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 $5,750

Rental ID 116747

  • RTR Vacation Rental
  • Lease $3,000 to $5,750
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

Bright and airy post and beam contemporary perfect for a large family with six bedrooms! Wonderful screened porch overlooking Aunt Rhoda s pond (off of Lake Tashmoo). Ocean view from kitchen. Private ocean beach down a lovely path.

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 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: 4.63% last updated on Dec 13, 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 $17,000

Rental ID 116635

  • RTR Vacation Rental
  • Lease $4,000 to $17,000
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 4

Private waterfront home with superlative views of the inner and outer harbor and East Chop. Bright and open interior with lots of glass. Private grassy lawn and deck connects with private beach. Beach house on the beach which sleeps 2-4 with bathroom, laundry and kitchen (no heat). Short walk to Vineyard Haven and Yacht Club. Private hard court tennis court, sunfish and kayak.

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 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$6,000 to $16,000

Rental ID 116608

  • RTR Vacation Rental
  • Lease $6,000 to $16,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Classic beach house with large wraparound deck, spacious interior, elegantly casual. Detached one bedroom, one bath bunk house. Long stretch of sandy beach.

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 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 $5,850

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: 4.63% last updated on Dec 13, 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 $7,700

Rental ID 116629

  • RTR Vacation Rental
  • Lease $2,500 to $7,700
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Completely renovated five bedroom home with heated pool. Hardwood floors throughout, fully loaded kitchen with new appliances. Clean, bright and newly furnished. Great outdoor deck and pool area for entertaining and relaxing.

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 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 $5,500

Rental ID 124231

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

This pristine four bedroom offers a private setting close to downtown Vineyard Haven. With a beautiful screened in porch and large yard for your family to spread out in and relax. It is beauty not to missed!

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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Federal 30-year interest rate: 4.63% last updated on Dec 13, 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$1,000 to $3,400

Rental ID 116985

  • RTR Vacation Rental
  • Lease $1,000 to $3,400
  • 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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Federal 30-year interest rate: 4.63% last updated on Dec 13, 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 $3,800

Rental ID 116638

  • RTR Vacation Rental
  • Lease $3,000 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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%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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