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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, 1 private bathroom

13–18 Sept

£1,606 total

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4.98 out of 5 average rating, 245 reviews

Superhost

Room in Chilmark

Oceanview Inn Room (Single King or Double Queens)

1 king bed, 1 bathroom

13–18 Sept

Free cancellation

New place to stay

Top guest favourite

Cottage in Chilmark

Walk to the beach: Charming Menemsha Cottage

3 bedrooms, 4 beds, 3 bathrooms

14–19 Sept

5.0 out of 5 average rating, 68 reviews

Top guest favourite

Guest house in West Tisbury

Vineyard Meadow Artist Studio

3 beds, 1 bathroom

20–25 Sept

4.98 out of 5 average rating, 123 reviews

Guest favourite

Home in West Tisbury

Light-filled Island Home

4 bedrooms, 5 beds, 3.5 bathrooms

10–15 Sept

£3,126 total

4.95 out of 5 average rating, 20 reviews

Top guest favourite

Home in West Tisbury

Secluded Up Island Cottage

3 bedrooms, 3 beds, 1 bathroom

2–7 Oct

£1,267 total

4.98 out of 5 average rating, 170 reviews

Top guest favourite

Home in Chilmark

Fun, Authentic, Waterfront Cottage/air conditioned

2 bedrooms, 4 beds, 1 bathroom

5–10 Oct

£3,154 total

4.98 out of 5 average rating, 51 reviews

Top guest favourite

Home in Chilmark

South House, Up-Island Living

3 bedrooms, 3 beds, 2 bathrooms

10–17 Sept

£5,819 total

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Guest house in Chilmark

Beautifully Renovated 1800s Chilmark Barn

2 bedrooms, 3 beds, 1 bathroom

10–15 Sept

£1,477 total

4.95 out of 5 average rating, 103 reviews

Top guest favourite

Home in West Tisbury

Vineyard Meadow Writer's Cottage with Hot Tub

3 bedrooms, 4 beds, 2 bathrooms

10–15 Sept

4.97 out of 5 average rating, 64 reviews

Home in Aquinnah

Magical Tree House On Secluded End of Island

3 bedrooms, 3 beds, 1.5 bathrooms

19–24 Sept

£2,687 total

4.83 out of 5 average rating, 24 reviews

Guest favourite

Home in West Tisbury

New West Tisbury home

3 bedrooms, 3 beds, 2.5 bathrooms

11–16 Sept

£3,699 total

4.84 out of 5 average rating, 25 reviews

Guest favourite

Home in West Tisbury

Sweet Spot in Heart of West Tisbury

3 bedrooms, 7 beds, 2 bathrooms

10–15 Sept

£2,566 total

5.0 out of 5 average rating, 54 reviews

Superhost

Home in Chilmark

Evelyn's Menemsha Camp - Best Vineyard View

3 bedrooms, 4 beds, 2 bathrooms

20–25 Sept

£2,935 total

4.85 out of 5 average rating, 20 reviews

Top guest favourite

Home in Chilmark

The Blueberry House on Martha’s Vineyard

2 bedrooms, 2 beds, 2 bathrooms

10–15 Sept

£2,143 total

5.0 out of 5 average rating, 28 reviews

Guest favourite

Home in West Tisbury

Spacious, Private Cape in W. Tisbury

4 bedrooms, 6 beds, 3 bathrooms

14–21 Sept

£5,505 total

5.0 out of 5 average rating, 7 reviews

Guest favourite

Home in Aquinnah

Amazing Views!!Sunsets!!HistoricMV Gem&Lg.RoofDeck

3 bedrooms, 5 beds, 2 bathrooms

16–21 Oct

£1,505 total

4.89 out of 5 average rating, 54 reviews

Top guest favourite

Home in Aquinnah

Oceanview Beachwalk Cottage

1 bedroom, 2 beds, 1 bathroom

28 Sept – 4 Oct

£1,985 total

4.93 out of 5 average rating, 67 reviews

Guest favourite

Home in Chilmark

Tucked away on Tea Lane, Chilmark

4 bedrooms, 8 beds, 2.5 bathrooms

9–16 Sept

5.0 out of 5 average rating, 25 reviews