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.

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Rental Price$6,000 to $13,000

Rental ID 116756

  • RTR Vacation Rental
  • Lease $6,000 to $13,000
  • Village Vineyard Haven
  • Bedrooms 7
  • Bathrooms 7

Sprawling, traditional Vineyard home and guesthouse located in West Chop. Very private, nicely landscaped setting, framed by trees and a great yard. Large outdoor porch, perfect for dining and relaxing. Comfortable, tastefully decorated home, fully equipped. Bright, airy open living space on main floor, second floor den with Bluray player. Every bedroom (main and guest) has full private bath.

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Federal 30-year interest rate: 4.2% last updated on Apr 25, 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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Federal 30-year interest rate: 4.2% last updated on Apr 25, 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$1,765 to $1,765

Rental ID 125462

  • RTR Vacation Rental
  • Lease $1,765 to $1,765
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 1

This two bedroom one bath is fully equipped with everything you could need. Located on the fourth tee of Mink Meadows golf course it is the perfect golf getaway. Nice deck for outdoor living and just a walk to Mink Meadows beach.

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$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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$3,880 to $5,882

Rental ID 125460

  • RTR Vacation Rental
  • Lease $3,880 to $5,882
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Charming house on over 2 landscaped acres in Mink Meadows Golf Community. With a private pool and walk to the beach it truly is perfect. This home is well appointed and the attention to detail is not to be missed. 4 bedrooms and 2 indoor living spaces and large deck it is ideal for large groups.

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$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 $7,500

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: 4.2% last updated on Apr 25, 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 $5,950

Rental ID 119680

  • RTR Vacation Rental
  • Lease $2,500 to $5,950
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

This six bedroom beauty is conveniently located within walking distance to downtown Vineyard Haven. Three decks and a screened in porch allow for outdoor entertaining and relaxing. The two family rooms with TV make it easy to spread out, the large kitchen offers much room to make families meals and the outdoor patio is perfect for BBQ. Relax reading a book and enjoy the view of the private pond, or lagoon waters in the distance.

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$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 $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.

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Federal 30-year interest rate: 4.2% last updated on Apr 25, 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$3,200 to $4,000

Rental ID 116557

  • RTR Vacation Rental
  • Lease $3,200 to $4,000
  • 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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Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 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: 4.2% last updated on Apr 25, 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 $3,000

Rental ID 116708

  • RTR Vacation Rental
  • Lease $2,500 to $3,000
  • 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

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$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 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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%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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