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Search results; Over 1,000 homes in Chilmark

Descriptions are based on details hosts provide
Top guest favourite
Guest house in Chilmark
Beautiful Guest House in Chilmark
1 bedroom, 1 bed, 1 private bathroom
2–7 Sept
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4.98 out of 5 average rating, 235 reviews
Top guest favourite
Guest house in Chilmark
Renovated 1800s barn with original beams
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 98 reviews
Top guest favourite
Cottage in Chilmark
Walk to the beach: Charming Menemsha Cottage
3 bedrooms, 4 beds, 3 bathrooms
5–12 Sept
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Guest house in West Tisbury
Vineyard Meadow Artist Studio
3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Home in Chilmark
Cool, Mid Century House -- Lucy Vincent Beach!
4 bedrooms, 5 beds, 3 bathrooms
23–28 Jul
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Home in West Tisbury
Writer’s cottage with a hot tub
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.97 out of 5 average rating, 61 reviews
Guest favourite
Guest suite in West Tisbury
Modern barn suite with an outdoor shower
1 bed, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 128 reviews
Guest favourite
Boutique hotel in Chilmark
Astilbe Room @ Beach Plum Inn
1 bedroom, 1 bed, 1 bathroom
22–27 Jul
4.86 out of 5 average rating, 7 reviews
Guest favourite
Place to stay in Aquinnah
Water View "Tower" Room on Martha's Vineyard
1 bedroom, 1 bed, WC
20–25 Sept
4.83 out of 5 average rating, 239 reviews
Guest favourite
Home in West Tisbury
Historic 1743 farmhouse on an acre
4 bedrooms, 6 beds, 2 bathrooms
18–25 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest suite in West Tisbury
Private hot tub on 3 wooded acres
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Jul
4.97 out of 5 average rating, 90 reviews
Guest favourite
Guest suite in West Tisbury
Pastoral horse farm with beach pass
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Sept
4.88 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in West Tisbury
Cozy Cottage
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.96 out of 5 average rating, 77 reviews
Guest favourite
Cottage in Chilmark
Ocean-view cottage with private beach passes
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in West Tisbury
Post-and-beam cottage on 2 secluded acres
3 bedrooms, 3 beds, 1 bathroom
12–17 Nov
4.98 out of 5 average rating, 170 reviews
Top guest favourite
Home in Chilmark
Fun, Authentic, Waterfront Cottage/air conditioned
2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Guest house in West Tisbury
Charming W. Tisbury Studio Guest Cottage
2 beds, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Aquinnah
Ocean view, walk to Lobsterville Beach
4 bedrooms, 7 beds, 4 bathrooms
18–24 Jul
4.84 out of 5 average rating, 25 reviews
Guest favourite
Guest house in West Tisbury
Vineyard cottage with a private backyard
1 bedroom, 1 queen bed, 1 bathroom
18–25 Jul
5.0 out of 5 average rating, 7 reviews