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Search results; Over 1,000 homes in Chilmark

Guest favourite
Home in Chilmark
Cozy Waterfront Cottage, Newly Remodeled!
4 bedrooms, 4 beds, 2 private bathrooms
30 Aug – 6 Sept
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4.86 out of 5 average rating, 69 reviews
Top guest favourite
Guest house in Chilmark
Beautiful Guest House in Chilmark
4.98 out of 5 average rating, 235 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Sept
Top guest favourite
Guest house in West Tisbury
Vineyard Meadow Artist Studio
4.97 out of 5 average rating, 115 reviews, 3 beds, 1 bathroom
20–25 Sept
Top guest favourite
Cottage in Chilmark
Walk to the beach: Charming Menemsha Cottage
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
Guest house in Chilmark
Beautifully Renovated 1800s Chilmark Barn
4.95 out of 5 average rating, 98 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Superhost
Cottage in Chilmark
Menemsha Inn Water View Cottage
4.9 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Guest favourite
Home in Chilmark
Whalehall
4.8 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 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
17–22 Jul
Guest favourite
Home in West Tisbury
Martha’s Vineyard Farmhouse
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 6 beds, 2 bathrooms
18–25 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
Guest suite in West Tisbury
Quiet West Tisbury 2 BDR Suite
4.97 out of 5 average rating, 90 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Superhost
Hotel in Chilmark
Wreath Bungalow @ Beach Plum Inn
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Guest house in West Tisbury
Bright Summer Cottage
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
18–25 Jul
Superhost
Home in Chilmark
Private Chilmark Estate on 3 Acres w/ Guest Suite
4 bedrooms, 5 beds, 4.5 bathrooms
12–19 Jul
Top guest favourite
Home in Chilmark
Fun, Authentic, Waterfront Cottage/air conditioned
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Home in Chilmark
2 BR-Private guest house
4.98 out of 5 average rating, 90 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Guest favourite
Guest house in West Tisbury
Beautiful + Airy MV Barn
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
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, Toilet with sink
20–25 Sept