We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Chilmark

Top guest favourite

Guest house in Chilmark

Beautiful Guest House in Chilmark

1 bedroom, 1 bed, 1 private bathroom

2–7 Sept

$2,667 SGD for 5 nights

,

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

5–12 Sept

$7,544 SGD for 7 nights

5.0 out of 5 average rating, 63 reviews

Guest favourite

Home in Chilmark

Secluded 3 bedroom home with private beach access

4 bedrooms, 5 beds

20–25 Sept

Free cancellation

5.0 out of 5 average rating, 16 reviews

Top guest favourite

Home in Chilmark

Fun, Authentic, Waterfront Cottage/air conditioned

2 bedrooms, 4 beds

28 Sept – 3 Oct

$4,938 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 45 reviews

Guest favourite

Home in Chilmark

The Blueberry House on Martha’s Vineyard

2 bedrooms, 2 beds

30 Aug – 4 Sept

$5,022 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 25 reviews

Top guest favourite

Home in Chilmark

Cool, Mid Century House -- Lucy Vincent Beach!

4 bedrooms, 5 beds

6–11 Jul

$6,721 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 44 reviews

Guest favourite

Home in Chilmark

Chilmark Cape in private wooded setting

4 bedrooms, 5 beds

5–10 Jul

$7,125 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 68 reviews

Top guest favourite

Guest house in Chilmark

Beautifully Renovated 1800s Chilmark Barn

2 bedrooms, 3 beds

16–21 Aug

$2,515 SGD for 5 nights

4.95 out of 5 average rating, 98 reviews

Home in Chilmark

Charming North Road Retreat

4 bedrooms, 5 beds

9–16 Jul

$7,544 SGD for 7 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Chilmark

2 BR-Private guest house

2 bedrooms, 2 queen beds

18–23 Jul

$4,237 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 90 reviews

Home in Chilmark

Cozy house on private beach

1 bedroom, 2 beds

25 Aug – 1 Sept

$5,334 SGD for 7 nights

Free cancellation

Guest favourite

Home in West Tisbury

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

3 bedrooms, 6 beds

22–27 Aug

$6,751 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 9 reviews

Guest favourite

Home in West Tisbury

Tranquil & Private Waterfront Great Pond home

3 bedrooms, 4 beds

5–10 Jul

$8,839 SGD for 5 nights

4.96 out of 5 average rating, 28 reviews

Top guest favourite

Home in West Tisbury

Cozy 3BR Cottage with Lambert's Cove Beach access

3 bedrooms, 5 beds

6–11 Sept

$4,229 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 7 reviews

Top guest favourite

Home in Chilmark

Renovated Barn in Chilmark 3BR

3 bedrooms, 4 beds

22–29 Aug

$7,105 SGD for 7 nights

4.99 out of 5 average rating, 106 reviews

Guest favourite

Home in Chilmark

Path to Menemsha Beach

1 bedroom, 1 bed

5–10 Jul

$2,561 SGD for 5 nights

Free cancellation

4.88 out of 5 average rating, 8 reviews

Guest favourite

Home in Chilmark

Historic Brick Barn in Chilmark

2 bedrooms, 3 beds

17–22 Sept

$6,363 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 55 reviews

Guest favourite

Place to stay in Aquinnah

Water View "Tower" Room on Martha's Vineyard

1 bedroom, 1 bed

6–11 Jul

$1,501 SGD for 5 nights

Free cancellation

4.83 out of 5 average rating, 239 reviews

Guest favourite

Home in West Tisbury

Renovated pond view home near Lamberts Cove beach

4 bedrooms, 7 beds

28 Sept – 3 Oct

$4,839 SGD for 5 nights

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 59 reviews