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Holiday rentals in Martha's Vineyard and Houses - Holiday Lettings - Holiday Rentals Martha's Vineyard

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944 Holiday homes

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Oak Bluffs holiday apartment rental

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £411 / night

£2,876 / week

1 / 8

Holiday apartment in Oak Bluffs

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £391 / night

£2,738 / week

1 / 8

Holiday home in Oak Bluffs

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from £283 / night

£1,980 / week

1 / 27

Holiday home in Edgartown

Edgartown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £373 / night

£2,612 / week

1 / 30

Oak Bluffs holiday cottage let

Oak Bluffs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £195 / night

£1,361 / week

1 / 14

Holiday home rental

Edgartown house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £778 / night

£5,447 / week

1 / 26

Holiday home in Oak Bluffs

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £405 / night

£2,835 / week

1 / 30

Ski home to rent in Vineyard Haven

Vineyard Haven house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £241 / night

£1,688 / week

1 / 23

Edgartown holiday home rental

Edgartown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £322 / night

£2,250 / week

1 / 28

Holiday apartment in Edgartown

Edgartown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £328 / night

£2,296 / week

1 / 7

Edgartown holiday home rental

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £491 / night

£3,438 / week

1 / 21

Home rental in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £378 / night

£2,640 / week

1 / 24

West Tisbury ski home to rent.

West Tisbury house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £254 / night

£1,774 / week

1 / 12

Holiday home in Vineyard Haven

Vineyard Haven house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £382 / night

£2,669 / week

1 / 28

Holiday home in Chilmark

Chilmark house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from £666 / night

£4,660 / week

1 / 30

Holiday cottage in Vineyard Haven

Vineyard Haven cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £392 / night

£2,744 / week

1 / 22

Holiday apartment in West Tisbury

West Tisbury apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £364 / night

£2,548 / week

1 / 11

Holiday home in Vineyard Haven

Vineyard Haven house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £454 / night

£3,174 / week

1 / 30

Edgartown ski home to rent.

Edgartown house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £230 / night

£1,607 / week

1 / 13

Ski cottage to rent in Vineyard Haven

Vineyard Haven cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £362 / night

£2,531 / week

1 / 25

Holiday home in Vineyard Haven

Vineyard Haven house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from £321 / night

£2,244 / week

1 / 30

Edgartown ski home to rent.

Edgartown house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £308 / night

£2,152 / week

1 / 22

Ski home to rent in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £369 / night

£2,577 / week

1 / 13

Oak Bluffs ski home to rent.

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £381 / night

£2,663 / week

1 / 30

Holiday home in Vineyard Haven

Vineyard Haven house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

from £726 / night

£5,079 / week

1 / 24

Holiday cottage rental

Vineyard Haven cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £396 / night

£2,772 / week

1 / 21

Home rental in Vineyard Haven

Vineyard Haven house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £451 / night

£3,157 / week

1 / 26

Oak Bluffs holiday home rental

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £350 / night

£2,445 / week

1 / 26

Holiday home in Oak Bluffs

Oak Bluffs house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,234 / week

1 / 20

Aquinnah holiday home rental

Aquinnah house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £251 / night

£1,756 / week

1 / 28

Cottage rental in Oak Bluffs

Oak Bluffs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £320 / night

£2,239 / week

1 / 26

Holiday home in Edgartown

Edgartown house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £469 / night

£3,283 / week

1 / 30

Edgartown holiday home rental

Edgartown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £251 / night

£1,756 / week

1 / 21

Home rental in Oak Bluffs

Oak Bluffs house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,204 / night

£8,425 / week

1 / 30

Vineyard Haven holiday home rental

Vineyard Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £373 / night

£2,606 / week

1 / 27

Holiday home in Vineyard Haven

Vineyard Haven house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from £920 / night

£6,439 / week

1 / 30

Holiday home in Aquinnah

Aquinnah house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £268 / night

£1,871 / week

1 / 24

Holiday condo in Oak Bluffs

Oak Bluffs condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £343 / night

£2,399 / week

1 / 16

Edgartown ski home to rent.

Edgartown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £353 / night

£2,468 / week

1 / 30

Holiday home in Vineyard Haven

Vineyard Haven house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 8

from £330 / night

£2,307 / week

1 / 30

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Martha's Vineyard holidays

As one of America's top beach destinations on the east coast, Martha's Vineyard is the perfect mix of serene beach bliss with cosmopolitan shopping, dining, and nightlife venues. Relax in your spacious holiday home or enjoy Harbor views and fresh sea air from your deck and backyard. On this island, you are always close to the beach. Spend your days swimming, snorkelling, sailing, or kayaking along the Vineyard's shores, then retreat back to your holiday rental at night and roast s'mores around a beach campfire.

Martha's Vineyard is known for its beautiful rocky coastlines and Aquinnah Cliffs, situated at the end of the island, from Oak Bluffs to the ferry. A National Historic Landmark, the red clay cliffs are part of the Wampanoag reservation land and boast dramatic views of the Vineyard Sound.

While you're visiting, you may want to consider these other sites and activities as well:

  • Take a ride on America's oldest working carrousel: Oak Bluffs is home to the Flying Horses Carrousel, a true antique. Originally constructed in 1876, the carrousel is equipped with 20 beautifully painted horses.
  • See the Lighthouse at Gay Head Cliffs: Watch the sun descend behind this authentic New England lighthouse, still lit by modern day keepers who will lead you up to the top of the tower for spectacular coastal views.
  • Visit the vineyards: Spend a day at Chicama Vineyards, a family owned and operated winery that is known for its serene atmosphere and stunning scenery. Bike ride out to the vineyards, then sample wines in the tasting rooms at your leisure. Break away from the crowds to enjoy this quiet corner of the island with a fantastic wine selection and breath-taking foliage.
  • Visit the Martha's Vineyard Historical Society: Learn more about the culture and history of this beautiful part of Massachusetts.
  • Take a whale watching tour: Join a guided boat trip from the Harbor and have a close encounter with whales, dolphins and other marine life.
  • Go antique shopping: Stroll the quaint side streets and look for finds that date back to the earliest days of American history.

Take a ride on the Martha's Vineyard ferry, enjoy a cup of coffee at a charming village cafe, or indulge in an afternoon of pampering at a luxury spa. At the end of the day, retreat to your beautiful holiday rental and host your family and friends for the evening. No matter what you're looking for, you'll find the perfect holiday rental or cottage that meets your needs in Martha's Vineyard. While you're on the island, be sure to explore the beautiful nearby towns of Aquinnah and Vineyard Haven.

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