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Search results; Over 1,000 homes in Chilmark

Descriptions are based on details hosts provide
Top guest favourite
Home in Chilmark
2 BR-Private guest house
2 bedrooms, 2 beds, 1 shared bathroom
18–23 Jul
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4.98 out of 5 average rating, 90 reviews
Top guest favourite
Guest house in Chilmark
Beach pass to Lucy Vincent included
4.98 out of 5 average rating, 235 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Sept
Top guest favourite
Guest house in Chilmark
Renovated 1800s barn with original beams
4.95 out of 5 average rating, 98 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in West Tisbury
Wooded artist studio near the beach
4.97 out of 5 average rating, 116 reviews, 3 beds, 1 bathroom
20–25 Sept
Top guest favourite
Home in West Tisbury
Vineyard Meadow Writer's Cottage with Hot Tub
4.97 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Cottage in Chilmark
Renovated 1950s cottage, walk to Menemsha
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 3 bathrooms
5–12 Sept
Guest favourite
Guest suite in West Tisbury
The Abode Guest Suite. Private. Newly Renovated.
4.95 out of 5 average rating, 128 reviews, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Home in Chilmark
Cool, Mid Century House -- Lucy Vincent Beach!
4.95 out of 5 average rating, 44 reviews, 4 bedrooms, 5 beds, 3 bathrooms
23–28 Jul
Guest favourite
Boutique hotel in Chilmark
Private beach passes and harbor views
4.86 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Guest favourite
Guest suite in West Tisbury
Private hot tub on 3 wooded acres
4.97 out of 5 average rating, 90 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Guest favourite
Guest suite in West Tisbury
Two Bedroom Suite on Retired Horse Farm
4.88 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Sept
Guest favourite
Place to stay in Aquinnah
Water View "Tower" Room on Martha's Vineyard
4.83 out of 5 average rating, 239 reviews, 1 bedroom, 1 bed, WC
20–25 Sept
Top guest favourite
Cottage in West Tisbury
Cozy Cottage
4.96 out of 5 average rating, 77 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug
Guest favourite
Home in West Tisbury
Historic 1743 farmhouse on an acre
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 6 beds, 2 bathrooms
18–25 Jul
Top guest favourite
Home in West Tisbury
Secluded Up Island Cottage
4.98 out of 5 average rating, 170 reviews, 3 bedrooms, 3 beds, 1 bathroom
12–17 Nov
Guest favourite
Guest house in West Tisbury
Vineyard cottage with a private backyard
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
18–25 Jul
Guest favourite
Home in Aquinnah
Ocean view, walk to Lobsterville Beach
4.84 out of 5 average rating, 25 reviews, 4 bedrooms, 7 beds, 4 bathrooms
18–24 Jul
Guest favourite
Cottage in Chilmark
Ocean-view cottage with private beach passes
4.9 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in West Tisbury
Former art studio near Long Point Beach
4.89 out of 5 average rating, 189 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Sept