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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

$4,197 SGD for 5 nights

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4.98 out of 5 average rating, 90 reviews

Top guest favourite

Cottage in Chilmark

Walk to the beach: Charming Menemsha Cottage

3 bedrooms, 4 beds, 3 bathrooms

5–12 Sept

$7,540 SGD for 7 nights

5.0 out of 5 average rating, 65 reviews

Top guest favourite

Home in Chilmark

Cool, Mid Century House -- Lucy Vincent Beach!

4 bedrooms, 5 beds, 3 bathrooms

17–22 Jul

$7,905 SGD for 5 nights

4.95 out of 5 average rating, 44 reviews

Top guest favourite

Home in Chilmark

Fun, Authentic, Waterfront Cottage/air conditioned

2 bedrooms, 4 beds, 1 bathroom

28 Sept – 3 Oct

$4,935 SGD for 5 nights

4.98 out of 5 average rating, 45 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

The Blueberry House on Martha’s Vineyard

2 bedrooms, 2 beds, 2 bathrooms

30 Aug – 4 Sept

$4,563 SGD for 5 nights

5.0 out of 5 average rating, 25 reviews

Top guest favourite

Guest house in Chilmark

Beautifully Renovated 1800s Chilmark Barn

2 bedrooms, 3 beds, 1 bathroom

16–21 Aug

$2,445 SGD for 5 nights

4.95 out of 5 average rating, 98 reviews

Guest favourite

Home in Chilmark

Chilmark Cape in private wooded setting

4 bedrooms, 5 beds, 2 bathrooms

31 Aug – 5 Sept

$4,570 SGD for 5 nights

4.85 out of 5 average rating, 68 reviews

Home in Chilmark

Charming North Road Retreat

4 bedrooms, 5 beds, 4 bathrooms

11–18 Jul

$7,341 SGD for 7 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Guest house in Chilmark

Beautiful Guest House in Chilmark

1 bedroom, 1 bed, 1 bathroom

2–7 Sept

$2,666 SGD for 5 nights

4.98 out of 5 average rating, 235 reviews

Top guest favourite

Home in Chilmark

Renovated Barn in Chilmark 3BR

3 bedrooms, 4 beds, 2 bathrooms

22–29 Aug

$7,101 SGD for 7 nights

4.99 out of 5 average rating, 106 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

$4,899 SGD for 5 nights

4.95 out of 5 average rating, 20 reviews

Guest favourite

Home in West Tisbury

3BR Home, Fenced Yard, Free use of car, Pets ok!

3 bedrooms, 6 beds, 2 bathrooms

19–24 Jul

$5,173 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 9 reviews

Guest favourite

Home in West Tisbury

Renovated pond view home near Lamberts Cove beach

4 bedrooms, 7 beds, 3 bathrooms

1–6 Aug

$8,849 SGD for 5 nights

4.98 out of 5 average rating, 59 reviews

Home in Chilmark

Tranquil Chilmark retreat

3 bedrooms, 4 beds, 2 bathrooms

12–19 Jul

$7,311 SGD for 7 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in West Tisbury

Cozy 3BR Cottage with Lambert's Cove Beach access

3 bedrooms, 5 beds, 2.5 bathrooms

6–11 Sept

$4,227 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Superhost

Home in West Tisbury

Private 5BR Vineyard Retreat - Peaceful & Central

5 bedrooms, 8 beds, 2 bathrooms

26–31 Jul

$5,635 SGD for 5 nights

4.93 out of 5 average rating, 15 reviews

Guest favourite

Home in West Tisbury

Martha’s Vineyard Farmhouse

4 bedrooms, 6 beds, 2 bathrooms

18–25 Jul

$11,005 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Place to stay in Aquinnah

Water View "Tower" Room on Martha's Vineyard

1 bedroom, 1 bed, Toilet with sink

20–25 Sept

$1,310 SGD for 5 nights

4.83 out of 5 average rating, 239 reviews