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

Search results; Over 1,000 homes in Chilmark

Superhost

Cottage in Chilmark

Pilot House- The Famous Menemsha Inn Cottage

1 bedroom, 2 beds, 1 private bathroom

20–27 Sept

,

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Guest house in Chilmark

Beautiful Guest House in Chilmark

1 bedroom, 1 bed, 1 bathroom

2–7 Sept

$2,664 SGD for 5 nights

Free cancellation

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, 3 bathrooms

5–12 Sept

$7,535 SGD for 7 nights

5.0 out of 5 average rating, 65 reviews

Top guest favourite

Guest house in West Tisbury

Vineyard Meadow Artist Studio

3 beds, 1 bathroom

20–25 Sept

$1,713 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 113 reviews

Guest favourite

Guest suite in West Tisbury

The Abode Guest Suite. Private. Newly Renovated.

1 bed, 1 bathroom

13–18 Sept

$1,561 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 128 reviews

Home in Chilmark

Tranquil Chilmark retreat

3 bedrooms, 4 beds, 2 bathrooms

12–19 Jul

$7,307 SGD for 7 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Guest house in Chilmark

Beautifully Renovated 1800s Chilmark Barn

2 bedrooms, 3 beds, 1 bathroom

16–21 Aug

$2,512 SGD for 5 nights

4.95 out of 5 average rating, 98 reviews

Guest favourite

Home in Chilmark

Path to Menemsha Beach

1 bedroom, 1 bed, 1 bathroom

5–10 Jul

$2,851 SGD for 5 nights

Free cancellation

4.88 out of 5 average rating, 8 reviews

Guest favourite

Home in West Tisbury

Martha’s Vineyard Farmhouse

4 bedrooms, 6 beds, 2 bathrooms

11–18 Jul

$10,713 SGD for 7 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Home in West Tisbury

Private 5BR Vineyard Retreat - Peaceful & Central

5 bedrooms, 8 beds, 2 bathrooms

26–31 Jul

$6,127 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 14 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

$3,068 SGD for 5 nights

Free cancellation

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

$8,159 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 44 reviews

Guest favourite

Boutique hotel in Chilmark

Astilbe Room @ Beach Plum Inn

1 bedroom, 1 bed, 1 bathroom

9–14 Jul

$2,539 SGD for 5 nights

Free cancellation

4.86 out of 5 average rating, 7 reviews

Guest favourite

Guest house in West Tisbury

Bright Summer Cottage

1 bedroom, 1 queen bed, 1 bathroom

14–21 Jul

$4,263 SGD for 7 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Home in Chilmark

2 BR-Private guest house

2 bedrooms, 2 queen beds, 1 bathroom

18–23 Jul

$4,232 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 90 reviews

Guest favourite

Guest suite in West Tisbury

Quiet West Tisbury 2 BDR Suite

2 bedrooms, 2 queen beds, 1 bathroom

18–23 Jul

$2,984 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 88 reviews

Guest favourite

Home in Chilmark

Whalehall

3 bedrooms, 4 beds, 2 bathrooms

10–15 Jul

$3,806 SGD for 5 nights

Free cancellation

4.8 out of 5 average rating, 5 reviews

Guest favourite

Cottage in Chilmark

CHILMARK HILLTOP OCEAN VIEW

5 bedrooms, 5 beds, 2 bathrooms

5–10 Jul

$5,357 SGD for 5 nights

4.85 out of 5 average rating, 20 reviews

Superhost

Cottage in Chilmark

Menemsha Inn Water View Cottage

1 bedroom, 2 beds, 1 bathroom

21–26 Jul

$3,576 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 10 reviews