Vineyard Haven Rentals

Find a variety of Martha’s Vineyard vacation rentals in Vineyard Haven. From waterfront homes to historic houses within walking distance of shops and restaurants, you’ll find the perfect vacation rental for you and your family in Vineyard Haven. Scroll down to browse available Vineyard Haven rentals.

VINEYARD HAVEN (TISBURY) is the unofficial gateway town of the island, with a deep commercial harbor dating back to the sail ships of colonial times. It’s the only town with ferry service to and from the mainland, year-round. That year-round vitality extends to Main Street shopping and the residential neighborhoods beyond. Vineyard Haven attracts many seasonal visitors and residents who enjoy water sports on Lake Tashmoo or Lagoon Pond, the convenience of Mink Meadows Golf Course, or relaxing evenings of theatre or dining in town. Learn more about Vineyard Haven.

If you would like to get more information about any of the Martha's Vineyard vacation rentals below, please contact us or call 508-693-6866. To stay up to date on your favorite listings and searches, register with our site.

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Rental Price$1,750 to $11,000

Rental ID 137319

  • RTR Vacation Rental
  • Property Name Harbor front home
  • Lease $1,750 to $11,000
  • Village Vineyard Haven
  • Bedrooms 5

Perched high on a sunny bluff, this quintessential Vineyard Haven harbor front home is located on “little Hatch Road” – that sweet little enclave lying midway between West Chop and downtown. Enjoy sweeping views of Vineyard Sound, East Chop and Cape Cod from your spacious, enclosed, heated porch or from the back lawn. From the lawn, mosey down the steps to your 146-foot private beach. The classic house is fully restored, yet preserves much of its vintage charm – buttery hardwood floors, soapstone kitchen sink, paneled butler’s pantry, Old World bathroom fixtures and more. With five bedrooms, two full baths and a delightful attached “bunk house” for the kids, there’s plenty of room for family and friends to spread out and enjoy.

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Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$2,550 to $4,450

Rental ID 130462

  • RTR Vacation Rental
  • Lease $2,550 to $4,450
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This beautiful home is a perfect getaway for families looking to truly enjoy gatherings and family life on the Vineyard. A spacious home, it includes 3 full bedrooms, 2½ baths, and a full and finished basement with a half bath, and sleep sofa for additional guests. The living area is modern, has a wide screen tv, and board games galore for family game nights. Beautifully landscaped around the entire property, this is the perfect space for cookouts, or nights circled around a fire.

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Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$3,500 to $7,500

Rental ID 121396

  • RTR Vacation Rental
  • Lease $3,500 to $7,500
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Contemporary split level home located on a cul-de-sac in a pleasant neighborhood. This home features 5 bedrooms, 3.5 baths, and an updated kitchen with 2 Viking ovens, granite counters and large island. The family room, 2 bedrooms and bath on the lower level is a great space for the kids or extended family and has a separate entrance to side yard. Outside the heated gunite swimming pool is surrounded by lovely landscaping, patio, and deck; a perfect escape if you do not want to spend time at the beach. Great for BBQ’s too. Come enjoy this little piece of heaven for your Vineyard vacation. A perfect place for fun in the sun!

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $7,500

Rental ID 138644

  • RTR Vacation Rental
  • Lease $4,000 to $7,500
  • 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: 4.65% last updated on Sep 20, 2018
* 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 $5,550

Rental ID 125439

  • RTR Vacation Rental
  • Lease $2,800 to $5,550
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 5

This four bedroom in town Vineyard Haven home is spectacular. The attention to detail throughout is not to be missed. Two kitchens, with dining room and living rooms on main floor. There is an entertainment room in the basement for movies on a rainy day. With four bedrooms and five bathrooms there is more than enough room for everyone!

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$2,000 to $3,250

Rental ID 134053

  • RTR Vacation Rental
  • Lease $2,000 to $3,250
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 2

Unique Opportunity - leave your cares and car behind, hop the ferry for a relaxing stay at our Vineyard Haven Village home. This charming place offers privacy yet its historic lane, off Main Street is just a two minutes walk to the town beach, ferry and downtown. Our two bedroom, two bath, fireplaced home is beautifully appointed for your true Vineyard get-away. Just bring your dreams and suitcase because everything else is waiting for you, including kayaks, beach chairs and more! Stay for a week, or longer.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$1,800 to $4,650

Rental ID 116999

  • RTR Vacation Rental
  • Lease $1,800 to $4,650
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 1

Waterfront three bedroom cottage on Herring Creek, with private beach and breathtaking sunsets! Can t get any closer to the beach than this cozy beach home with water views on three sides. Fall asleep to waves, take a dip and swim in the ocean from the private beach or the warm waters of Lake Tashmoo. Enjoy clamming or fishing, or just relax and watch boats coming and going from the Tashmoo inlet. The perfect spot for a get away family vacation.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $5,000

Rental ID 137000

  • RTR Vacation Rental
  • Lease $2,500 to $5,000
  • 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.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $5,500

Rental ID 136744

  • RTR Vacation Rental
  • Lease $3,000 to $5,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 2

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$2,150 to $4,000

Rental ID 135092

  • RTR Vacation Rental
  • Lease $2,150 to $4,000
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$2,990 to $6,990

Rental ID 134518

  • RTR Vacation Rental
  • Lease $2,990 to $6,990
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 4

With sweeping views of Vineyard Haven Harbor, this recently built, in-town luxury home, combines commanding water views with four levels of sophisticated and stylish living space, including two roof top decks, Home Theater, tournament Pool Room, Penthouse Lounge, and more. The main floor of Captain Spring House features an open Great Room designed for entertaining, with Living and Dining Ares, plus a large Gourmet Kitchen. The fully-equipped Chef s Kitchen features marble countertops, grand prep island/breakfast bar with seating for eight, Wolf and Sub Zero stainless appliance, two farmer sinks, double dishwashers, and wine refrigerator. There are hardwood floors and high ceilings throughout the home. All four bedrooms feature full marble baths with tub and shower, and flat screen TVs. The second floor Master Suite also has a glass walk-in shower and whirlpool with harbor views. The third floor Penthouse Lounge features phenomenal views, sectional seating, wet bar, and refrigerators. Best of all, walk out onto two large mahogany sun decks that face the harbor. One has outdoor shower. The lower level features both a Home Theater and a Pool Room Lounge. There is a tournament pool table and a fully-equipped wet bar. Captain Spring House sits quietly on a side street, just steps from downtown Vineyard Haven with its charming Main Street, restaurants, shops, beach, and ferry which is only 2 blocks away.

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $4,705

Rental ID 132112

  • RTR Vacation Rental
  • Lease $2,800 to $4,705
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

Very sunny, secluded 3500 sq ft modern Victorian on 3 private, wooded acres at the end of a cul-de-sac in exclusive Pilot Hill Farm. The home has three bedrooms, including a tower-shaped master bedroom suite with 18 ft cathedral ceiling and private, screened-in sleeping porch. A wide open and spacious first floor includes kitchen, dining room, and living room opening onto a huge mahogany outdoor deck. High quality cherry kitchen, granite countertops, stainless steel appliances and unique architectural features such as 8 ft walnut doors, natural maple floors, tile baths, 10 ft high ceilings, skylights, and quiet ceiling fans throughout. Tastefully decorated, with a private lawn and very large Mahogany deck with sunning area surrounded by unique ornamental beach grasses.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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