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Search results; Over 1,000 homes in Chilmark

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
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, 63 reviews
Superhost
Cottage in Chilmark
Menemsha Cottage
1 bedroom, 1 king bed, 1 bathroom
17–24 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Chilmark
Secluded 3 bedroom home with private beach access
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 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, 44 reviews
Top guest favourite
Guest house in Chilmark
Beautifully Renovated 1800s Chilmark Barn
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 98 reviews
Guest favourite
Home in Chilmark
The Blueberry House on Martha’s Vineyard
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Chilmark
Chilmark Cape in private wooded setting
4 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
4.85 out of 5 average rating, 68 reviews
Home in Chilmark
Charming North Road Retreat
4 bedrooms, 5 beds, 4 bathrooms
9–16 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in West Tisbury
Private West Tisbury House on Freshwater Pond
3 bedrooms, 5 beds, 2 bathrooms
12–19 Sept
4.91 out of 5 average rating, 45 reviews
Top guest favourite
Home in Chilmark
Cool, Mid Century House -- Lucy Vincent Beach!
4 bedrooms, 5 beds, 3 bathrooms
6–11 Jul
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Home in West Tisbury
Vineyard Meadow Writer's Cottage with Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Guest house in Chilmark
Beautiful Guest House in Chilmark
1 bedroom, 1 bed, 1 bathroom
2–7 Sept
4.98 out of 5 average rating, 233 reviews
Guest favourite
Home in Aquinnah
Peaceful Water-View Home with Large Deck & Balcony
3 bedrooms, 3 queen beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Place to stay in Aquinnah
Water View "Tower" Room on Martha's Vineyard
1 bedroom, 1 bed, Toilet with sink
6–11 Jul
4.83 out of 5 average rating, 239 reviews
Top guest favourite
Home in Chilmark
Renovated Barn in Chilmark 3BR
3 bedrooms, 4 beds, 2 bathrooms
22–29 Aug
4.99 out of 5 average rating, 106 reviews
Home in West Tisbury
Charming and Spacious Home in the Heart of MV
3 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
4.83 out of 5 average rating, 47 reviews
Top guest favourite
Guest suite in West Tisbury
The Loft Guest Suite. Private. Newly Renovated.
1 queen bed, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 173 reviews
Guest favourite
Room in West Tisbury
The Heart of West Tisbury
1 queen bed, 1 bathroom
8–13 Jul
4.92 out of 5 average rating, 64 reviews