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Search results; Over 1,000 homes in Chilmark

Top guest favourite
Guest house in Chlmark
4-Season Guest House on Historic Chilmark Estate
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.99 out of 5 average rating, 111 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
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
Guest favourite
Home in West Tisbury
Martha’s Vineyard Farmhouse
4 bedrooms, 10 beds, 2 bathrooms
4–11 Jul
5.0 out of 5 average rating, 5 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, 112 reviews
Guest favourite
Guest suite in West Tisbury
The Abode Guest Suite. Private. Newly Renovated.
1 bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 127 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
Cottage in Chilmark
CHILMARK HILLTOP OCEAN VIEW
5 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.85 out of 5 average rating, 20 reviews
Guest favourite
Home in West Tisbury
Light-filled Island Home
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Jul
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Chilmark
Path to Menemsha Beach
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.88 out of 5 average rating, 8 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
Home in Chilmark
Whalehall
3 bedrooms, 4 beds, 2 bathrooms
10–15 Jul
4.75 out of 5 average rating, 4 reviews
Guest favourite
Guest suite in West Tisbury
Quiet West Tisbury 2 BDR Suite
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Jul
4.97 out of 5 average rating, 88 reviews
Superhost
Hotel in Chilmark
Wreath Bungalow @ Beach Plum Inn
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Superhost
Flat in Aquinnah
Quiet & Serene in Aquinnah
2 bedrooms, 2 beds, 1 bathroom
1–8 Jul
4.74 out of 5 average rating, 31 reviews
Top guest favourite
Home in West Tisbury
Secluded Up Island Cottage
3 bedrooms, 3 beds, 1 bathroom
12–17 Nov
4.98 out of 5 average rating, 170 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
Guest house in West Tisbury
Bright Summer Cottage
1 bedroom, 1 queen bed, 1 bathroom
14–21 Jul
5.0 out of 5 average rating, 5 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