Vineyard Haven Rentals

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379 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

$297

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

$272

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

$264

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

BEAUTIFUL WATERFRONT HOME OVERLOOKING VINEYARD HAVEN HARBOR WATERS

Vineyard Haven house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,286

Beautiful Oak Bluffs Home

Vineyard Haven house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$572

Tranquil in-town Vineyard Haven Home

Vineyard Haven house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$465

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

Price per night from

$1,085

Cute Cape Cod Getaway

Waquoit house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$400

CAPE COD'S BEST BEACH GETAWAY

Silver Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,028

Charming Apartment near golf course and beaches

Oak Bluffs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 15 minutes

Price per night from

$491

Renovated Cottage near center and beaches

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 15 minutes

Price per night from

$800

Greenehill~ Up-island 1800 Farmhouse

West Tisbury house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$1,142

Stunning compound steps to Katama Bay, heated pool, dock & amenities

Edgartown house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 2 minutes

Price per night from

$1,428

OSTERVILLE VILLAGE NEWLY RENOVATED ON 6 ACRES CLOSE TO BEACHES

Osterville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,028

15 Courtland Drive

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$220

2 John Ewer Rd

Forestdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$200

11 Abigails Way

Forestdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$342

Between the Harbors

Oak Bluffs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$486

41 Pelican Ln

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$461

Coastal Contemporary in Katama / South Beach / Edgartown / Bike Paths /

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$602

1 Timber Way

Marstons Mills house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$165

157 Tahanto Rd

Pocasset house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$344

4 Palmer Rd

East Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$287

55 Gilder Rd

Bourne house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$380

9 Fox Hill Lane

East Sandwich house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$341

Viewing 38 of 379
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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