filters

Search results; Over 1,000 homes in Chilmark

Photo 1 of 29
Guest favourite
Home in Chilmark
Cozy Waterfront Cottage, Newly Remodeled!
4 bedrooms, 4 beds, 2 private bathrooms
11–16 Oct
,
4.86 out of 5 average rating, 73 reviews
Photo 1 of 29
Superhost
Home in Chilmark
Chilmark Cape in private wooded setting
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.85 out of 5 average rating, 74 reviews
Photo 1 of 29
Top guest favourite
Home in Chilmark
Fun, Authentic, Waterfront Cottage/air conditioned
2 bedrooms, 4 beds, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 51 reviews
Photo 1 of 29
Home in West Tisbury
NEW BUILD: A Love Letter to MV
4 bedrooms, 5 beds, 3.5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 17
Top guest favourite
Home in Chilmark
Renovated Barn in Chilmark 3BR
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.99 out of 5 average rating, 110 reviews
Photo 1 of 29
Superhost
Home in Chilmark
Evelyn's Menemsha Camp - Best Vineyard View
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 20 reviews
Photo 1 of 25
Top guest favourite
Home in Chilmark
The Blueberry House on Martha’s Vineyard
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 29 reviews
Photo 1 of 18
Guest favourite
Home in Chilmark
Quiet, Bright & Open MV home
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 11 reviews
Photo 1 of 19
Guest favourite
Home in Chilmark
Charming North Road Retreat
4 bedrooms, 5 beds, 4 bathrooms
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Photo 1 of 16
Cottage in Chilmark
Charming Chilmark cottage with Atlantic view
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
Photo 1 of 29
Guest favourite
Home in West Tisbury
Sanctuary House: An ocean-view farmhouse retreat
4 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 31 reviews
Photo 1 of 16
Top guest favourite
Home in Chilmark
Historic Brick Barn in Chilmark
2 bedrooms, 3 beds, 1 bathroom
6–11 Jun
4.98 out of 5 average rating, 61 reviews
Photo 1 of 29
Guest favourite
Cottage in Chilmark
CHILMARK HILLTOP OCEAN VIEW
5 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.86 out of 5 average rating, 21 reviews
Photo 1 of 17
Guest favourite
Home in Chilmark
Tucked away on Tea Lane, Chilmark
4 bedrooms, 8 beds, 2.5 bathrooms
20–27 Sept
5.0 out of 5 average rating, 25 reviews
Photo 1 of 29
Top guest favourite
Home in West Tisbury
Charming West Tisbury Home
5 bedrooms, 4 beds, 4.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 18 reviews
Photo 1 of 29
Top guest favourite
Guest house in Chilmark
Beautifully Renovated 1800s Chilmark Barn
2 bedrooms, 3 beds, 1 bathroom
24–29 Sept
4.95 out of 5 average rating, 103 reviews
Photo 1 of 20
Top guest favourite
Home in Chilmark
South House, Up-Island Living
3 bedrooms, 3 beds, 2 bathrooms
21–28 Sept
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Guest favourite
Home in West Tisbury
Spacious, Private Cape in W. Tisbury
4 bedrooms, 6 beds, 3 bathrooms
22–29 Sept
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Guest favourite
Home in Aquinnah
Amazing Views!!Sunsets!!HistoricMV Gem&Lg.RoofDeck
3 bedrooms, 5 beds, 2 bathrooms
16–21 Oct
4.89 out of 5 average rating, 54 reviews