Vineyard Haven Rentals

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380 Houses

WATERFRONT COTTAGE WITH LARGE YARD GREAT FOR SUMMER GAMES

Vineyard Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$507

PRIVATE WATERFRONT COTTAGE ON LAKE TASHMOO

Vineyard Haven house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$296

In-Town Vineyard Haven Home

Vineyard Haven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$500

Mink Meadows Guest House

Vineyard Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$271

Vineyard Haven In-Town Luxury With Water Views

Vineyard Haven house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$856

Beautiful Mink Meadows Five Bedroom Home with Pool

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$929

Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town

Vineyard Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“great stay in Vineyard Haven” We enjoyed staying in David's guest house. It was clean, well situated (a short walk from downtown Vineyard Haven), and made for a relaxing few days on the Vineyard. David was easy to reach and very responsive to any of our needs. I would highly recommend you stay at the guesthouse.

Price per night from

$252

Beautiful Makonikey Home with Great Outdoor Deck and Yard

Vineyard Haven house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$786

CHARMING,WATERFRONT VINEYARD CLASSIC w/COVERED PORCH

Vineyard Haven house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,429

Elegant In-Town Vineyard Haven Home

Vineyard Haven house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$843

Little Lobster - Adorable near town cottage

Vineyard Haven bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$573

ENJOY A VIEW OF VINEYARD HAVEN HARBOR FROM MOST ROOMS OF THIS 1898 CAPTAIN'S

Vineyard Haven house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$843

WALK TO PRIVATE ASSOCIATION BEACH FROM THIS BEAUTIFUL PRIVATE HOME

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$500

Charming In-Town Home with Central Air Conditioning

Vineyard Haven house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$500

Wonderful Waterfront Home on Tashmoo and Overlooking the Ocean

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$429

BEAUTIFUL WATERFRONT HOME OVERLOOKING VINEYARD HAVEN HARBOR WATERS

Vineyard Haven house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,571

Beautiful Oak Bluffs Home

Vineyard Haven house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$571

Tranquil in-town Vineyard Haven Home

Vineyard Haven house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$464

Sea Glenn Flowers Private home new to market

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$481

Rudders Cottage - entire home walking distance to ferry!

Vineyard Haven house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$687

Great rentals within 20 miles that match your search

AFFORDABLE WATER VIEW Cape Cod

Pocasset cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$172

Expansive Cape Get Away - The Grey Whale Awaits!

Cotuit house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 24

Price per night from

$1,308

Great Location, Beautiful Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$737

Ocean, lake, harbor & parkview Vineyard cottage w/AC

Oak Bluffs cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,145

New Cape House Steps to the Beach in East Falmouth

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$430

Minutes to Menauhant Beach - Newly Furnished

Falmouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$430

Magnificent Contemporary on Exclusive Point

Falmouth house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$916

Charming Lambert's Cove Beach House

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$430

Sweet Cottage in Woods Hole Village Steps to Beach

Woods Hole cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$430

114 Long Pond Rd

Marstons Mills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$210

Martha's Vineyard Rental

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$654

Marion- Village Loft ...Perfect !

Marion apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$224

Solera Victorian charm, ocean view, steps to beach

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$1,963

Seaside cottage

Falmouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$492

Popponesset Beach-Mashpee, MA. 4 minute walk to pristine beach.

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$373

Cape Cod Charm in Falmouth Village

Falmouth studio

  • Studio
  • 1 bathroom
  • sleeps 4

Price per night from

$373

Excellent location on Martha's Vineyard

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$630

Price per night from

$781

Viewing 38 of 380
rentals in Vineyard Haven

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Top Destination reviews

Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town
Outstanding Value

This cottage is conveniently located to the main shopping area in Vineyard Haven and the Steamship Authority terminal. A short walk to the vineyard beach, yet situated among trees in a very peaceful, serene setting. David Smith takes excellent care of his guests and the cottage is warm and welcoming. Everything you need for a great Vineyard vacation is there at your fingertips. Members of my group particularly loved the outdoor shower and sitting on the deck reading, eating or chatting. The cottage is very clean and well appointed. Would strongly recommend !see more

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