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Chilmark Rentals

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Price range

Per night

$10 - $500

Chilmark Rentals

57 rentals

ROSSR - Chilmark, Waterview, Private Pool

Chilmark house

4 bedrooms / 3 bathrooms / Sleeps 8

$1,179

1 / 10

Gracious and Spacious Chilmark Home with a Pool

Chilmark house

4 bedrooms / 3 bathrooms / Sleeps 8

$571

1 / 16

BRESP - Waterview, Association Beach

Chilmark house

6 bedrooms / 4 bathrooms / Sleeps 10

$1,214

1 / 23

$929

1 / 34

$357

1 / 12

$1,264

1 / 37

BLASD - A Gem in Chilmark, Impeccably Maintained Home, Multiple Decks and Patio

Chilmark house

4 bedrooms / 4 bathrooms / Sleeps 8

$500

1 / 33

Charming Chilmark 3 Bedroom 3 Bath Vacation Home

Chilmark house

3 bedrooms / 3 bathrooms / Sleeps 6

“Great house for the price” This house is an unexpected surprise. it is very well equipped and was perfect for two couples for the week and a teenager who spent the weekend. Everyone had their privacy, and the house pulled us to congregate outside on t

$345

1 / 10

LORUJ - Spacious Ocean View Home, Private Association Beach - South Shore - Inq

Chilmark house

4 bedrooms / 3 bathrooms / Sleeps 8

$700

1 / 18

ENRIP - Privacy, Lovely Yard, Short Drive to Lucy Vincent Beach

Chilmark house

5 bedrooms / 3 bathrooms / Sleeps 12

$500

1 / 11

LEWDG - Waterfront, Waterview, Walk to Beach, Hi Speed Internet, WiFi

Chilmark house

4 bedrooms / 2 bathrooms / Sleeps 6

$454

1 / 24

MICHA - Chilmark Hilltop Luxury Home, A/C, Wifi Internet

Chilmark house

5 bedrooms / 4 bathrooms / Sleeps 8

$1,221

1 / 33

Chilmark Cottage

Chilmark house

3 bedrooms / 2 bathrooms / Sleeps 6

$167

1 / 5

Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands

Chilmark house

4 bedrooms / 3 bathrooms / Sleeps 8

$1,357

1 / 15

ALDEM - Gorgeous Waterfront Home, Magnificent Views of the Atlantic, Great Kaya

Chilmark house

3 bedrooms / 2 bathrooms / Sleeps 8

$500

1 / 42

KOGAB - Chilmark, South Road, 3 Miles to Lucy Vincent Beach, WiFi

Chilmark house

4 bedrooms / 2 bathrooms / Sleeps 8

$486

1 / 28

Quiet home with beach & dock access, peek-a-boo ocean views!

Chilmark house

2 bedrooms / 1 bathroom / Sleeps 4

$108

1 / 30

TEELK - Menemsha Village Cottage, Walk to Menemsha Beach, A/C, WiFi

Chilmark house

4 bedrooms / 3 bathrooms / Sleeps 8

$350

1 / 23

SAWYW - Designer Luxury with Oustanding Atlantic Ocean Views, Private Beaches,

Chilmark house

5 bedrooms / 5 bathrooms / Sleeps 10

$1,566

1 / 33

Chilmark Vacation Home with Lovely Views and Pool

Chilmark house

6 bedrooms / 4 bathrooms / Sleeps 12

$857

1 / 19

$429

1 / 28

Beautiful, historic farmhouse with shared dock on Chilmark Pond

Chilmark house

4 bedrooms / 2 bathrooms / Sleeps 8

$144

1 / 33

Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Chilmark house

5 bedrooms / 4 bathrooms / Sleeps 12

$786

1 / 30

$357

1 / 13

LEWID - Menemsha Waterfront, Magnificent Views and Private Location, WiFi

Chilmark house

3 bedrooms / 2 bathrooms / Sleeps 6

$571

1 / 26

GIBBT - Large Deck, Wifi, A/C, Conveniently Located in One of The Most Beautifu

Chilmark house

4 bedrooms / 2 bathrooms / Sleeps 8

$214

1 / 11

SPACIOUS AND COMFORTABLE CHILMARK CAPE WITH CENTRAL AIR CONDITIONING

Chilmark house

4 bedrooms / 2 bathrooms / Sleeps 8

$179

1 / 11

PERRG - North Slope Hilltop House. Private yard, Screeen Porch and Patio, All

Chilmark house

3 bedrooms / 2 bathrooms / Sleeps 6

$286

1 / 18

MCAUM - Thoughtfull Architectual Design set Amidst an Estate Property, Bordered

Chilmark house

4 bedrooms / 3 bathrooms / Sleeps 7

$971

1 / 36

HORNP - Squibnocket Farm Waterfront, Private Beach,

Chilmark house

4 bedrooms / 2 bathrooms / Sleeps 9

$1,714

1 / 33

ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND

Chilmark house

6 bedrooms / 4 bathrooms / Sleeps 10

$1,071

1 / 17

Family friendly beach house sleeps 12

Chilmark house

5 bedrooms / 4 bathrooms / Sleeps 12

$800

1 / 9

ATLANTIC OCEAN BREEZES, GLORIOUS VIEWS!

Chilmark house

4 bedrooms / 4 bathrooms / Sleeps 8

$429

1 / 22

ALDEB - Waterfront, Hi Speed Internet

Chilmark house

2 bedrooms / 1 bathroom / Sleeps 4

$357

1 / 24

Charming Chilmark Cottage

Chilmark house

2 bedrooms / 1 bathroom / Sleeps 5

$356

1 / 13

MEINT - Stately Historic Chilmark Home, All Newly updated to Luxury Standards, P

Chilmark house

5 bedrooms / 3 bathrooms / Sleeps 10

$571

1 / 41

$214

1 / 17

MARTHA'S VINEYARD - AUGUST. Menemsha, Chilmark

Chilmark cottage

2 bedrooms / 1 bathroom / Sleeps 3

$228

1 / 12
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