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Search results; Over 1,000 homes in Chilmark

Top guest favourite

Guest house in Chilmark

Beautiful Guest House in Chilmark

1 bedroom, 1 bed

2–7 Sept

$2,667 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 237 reviews

Top guest favourite

Guest house in Chilmark

Beautifully Renovated 1800s Chilmark Barn

2 bedrooms, 3 beds

1–6 Sept

$2,447 SGD for 5 nights

4.95 out of 5 average rating, 99 reviews

Top guest favourite

Guest house in Chlmark

4-Season Guest House on Historic Chilmark Estate

1 bedroom, 1 queen bed

20–25 Sept

$2,078 SGD for 5 nights

4.99 out of 5 average rating, 113 reviews

Guest favourite

Home in Chilmark

Path to Menemsha Beach

1 bedroom, 1 bed

25–30 Aug

$3,659 SGD for 5 nights

Free cancellation

4.88 out of 5 average rating, 8 reviews

Top guest favourite

Guest suite in West Tisbury

The Studio Guest Suite. Private. Newly Renovated.

1 queen bed

30 Aug – 4 Sept

$1,745 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 166 reviews

Guest favourite

Place to stay in Aquinnah

Water View "Tower" Room on Martha's Vineyard

1 bedroom, 1 bed

20–25 Sept

$1,311 SGD for 5 nights

Free cancellation

4.83 out of 5 average rating, 241 reviews

Guest favourite

Home in Chilmark

The Blueberry House on Martha’s Vineyard

2 bedrooms, 2 beds

30 Aug – 4 Sept

$4,360 SGD for 5 nights

5.0 out of 5 average rating, 26 reviews

Superhost

Hotel in Chilmark

Wreath Bungalow @ Beach Plum Inn

1 bedroom, 1 bed

8–13 Oct

$2,664 SGD for 5 nights

Free cancellation

Guest favourite

Home in Aquinnah

MARTHA'S VINEYARD AQUINNAH OCEAN VIEW CLAY PIT RD

4 bedrooms, 7 beds

1–7 Aug

$8,906 SGD for 6 nights

Free cancellation

4.84 out of 5 average rating, 25 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, 46 reviews

Top guest favourite

Cottage in Chilmark

Walk to the beach: Charming Menemsha Cottage

3 bedrooms, 4 beds

5–12 Sept

$7,348 SGD for 7 nights

5.0 out of 5 average rating, 66 reviews

Guest favourite

Home in Aquinnah

Secluded Aquinnah Cottage

1 bedroom, 1 queen bed

1–6 Oct

$3,087 SGD for 5 nights

4.83 out of 5 average rating, 18 reviews

Top guest favourite

Home in West Tisbury

Cozy 3BR Cottage with Lambert's Cove Beach access

3 bedrooms, 5 beds

6–11 Sept

$3,852 SGD for 5 nights

4.88 out of 5 average rating, 8 reviews

Top guest favourite

Home in Chilmark

Renovated Barn in Chilmark 3BR

3 bedrooms, 4 beds

22–29 Aug

$6,919 SGD for 7 nights

4.99 out of 5 average rating, 106 reviews

Top guest favourite

Home in Chilmark

Charming Chilmark Cottage

1 bedroom, 2 beds

13–20 Sept

$4,458 SGD for 7 nights

Free cancellation

4.98 out of 5 average rating, 43 reviews

Cottage in Chilmark

Charming Chilmark cottage with Atlantic view

2 bedrooms, 3 beds

28 Sept – 3 Oct

$4,382 SGD for 5 nights

Pay $0 today

Free cancellation

Guest favourite

Home in Chilmark

Whalehall

3 bedrooms, 4 beds

1–6 Sept

$3,810 SGD for 5 nights

Free cancellation

4.8 out of 5 average rating, 5 reviews

Room in West Tisbury

Explore Martha's Vineyard up island getaway

1 queen bed

24–29 Aug

$2,294 SGD for 5 nights

Pay $0 today

Free cancellation

4.85 out of 5 average rating, 13 reviews