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. You may also be interested in viewing all vacation rentals on the Vineyard.

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.

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Rental Price$1,750 to $3,500

Rental ID 142176

  • RTR Vacation Rental
  • Lease $1,750 to $3,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Cheerful four bedroom, 3 bath home in a charming neighborhood just a mile from the village. Recently refinished there is an open kitchen, living, and dining area with sliders opening to rear deck. Walk to saltwater access or drive to public beaches.

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Federal 30-year interest rate: 3.73% last updated on Sep 19, 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$3,500 to $11,000

Rental ID 140361

  • RTR Vacation Rental
  • Property Name Harbor front home
  • Lease $3,500 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 there’s plenty of room for family and friends to spread out and enjoy.

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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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 $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: 3.73% last updated on Sep 19, 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 $6,500

Rental ID 136744

  • RTR Vacation Rental
  • Lease $3,000 to $6,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 2

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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$2,150 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: 3.73% last updated on Sep 19, 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$2,990 to $7,990

Rental ID 134518

  • RTR Vacation Rental
  • Lease $2,990 to $7,990
  • 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: 3.73% last updated on Sep 19, 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$1,850 to $3,750

Rental ID 131402

  • RTR Vacation Rental
  • Lease $1,850 to $3,750
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 2

A classic Vineyard home is just steps to the beach, and the Vineyard Haven Yacht Club. This spacious vintage home is a perfect space to unwind, and enjoy the perfect summer vacation with friends and family.

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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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 $5,850

Rental ID 125439

  • RTR Vacation Rental
  • Lease $2,800 to $5,850
  • 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: 3.73% last updated on Sep 19, 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 $6,700

Rental ID 124650

  • RTR Vacation Rental
  • Lease $4,000 to $6,700
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

Quintessential, historic in-town Vineyard home, just steps from the beach and ferry. Water views of Vineyard Haven Harbor. This totally renovated house is designed to create the perfect Vineyard vacation. Full AC, Wi FI, and a Sonos home sound system are there for your enjoyment. Restaurants, movies, shops and galleries are just a stone’s throw away on Main Street, and scenic Owen Park with its beach and pier are diagonally across the street. There are four unique bedrooms (accommodating 8), three equipped with paddle fans and\or TV’s, three bathrooms and a new, well-equipped cook’s kitchen with an adjacent pantry. The living area offers both formal and casual sitting areas. The harvest table in the dining room seats 10. There are three outdoor spaces: a wonderful second-level porch that runs across the front of the house, a private stone terrace in the back that offers ample seating and a grill deck, plus a cozy “breakfast patio” out the first level’s plank door to a bistro set -- the perfect spot to sip coffee and plan your day. The lofty Master bedroom, with its many windows, is perched among the tree-tops, and includes a marble Master bath with steam shower, double vanity and an antique pedestal tub. Thick, white designer towels abound within its closet. The house is decorated with traditional furnishings and designer fabrics. Many lovely Vineyard watercolor prints adorn the walls. There is a full laundry room on the first floor with stacks of beach towels and a separate access to the spacious outdoor shower and back yard. A brick driveway provides off-street parking for 2 cars. There is additional parking out front on Main Street. The landscape is professionally maintained, and abounds with lovely, summer flowers. Come in and enjoy!

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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$3,500 to $7,000

Rental ID 123236

  • RTR Vacation Rental
  • Lease $3,500 to $7,000
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

Traditional style Vineyard home, wonderfully renovated for contemporary living. Offers nice waterview of Vineyard Haven harbor. Great location to town, ferry and shops. Flat screen TV on third floor family room.

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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 $3,900

Rental ID 116985

  • RTR Vacation Rental
  • Lease $2,500 to $3,900
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

Newly renovated Greek Revival in the heart of the historic district. Wonderful screened porch overlooking rose garden, comfortable open interior. Great location - walking distance to town and ferry.

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%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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$1,500 to $1,500

Rental ID 116961

  • RTR Vacation Rental
  • Lease $1,500 to $1,500
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This charming Cape delights the eye at every turn, from the sunlit living room in the morning with glimpses of the patio and deck through French doors, to the first floor master bedroom with a dressing area, bath, private outdoor shower and sun yard. Thoughtful design throughout makes entertaining a joy with gourmet kitchen, inviting dining room, gracious living room and access to the blue stone patio and private yard with mature plantings. Walk to town and ferry.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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