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Search results; Over 1,000 homes in Chilmark

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Home in Chilmark
Cozy Waterfront Cottage, Newly Remodeled!
4 bedrooms, 4 beds, 2 private bathrooms
30 Aug – 6 Sept
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4.85 out of 5 average rating, 68 reviews
Top guest favourite
Guest house in Chilmark
Beautiful Guest House in Chilmark
4.98 out of 5 average rating, 233 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Sept
Top guest favourite
Cottage in Chilmark
Walk to the beach: Charming Menemsha Cottage
5.0 out of 5 average rating, 63 reviews, 3 bedrooms, 4 beds, 3 bathrooms
5–12 Sept
Home in Chilmark
Tranquil Chilmark retreat
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–12 Jul
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
Guest favourite
Home in Chilmark
Path to Menemsha Beach
4.88 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Guest favourite
Home in West Tisbury
Martha’s Vineyard Farmhouse
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 10 beds, 2 bathrooms
11–18 Jul
Top guest favourite
Guest house in West Tisbury
Vineyard Meadow Artist Studio
4.97 out of 5 average rating, 113 reviews, 3 beds, 1 bathroom
20–25 Sept
Top guest favourite
Guest suite in West Tisbury
The Loft Guest Suite. Private. Newly Renovated.
4.94 out of 5 average rating, 173 reviews, 1 bed, 1 bathroom
6–11 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
6–11 Jul
Guest favourite
Home in Aquinnah
Peaceful Water-View Home with Large Deck & Balcony
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Boutique hotel in Chilmark
Astilbe Room @ Beach Plum Inn
4.86 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Jul
Guest favourite
Guest house in West Tisbury
Bright Summer Cottage
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
14–21 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
6–11 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
10–15 Jul
Guest favourite
Home in West Tisbury
Light-filled Island Home
4.94 out of 5 average rating, 18 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
21–26 Jul
Guest favourite
Guest suite in West Tisbury
Quiet West Tisbury 2 BDR Suite
4.97 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
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
Home in Chilmark
Whalehall
4.8 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Jul