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Beach or lakeside relaxation
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540 houses

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Adorable Cottage Walking Distance to Town and Beach

Oak Bluffs house

4 bedrooms / 1 bathroom / sleeps 7

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$214

WATERFRONT HOME WITH PRIVATE BEACH

Oak Bluffs house

7 bedrooms / 4 bathrooms / sleeps 12

“A memorable week at the Vineyard” We had a most enjoyable week - very comfortable accommodation. Everything went smoothly for our son's wedding, even the weather was kind!

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$1,000

Vineyard House - South Beach Down The Street

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

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$547

Perfect Katama Luxury Home with Pool

Edgartown house

4 bedrooms / 4 bathrooms / sleeps 8

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$1,786

WATERFRONT COTTAGE WITH LARGE YARD GREAT FOR SUMMER GAMES

Vineyard Haven house

2 bedrooms / 1 bathroom / sleeps 6

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$425

Charming 3br Getaway in Oak Bluffs

Oak Bluffs house

3 bedrooms / 2 bathrooms / sleeps 6

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$279

Beautiful West Tisbury Home with Association Pool

West Tisbury house

3 bedrooms / 2 bathrooms / sleeps 6

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$329

CASUAL SUMMERTIME SIMPLICITY

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$200

Edgartown - Clean, quiet, and comfortable home close to bike trail

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$492

Oak Bluffs Contemporary Summer Home

Oak Bluffs house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$338

ENJOY WATERVIEWS AND WALK TO THE BEACH FROM THIS LOVELY HOME.

Edgartown house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$271

Chilmark Farmhouse with access to Hancock Beach

Chilmark house

5 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$571

ENJOY BEAUTIFUL VIEWS OF THE ATLANTIC OCEAN FROM THIS KATAMA HOME

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 8

“Vacation with a view....” Great house! Our Family's Favorite. This house has it all! Beautiful, simple furnishings and well maintained through the years. Fantastic location just a hop, skip and a jump from South Beach. Beautiful view of the ocean, you won't want to leave!

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$714

QUINTESSENTIAL VINEYARD COTTAGE WITH VIEW & BEACH-MIZZEN

Edgartown house

2 bedrooms / 1 bathroom / sleeps 3

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$200

BEAUTIFUL CONTEMPORARY CLOSE TO SOUTH BEACH

Edgartown house

4 bedrooms / 3 bathrooms / sleeps 10

“great home” This house is great for 2 families, it has quiet private grounds and 2 living rooms on separate floors, nice kitchen. close to south beach which is dangerous for small tots, but a very clean and beautiful beach.

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$414

PRIVATE WATERFRONT COTTAGE ON LAKE TASHMOO

Vineyard Haven house

4 bedrooms / 2 bathrooms / sleeps 9

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$296

OPEN AND AIRY HOME WITH A LOVELY SCREENED IN PORCH

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 6

“Great home + Great location = Great time” The property was excellent - everything was as advertised and worked fine. We had a couple of minor issues and Sandcastle Realty resolved both w/in a couple of hours. The location was about a mile out of Edgartown and two miles to South Beach. Our party primarily used bicycles for transportation so we had no parking hassles. Worked out great. The owners even followed up w/ a nice thank you note - classy people.

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$286

Nestled in the Woods

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$400

BEAUTIFUL SECLUDED ESCAPE WITH CENTRAL A/C

Oak Bluffs house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$726

LOVELY KATAMA HOME WITH POOL

Edgartown house

6 bedrooms / 4 bathrooms / sleeps 13

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Price per night from

$714

KATAMA VACATION HOME JUST A SHORT DISTANCE TO SOUTH BEACH

Edgartown house

4 bedrooms / 2 bathrooms / sleeps 8

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$229

SHADES OF OLD CHAPPAQUIDDICK STYLE WITH WATERVIEWS OF THE SOUND

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 5

“lovely, older vacation home with amazing view” We haved stayed in this vacation home twice. It is set up very well for a couple and several children or guests. There are lovely views of Edgartown harbor, and Chappy is of course away from the hustle and bustle of the Vineyard "towns". THe kitchen and bathroom are somewhat older but everything works perfectly well. There is a tennis court that is shared among neighbors. Our second summer unfortunately there were several days with bothersome mosquitos around the house. This was not a problem our first summer. We would still stay here again.

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$243

Great Five Bedroom Colonial in Edgartown

Edgartown house

5 bedrooms / 3 bathrooms / sleeps 10

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$429

Beautiful Cape with Pool and Air Conditioning Close to Town

Edgartown house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$429

SET AMOUNG THE TREETOPS ON CHAPPAQUIDDICK'S HIGHEST POINT WITH LOVELY DISTANT

Edgartown house

3 bedrooms / 3 bathrooms / sleeps 6

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$214

WATERFRONT HOME WITH PRIVATE BEACH & TENNIS COURT

Edgartown house

6 bedrooms / 2 bathrooms / sleeps 11

“Private Farm House” This was a beautiful, simple farmhouse in the most beautiful setting. Very private. Lots of comfortable space. I loved the fact that it had no television. The groundskeeper was extremely friendly and helpful. Probably my favorite house and setting during the ten years I have been going to Martha's Vineyard. My only two complaints were (1) The mosquitoes on Chappy were thick and would eat us alive, at times. (2) When we wanted to go back and forth to Martha's Vineyard, we had the additional cost of the ferry...which added up quickly.

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Price per night from

$604