Vineyard Haven Rentals

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377 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

Price per night from

$781

2 BR Cape Cod Vacation Rental

Mashpee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$1,637

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 19 minutes

Price per night from

$344

3 bedroom 2 bath Fully remodeled home

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$315

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$843

Contemporary 4 Bedroom House One Mile to Beach

New Seabury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$829

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

Price per night from

$6,870

Waterfront home - Spectacular Sunsets

Bourne house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Peace & Tranquility” I have stayed here 4+ times, and I come home relaxed and rejuvenated. It's centrally located in the middle of the western cape, the sunsets are perfect, we usually have meals out on the expansive deck, we bring our kayaks, watch the shipping entering the canal, walk/run/bike the canal path(both sides), cook or grill fresh seafood from local stores, enjoy the wine tastings at the Belfry, jump over to the vineyard for the day, and did I mention the sunsets? The home is roomy, light and airy, plenty of parking, just perfect for us.

Price per night from

$630

Cape Cod 2 BD cottage (June $1200wk) private beach in W. Hyannisport

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Our family enjoyed a memorable reunion week in this beach neighb” We spent the week walking to aves, swimming at Squaw Island, golfing, tennis, and dining out at some great restaurants. This beach house has central air, a new gas grill and outdoor shower. All musts for our vacation rental requests. Nice quiet area with great Cape Cod experiences. The house is clean and comfortable. Great master bed. Near boats to the vineyard and Nantucket. We plan on another family reunion vacation at this beach house again this summer.

Price per night from

$264

Charming 3br Getaway in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

Waterfront Resort in Falmouth - 5/31/24 - 6/7/24

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$172

Clean, comfortable ranch with lots of amenities

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$544

“A thoroughly enjoyably experience!” Dave was wonderful to work with and offered advise on where some of the best areas to kayak might be found... saw several ospreys and other wildlife. The cottage has all new appliances and was clean. Sitting on the waterfront in the morning with coffee and the afternoon with a toddy was a great way to start and end each day.

Price per night from

$344

Falmouth Heights steps to Beaches...Clean and Comfortable

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$573

Oak Bluffs Contemporary Summer Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$360

Walk to Beach from 4 Bedroom Falmouth Village Home

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$516

Cape Cod -Falmouth - Beachfront Olde Cape Cod Charm

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$500

AFFORDABLE WATER VIEW Cape Cod

Pocasset cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$172

Viewing 38 of 377
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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