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Cuttyhunk Rentals

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Price range

Per night

$10 - $500

Rental types

Cuttyhunk Rentals

28 Houses

Price per night from

$429

1 / 28

Enjoy beautiful views of Vineyard Sound!

Menemsha house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$714

1 / 21

LORUA - Waterfront, Central A/C

Aquinnah house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$671

1 / 15

Aquinnah - Vineyard Up-Island Treehouse - Waterviews

Aquinnah house

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$300

1 / 22

GUEST HOUSE WITH STATE OF THE ART KITCHEN & NICE WATERVIEWS.

Aquinnah house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$357

1 / 8

MCCAL - Waterview, A/C, WiFi, Menemsha Pond Access

Menemsha house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$700

1 / 30

11 State Road,

Aquinnah house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

Price per night from

$464

1 / 14

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

Chilmark house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$429

1 / 23

HORNP - Squibnocket Farm Waterfront, Private Beach,

Chilmark house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$1,714

1 / 33

Price per night from

$1,286

1 / 27

ALDEB - Waterfront, Hi Speed Internet

Chilmark house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$357

1 / 24

Gay Head/Aquinnah Beautiful Walk to Beach Home, Oceanview

Aquinnah house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$443

1 / 35

Price per night from

$643

1 / 16

Chilmark Vacation Home with Lovely Views and Pool

Chilmark house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$857

1 / 19

Price per night from

$786

1 / 34

CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE

Chilmark house

2 bedrooms / 1 bathroom / sleeps 4

“Location, location, location” We had a wonderful week at the Klimm house. So much so, we are renting it again next year. The house is very cute and the fact that you can walk to the beach, the market, to The Bite - what more can you ask for? The up

Price per night from

$143

1 / 12

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

Chilmark house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$500

1 / 42

AMAZING BEACH COTTAGE AVAILABLE AUG 5 -12

Westport Point house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$471

1 / 6

Price per night from

$214

1 / 17

BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH

Aquinnah house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$643

1 / 19

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

Chilmark house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$571

1 / 26

Ocean View, Walk to Lobsterville Beach, Aquinnah B

Aquinnah house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$499

1 / 17

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

Chilmark house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,566

1 / 33

ENJOY SUNSETS & WATERVIEWS FROM THIS BEAUTIFUL AQUINNAH HOUSE & GUEST HOUSE

Aquinnah house

7 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$786

1 / 22

Responds fast! avg. 2 hours 16 minutes

Price per night from

$592

1 / 31

KINNE - Easy Breezy Vacation Home with Distant Waterview, Tri-Level Living ****

Aquinnah house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$257

1 / 17

Price per night from

$714

1 / 22

NEW LISTING! Oceanfront cottage w/elevated deck & shared gym-on Menemsha Beach

Chilmark house

4 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 16 minutes

Price per night from

$249

1 / 35
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