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Search results; Over 1,000 homes in Chilmark

Top guest favourite

Guest house in Chlmark

4-Season Guest House on Historic Chilmark Estate

1 bedroom, 1 bed, 1 private bathroom

20–25 Sept

$2,135 SGD for 5 nights

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4.99 out of 5 average rating, 112 reviews

Top guest favourite

Home in Chilmark

Cool, Mid Century House -- Lucy Vincent Beach!

4 bedrooms, 5 beds

17–22 Jul

$7,914 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 44 reviews

Top guest favourite

Cottage in Chilmark

Walk to the beach: Charming Menemsha Cottage

3 bedrooms, 4 beds

5–12 Sept

$7,548 SGD for 7 nights

5.0 out of 5 average rating, 65 reviews

Top guest favourite

Home in Chilmark

Fun, Authentic, Waterfront Cottage/air conditioned

2 bedrooms, 4 beds

28 Sept – 3 Oct

$4,941 SGD for 5 nights

Free cancellation

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

20–25 Sept

Free cancellation

5.0 out of 5 average rating, 16 reviews

Guest favourite

Home in West Tisbury

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

3 bedrooms, 6 beds

19–24 Jul

$5,178 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 9 reviews

Guest favourite

Home in Chilmark

The Blueberry House on Martha’s Vineyard

2 bedrooms, 2 beds

30 Aug – 4 Sept

$4,568 SGD for 5 nights

5.0 out of 5 average rating, 25 reviews

Top guest favourite

Home in Chilmark

2 BR-Private guest house

2 bedrooms, 2 queen beds

18–23 Jul

$4,201 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 90 reviews

Guest favourite

Home in Chilmark

Chilmark Cape in private wooded setting

4 bedrooms, 5 beds

31 Aug – 5 Sept

$4,575 SGD for 5 nights

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

$2,516 SGD for 5 nights

4.95 out of 5 average rating, 98 reviews

Top guest favourite

Guest house in Chilmark

Beautiful Guest House in Chilmark

1 bedroom, 1 bed

2–7 Sept

$2,669 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 235 reviews

Top guest favourite

Home in Chilmark

Renovated Barn in Chilmark 3BR

3 bedrooms, 4 beds

22–29 Aug

$7,109 SGD for 7 nights

4.99 out of 5 average rating, 106 reviews

Home in Chilmark

Charming North Road Retreat

4 bedrooms, 5 beds

11–18 Jul

$7,548 SGD for 7 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Guest house in West Tisbury

Country cottage walk to Alley's General Store

1 bed

19–24 Jul

Free cancellation

4.99 out of 5 average rating, 103 reviews

Top guest favourite

Home in West Tisbury

Cozy 3BR Cottage with Lambert's Cove Beach access

3 bedrooms, 5 beds

6–11 Sept

$4,232 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Home in Chilmark

Tranquil Chilmark retreat

3 bedrooms, 4 beds

12–19 Jul

$7,319 SGD for 7 nights

5.0 out of 5 average rating, 4 reviews

Superhost

Home in West Tisbury

Private 5BR Vineyard Retreat - Peaceful & Central

5 bedrooms, 8 beds

26–31 Jul

$5,795 SGD for 5 nights

4.93 out of 5 average rating, 14 reviews

Top guest favourite

Home in West Tisbury

Up-Island Escape, Long Point Beach

4 bedrooms, 6 beds

28 Sept – 4 Oct

$4,331 SGD for 6 nights

4.98 out of 5 average rating, 222 reviews

Guest favourite

Home in Chilmark

Private Hilltop Estate with tennis court

4 bedrooms, 4 beds

21–26 Jul

$20,406 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews