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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

$4,243 SGD for 5 nights

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4.98 out of 5 average rating, 89 reviews

Top guest favourite

Cottage in Chilmark

Walk to the beach: Charming Menemsha Cottage

3 bedrooms, 4 beds, 3 bathrooms

5–12 Sept

$7,554 SGD for 7 nights

5.0 out of 5 average rating, 63 reviews

Home in Chilmark

Charming North Road Retreat

4 bedrooms, 5 beds, 4 bathrooms

9–16 Jul

$7,554 SGD for 7 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Chilmark

Cool, Mid Century House -- Lucy Vincent Beach!

4 bedrooms, 5 beds, 3 bathrooms

6–11 Jul

$14,085 SGD for 5 nights

4.95 out of 5 average rating, 43 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

Guest favourite

Home in Chilmark

Chilmark Cape in private wooded setting

4 bedrooms, 5 beds, 2 bathrooms

5–10 Jul

$7,134 SGD for 5 nights

4.85 out of 5 average rating, 68 reviews

Guest favourite

Home in Chilmark

The Blueberry House on Martha’s Vineyard

2 bedrooms, 2 beds, 2 bathrooms

30 Aug – 4 Sept

$5,029 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews

Top guest favourite

Guest house in Chilmark

Beautifully Renovated 1800s Chilmark Barn

2 bedrooms, 3 beds, 1 bathroom

16–21 Aug

$2,518 SGD for 5 nights

4.95 out of 5 average rating, 98 reviews

Top guest favourite

Home in Chilmark

Fun, Authentic, Waterfront Cottage/air conditioned

2 bedrooms, 4 beds, 1 bathroom

28 Sept – 3 Oct

$4,945 SGD for 5 nights

4.98 out of 5 average rating, 44 reviews

Home in Chilmark

Tranquil Chilmark retreat

3 bedrooms, 4 beds, 2 bathrooms

5–12 Jul

$7,325 SGD for 7 nights

5.0 out of 5 average rating, 4 reviews

Home in West Tisbury

The ultimate private oasis in West Tisbury- MV.

6 bedrooms, 7 beds, 5.5 bathrooms

4–11 Jul

$24,173 SGD for 7 nights

New place to stay

Guest favourite

Home in Chilmark

Historic Brick Barn in Chilmark

2 bedrooms, 3 beds, 1 bathroom

25–30 Jul

$6,371 SGD for 5 nights

4.98 out of 5 average rating, 55 reviews

Top guest favourite

Guest house in Chilmark

Beautiful Guest House in Chilmark

1 bedroom, 1 bed, 1 bathroom

2–7 Sept

$2,671 SGD for 5 nights

4.98 out of 5 average rating, 233 reviews

Guest favourite

Cottage in Chilmark

Menemsha Ocean View Cottage. Lucy Beach Passes

1 bedroom, 2 beds, 1 bathroom

7–12 Jul

$3,032 SGD for 5 nights

4.88 out of 5 average rating, 8 reviews

Guest favourite

Home in Aquinnah

Modern Aquinnah home close to the beach- 5 beds

4 bedrooms, 5 beds, 2 bathrooms

26 Sept – 1 Oct

$4,884 SGD for 5 nights

4.95 out of 5 average rating, 20 reviews

Superhost

Cottage in Chilmark

Spacious 2 BR Cottage, Ocean View, Path to Beach

2 bedrooms, 4 beds, 1 bathroom

5–10 Jul

$4,432 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Guest favourite

Home in West Tisbury

Tranquil & Private Waterfront Great Pond home

3 bedrooms, 4 beds, 3 bathrooms

5–10 Jul

$8,851 SGD for 5 nights

4.96 out of 5 average rating, 28 reviews

Guest favourite

Cottage in Chilmark

Vintage Chilmark Retreat

3 bedrooms, 5 beds, 2 bathrooms

21–26 Sept

$3,648 SGD for 5 nights

4.95 out of 5 average rating, 39 reviews

Top guest favourite

Home in Chilmark

Renovated Barn in Chilmark 3BR

3 bedrooms, 4 beds, 2 bathrooms

22–29 Aug

$7,115 SGD for 7 nights

4.99 out of 5 average rating, 106 reviews