean views,
23–30 Jun
4.88 out of 5 average rating, 40 reviews
Home in Chilmark
The Field House
7 beds
1–6 May
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Chilmark
2 BR-Private guest house with Hot Tub and Fire Pit
2 queen beds
28 Apr – 3 May
5.0 out of 5 average rating, 54 reviews
Superhost
Villa in Chilmark
3 Bedroom house w Guest Cottage off of Middle Road
Access to private beach
13–18 Jun
5.0 out of 5 average rating, 11 reviews
Home in Chilmark
Cool, Mid Century House -- Lucy Vincent Beach!
5 beds
4–9 May
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Aquinnah
Martha's Vineyard Oceanview Retreat
3 beds
20–25 Apr
4.98 out of 5 average rating, 127 reviews
Home in Chilmark
Peaceful dog-friendly 2BR on 3 acres, near beaches
3 beds
21–26 Apr
New place to stay