Vineyard Haven Vacation Rentals

Discover our latest vacation rentals in the Martha's Vineyard town of Vineyard Haven. Look through a variety of listings including beautiful oceanfront homes, luxury estates, cottages, and more! 

To get more information on Martha's Vineyard vacation rentals in Vineyard Haven:

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Rental ID 116335

  • RTR Vacation Rental
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 2
  • Half Baths 1

This beautifully furnished 2 bedroom 2.5 bath West Chop home is elegant, sophisticated and pristine with wonderful artwork throughout. A fabulous well-equipped kitchen with state-of-the-art Viking appliances and custom cabinetry opens into the dining area. The living room is perfect for relaxing. Both bedrooms are spacious, each with a sitting area, and water views. There is a comfortable and casual detached 1 bedroom studio cabin for extra guests or nanny. Sit on your patio and enjoy the lovely yard; a peaceful setting under a mile from downtown Vineyard Haven. Walk or bike to stores, West Chop lighthouse, or Grove Avenue beach, just one block away. Or visit South Beach: a unique feature, this rental includes a key to Hancock Beach, Chilmark s desirable gated south shore ocean beach. Use the home s enclosed outdoor shower to bathe away the saltwater following a swim or after returning from boating off the property s harbor mooring.

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Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$3,000 to $6,250

Rental ID 115846

  • RTR Vacation Rental
  • Lease $3,000 to $6,250
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 4

This charming 5 bedroom/4.5 bath contemporary located in Mink Meadows with views of the 8th fairway is a great location for any golf enthusiast or vacationer that just wants a great home to relax and escape. A light filled open living room with beams & fireplace is a great spot to watch TV, relax with a book or watch the golfers go by. The large dining room with seating for 10 people and delightful eat-in kitchen is perfect for large or small family dinners or step outside into the expansive deck with comfortable outdoor furniture. Three bedrooms on the first floor, and the master bedroom and en suite bathroom provide a bath, shower, and dressing room area. Two bedrooms on the second floor each offer queen beds and a shared bathroom with shower. Key to private Mink Meadows beach available when booking this vacation home, and if lost $250 will be taken out of security. This Vineyard home is a perfect retreat for any small or large family.

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$4,000 to $7,000

Rental ID 138644

  • RTR Vacation Rental
  • Lease $4,000 to $7,000
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 4

Brand new construction 2018, modern 4 bedroom home located on a quiet street though steps from downtown Vineyard Haven. First floor features open plan - sophisticated living and dining area with chef kitchen plus a master bedroom. You will find another master bedroom on the second floor and 2 more beautifully decorated bedrooms that share a bathroom.

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$4,000 to $8,800

Rental ID 116606

  • RTR Vacation Rental
  • Lease $4,000 to $8,800
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Completely restored waterfront Cape, located next to the Vineyard Haven Yacht Club. Beautifully landscaped gardens and yard, private beach in front of property. Home includes central air, a screened-in dining porch, a farmers porch, as well as an outdoor shower. Ideal location close to town, shopping, restaurants and ferry. This home is fully equipped for a relaxing vacation on the Vineyard harbor waterfront.

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$10,000 to $18,000

Rental ID 125932

  • RTR Vacation Rental
  • Lease $10,000 to $18,000
  • Village Vineyard Haven
  • Bedrooms 8
  • Bathrooms 4

This house offers privacy away from any hustle and bustle with a large yard to play catch or lacrosse. Located in Chappaquonsett, this expansive water view cottage "The Eddy" enjoys wide vistas of Vineyard Sound and its own private beach. Take a short skip down the path to the beach for an easy morning dip in clear North Shore waters or stretch out on the warm sand to watch the ferry, and sail boats wheel by. With eight bedrooms, you ll have room enough for family generational gatherings or reunions of friends. A first floor Master Suite, with its own modern bathroom,opens out to the wide porch where you ll gather to see great sunsets. The large dining room and living room provide a place to eat and converse or play cards on a rainy day. There is a well-appointed kitchen, pantry and breakfast room and many separate spaces indoors and out. Off the kitchen is a private guest wing as well as a small terrace.

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$
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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$2,800 to $3,400

Rental ID 113599

  • RTR Vacation Rental
  • Lease $2,800 to $3,400
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Located on a private lane in the historic district of Vineyard Haven. Conveniently located near all that the town has to offer... shops, restaurants, Owen Park, tennis, theatre, library and ferry. This four bedroom home is bright, spacious and tastefully decorated. Open living-dining area, full kitchen and master bedroom with full bath. Wonderful outdoor space with stone patio and wrap around porch.

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$5,000 to $16,000

Rental ID 116560

  • RTR Vacation Rental
  • Lease $5,000 to $16,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 4

Beautiful waterfront home, new classic vineyard design, shingled with cedar roof. Open with lots of private spaces. Clean, new furnishings throughout. Sunny with lots of windows, magnificent harbor and ocean views. Great location to town, shops and ferry. If rented without in-law suite, the weekly rate is $2000 less.

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental ID 136265

  • RTR Vacation Rental
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

Private multilevel single family home located on Lagoon Pond. Three bedrooms and two bathrooms, with an open concept kitchen and dining room leading to a deck that overlooks the pond. Screened porch is a great addition to the house.

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$2,500 to $4,500

Rental ID 137000

  • RTR Vacation Rental
  • Lease $2,500 to $4,500
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This new three bedroom, two and one-half bath home offers a quiet country environment for your Vineyard vacation. There are fantastic views and many windows showering sunlight throughout the house. First floor has an open living concept, maple hardwood floors, a gourmet kitchen, bedroom with ensuite bath and powder room. Second floor has an open loft area where one can relax while taking in the views, two bedrooms and a shared bath. Outdoor area includes an outside shower, gas grill and seating area allowing you to enjoy natures best from your deck while experiencing wonderful summer Vineyard breezes. All of this is convenient to town, shops, restaurants, bike paths, the nearby Lagoon as well as the many beach options on the Vineyard.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$2,450 to $2,950

Rental ID 116936

  • RTR Vacation Rental
  • Lease $2,450 to $2,950
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

This quintessential Martha s Vineyard condo, with the privacy of an end unit, offers the charm of a Vineyard cottage with the luxuries of a modern condo. The light, airy beach ambience immediately welcomes you home. Large kitchen with U-shaped eating bar opens to the dining area. Main living area is surrounded by windows and french doors luring you to the outdoor wrap around deck and outdoor shower. Six tennis courts and a swimming pool are a quick walk away. Unlimited access to a private beach and dock just a short drive (1 mile) where swimming, fishing and sunsets await.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details