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Search results; Over 1,000 homes in Chilmark

Guest favourite

Cottage in Chilmark

Menemsha Ocean View Cottage. Lucy Beach Passes

1 bedroom, 2 beds, 1 private bathroom

1–6 Jul

$3,965 SGD for 5 nights

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4.88 out of 5 average rating, 8 reviews

Top guest favourite

Cottage in Chilmark

Walk to the beach: Charming Menemsha Cottage

3 bedrooms, 4 beds, 3 bathrooms

5–12 Sept

$7,553 SGD for 7 nights

5.0 out of 5 average rating, 62 reviews

Home in Chilmark

Charming North Road Retreat

4 bedrooms, 5 beds, 4 bathrooms

9–16 Jul

$7,553 SGD for 7 nights

5.0 out of 5 average rating, 3 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

Home in Chilmark

Secluded 3 bedroom home with private beach access

4 bedrooms, 5 beds, 2 bathrooms

20–25 Sept

$5,241 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Top guest favourite

Home in Chilmark

2 BR-Private guest house

2 bedrooms, 2 queen beds, 1 bathroom

18–23 Jul

$4,242 SGD for 5 nights

4.98 out of 5 average rating, 89 reviews

Guest favourite

Home in Chilmark

The Blueberry House on Martha’s Vineyard

2 bedrooms, 2 beds, 2 bathrooms

30 Aug – 4 Sept

$5,028 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews

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

Home in Chilmark

Cool, Mid Century House -- Lucy Vincent Beach!

4 bedrooms, 5 beds, 3 bathrooms

6–11 Jul

$14,694 SGD for 5 nights

4.95 out of 5 average rating, 43 reviews

Top guest favourite

Guest house in Chilmark

Beautifully Renovated 1800s Chilmark Barn

2 bedrooms, 3 beds, 1 bathroom

1–6 Sept

$2,518 SGD for 5 nights

4.95 out of 5 average rating, 99 reviews

Top guest favourite

Home in Chilmark

Fun, Authentic, Waterfront Cottage/air conditioned

2 bedrooms, 4 beds, 1 bathroom

28 Sept – 3 Oct

$4,944 SGD for 5 nights

4.98 out of 5 average rating, 43 reviews

Guest favourite

Home in Chilmark

The Charming Cove House

3 bedrooms, 4 beds, 1.5 bathrooms

11–18 Jul

$7,461 SGD for 7 nights

4.95 out of 5 average rating, 19 reviews

Guest favourite

Home in Chilmark

Chilmark Cape in private wooded setting

4 bedrooms, 5 beds, 2 bathrooms

5–10 Jul

$7,133 SGD for 5 nights

4.85 out of 5 average rating, 68 reviews

Home in Chilmark

Tranquil Chilmark retreat

3 bedrooms, 4 beds, 2 bathrooms

5–12 Jul

$7,324 SGD for 7 nights

5.0 out of 5 average rating, 4 reviews

Guest favourite

Home in Chilmark

Path to Menemsha Beach

1 bedroom, 1 bed, 1 bathroom

1–6 Jul

$3,149 SGD for 5 nights

4.88 out of 5 average rating, 8 reviews

Guest favourite

Cottage in Chilmark

CHILMARK HILLTOP OCEAN VIEW

5 bedrooms, 5 beds, 2 bathrooms

1–6 Jul

$5,681 SGD for 5 nights

4.84 out of 5 average rating, 19 reviews

Top guest favourite

Home in West Tisbury

Vineyard Meadow Writer's Cottage with Hot Tub

3 bedrooms, 4 beds, 2 bathrooms

5–10 Jul

4.97 out of 5 average rating, 58 reviews

Guest favourite

Home in Chilmark

Private Hilltop Estate with tennis court

4 bedrooms, 4 beds, 2.5 bathrooms

17–22 Jul

$23,688 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

Top guest favourite

Cottage in West Tisbury

Cozy Cottage

1 bedroom, 2 beds, 1 bathroom

26–31 Aug

$2,060 SGD for 5 nights

4.96 out of 5 average rating, 76 reviews