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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
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, 65 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
Guest house in West Tisbury
Vineyard Meadow Artist Studio
3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 114 reviews
Guest favourite
Cottage in Chilmark
Menemsha Ocean View Cottage. Lucy Beach Passes
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.89 out of 5 average rating, 9 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
Home in West Tisbury
Private 5BR Vineyard Retreat - Peaceful & Central
5 bedrooms, 8 beds, 2 bathrooms
26–31 Jul
4.93 out of 5 average rating, 14 reviews
Guest favourite
Guest suite in West Tisbury
The Abode Guest Suite. Private. Newly Renovated.
1 bed, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 128 reviews
Guest favourite
Home in West Tisbury
Martha’s Vineyard Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
11–18 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest suite in West Tisbury
Two Bedroom Suite on Retired Horse Farm
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Jul
4.88 out of 5 average rating, 24 reviews
Top guest favourite
Home in Chilmark
Cool, Mid Century House -- Lucy Vincent Beach!
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
4.95 out of 5 average rating, 44 reviews
Home in West Tisbury
Summer Beach Pass: Wooded Martha's Vineyard Escape
3 bedrooms, 5 beds, 2 bathrooms
11–18 Jul
Top guest favourite
Home in Chilmark
2 BR-Private guest house
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Jul
4.98 out of 5 average rating, 90 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, 45 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, 6 reviews
Guest favourite
Boutique hotel in Chilmark
Astilbe Room @ Beach Plum Inn
1 bedroom, 1 bed, 1 bathroom
8–13 Jul
4.86 out of 5 average rating, 7 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
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
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