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 the Mink Meadows Golf Course, or relaxing evenings of theatre or dining in town. Learn more about Vineyard Haven.

Vineyard Haven Vacation Rentals

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Vineyard Haven, MA

Rental Price$4,550 to $7,000

Rental ID 144279

  • RTR Vacation Rental
  • Lease $4,550 to $7,000
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Located between Edgartown and Vineyard Haven and a very short walk to the lovely Lagoon Pond. This home was built by a builder known for his high end construction and impeccable details. The multi-level contemporary style is open and airy. The south facing floor plan is designed to capture as much sunlight as possible, as well as views of the beautifully manicured lawn and surrounding garden. Rooms flow together seamlessly with a cohesive and elegant design. The kitchen is new and roomy, providing space and equipment for preparing family meals. The master bedroom includes slider to the back deck, private bath and a spacious walk in closet. The upstairs bedrooms share a full bath and a stylish second living room. A finished lower level completes the house with the fourth bedroom, TV room, pool table, indoor wet bar and sliders that lead out to the fire pit and outdoor eating area. Please inquire for additional information.

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Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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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Vineyard Haven, MA

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: 3.49% last updated on Feb 20, 2020
* 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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Vineyard Haven, MA

Rental Price$4,000 to $9,000

Rental ID 116606

  • RTR Vacation Rental
  • Lease $4,000 to $9,000
  • 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: 3.49% last updated on Feb 20, 2020
* 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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Vineyard Haven, MA

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: 3.49% last updated on Feb 20, 2020
* 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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Vineyard Haven, MA

Rental Price$3,700 to $5,200

Rental ID 135826

  • RTR Vacation Rental
  • Lease $3,700 to $5,200
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 4

Centrally located pristine four bedroom - four bath home near downtown Vineyard Haven and minutes from Oak Bluffs. Located down a paved road near the bike path, there is a tranquil and peaceful atmosphere at this immaculate home. This home has a fully stocked chef s kitchen overlooking a spacious family room and outdoor deck - perfect for indoor-outdoor summer living. The home boasts two living rooms and has an amazing amount of open space for family gatherings. There is a movie theater downstairs with plush seating and a popcorn machine for the whole family entertainment. Large master bedroom has en-suite bathroom and office nook.

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%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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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Vineyard Haven, MA

Rental Price$1,800 to $3,000

Rental ID 116551

  • RTR Vacation Rental
  • Property Name West Chop Sweetheart
  • Lease $1,800 to $3,000
  • Village Vineyard Haven
  • Bedrooms 2

Charming cottage nestled in the heart of West Chop. Pristine, bright and comfortably furnished home. Open living area, hardwood floors, vaulted ceilings, well appointed kitchen and sunny breakfast nook. Spend afternoons relaxing and entertaining on the outdoor deck and patio. Located in a private neighborhood, enjoy bike rides around the West Chop loop. Perfect for a small family and/or couples.

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$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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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Vineyard Haven, MA

Rental Price$3,200 to $5,900

Rental ID 116557

  • RTR Vacation Rental
  • Lease $3,200 to $5,900
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 2

Enjoy a view of Vineyard Haven harbor from most rooms of this 1898 Captain s home. The Captain Henry Stevenson house was renovated in 2008 with stone countertops, stainless steel appliances, two flat screen TV s, central air and hardwood floors. Enjoy five large bedrooms, two and a half baths, kitchen, pantry/bar, office and living room. Includes a private fenced yard as well as a large open porch with porch swing and additional seating perfect for outdoor entertaining. Ideally located on Main Street, near the library and a few blocks from ferry, shops, dining, galleries and public transportation. One block from Owen Park beach and five blocks to VH public tennis courts. No need to bring a car, but off-street parking is available.

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$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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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Vineyard Haven, MA

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

Vineyard Haven, MA

Rental Price$2,000 to $3,250

Rental ID 116708

  • RTR Vacation Rental
  • Lease $2,000 to $3,250
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Newly renovated home has a kitchen outfitted to please the avid chef and even boasts a wine refrigerator. Bright, cheerful home is perfect for your family and friends. Sleeps seven comfortably, every bedroom has its own flat screen TV. It is only an eight minute walk to shop and restaurants on Main Street Vineyard Haven. The patio and yard are spacious for outdoor entertaining

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

Vineyard Haven, MA

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

Vineyard Haven, MA

Rental Price$3,500 to $3,800

Rental ID 116638

  • RTR Vacation Rental
  • Lease $3,500 to $3,800
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

This lovely home is a modern farmhouse, built in 1998 with a very well-equipped kitchen, wooden floors and a fireplace. This home sits on 3 1/4 wooded acres and has all the sense of up-island privacy with only a short drive in to town, ferry, and shops. The downstairs den can be used as a 5th bedroom. With only 500 feet to Vineyard Sound and a short walk to the private association North shore beach this is a perfect summer rental.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

Vineyard Haven, MA

Rental Price$2,500 to $4,200

Rental ID 137000

  • RTR Vacation Rental
  • Lease $2,500 to $4,200
  • 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: 3.49% last updated on Feb 20, 2020
* 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