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! Save your favorites when you register with us, and we can send you email updates when similar properties are posted. If you already have an account with us, log in here. Please feel free to contact us with any questions, for more information, or to schedule a showing for any property below!

Rental Price$3,000 to $6,000

Rental ID 138662

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

Pristine, beautifully decorated four bedroom home in a friendly neighborhood. Spaciously comfortable master suite with master bath, Jacuzzi tub with two sided gas fireplace, also includes separate shower. Fenced in yard, front porch and back deck to enjoy your morning coffee or evening glass of wine.

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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$2,000 to $6,000

Rental ID 115846

  • RTR Vacation Rental
  • Lease $2,000 to $6,000
  • 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: 4.65% 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$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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$/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$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: 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