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! 

To get more information on Martha's Vineyard vacation rentals in Vineyard Haven:

Call Coldwell Banker Landmarks Real Estate at 508-693-6866

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Rental Price$8,400 to $16,800

Rental ID 142544

  • RTR Vacation Rental
  • Lease $8,400 to $16,800
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

Built in 1758, this historic waterfront home was originally a tavern for sea-faring folk. Located less than 25 feet from the water, the home offers broad views of both inner and outer harbors, as well as Vineyard Sound. The stairway and boardwalk to the magnificent sandy beach include a deck and enclosed outdoor shower and provide access to the property s mooring. Inside this stunning vintage home, enjoy the library in the fireplaced living room while taking in views of the water. The formal dining room with fireplace and modern kitchen overlook the side terrace and garden. Ocean views from the master bedroom and the bath s vintage claw-foot tub complete the sea-side experience. This charmer includes a key to Hancock Beach, Chilmark s desirable gated south shore ocean beach.

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 $4,000

Rental ID 142109

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

Charming three bedroom two bath home with beautifully landscaped gardens close to town. Home includes central air, farmers porch, expansive mahogany rear deck, and stone patios with lamp posts for entertaining and relaxing. Abundant light streams through multiple glass sliders, windows and sky lights. Fully equipped marble and stainless kitchen with wine bar. Detached garage and plenty of on-site parking to spare. All these comforts lie within a hop of Friday night lobster rolls, a skip of Owen Park, and a jump of downtown.

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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$4,500 to $6,000

Rental ID 138662

  • RTR Vacation Rental
  • Lease $4,500 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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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 $8,000

Rental ID 138644

  • RTR Vacation Rental
  • Lease $4,000 to $8,000
  • 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: 3.6% last updated on Aug 15, 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 $10,500

Rental ID 137364

  • RTR Vacation Rental
  • Lease $4,000 to $10,500
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 4

The beautiful new home is conveniently located within walking distance to downtown Vineyard Haven. The Main house features four spacious bedrooms with 3 full baths and one half-bath. The first floor has a gourmet kitchen featuring Viking appliances that overlooks a large, comfortable family room with gas fireplace. The family room opens into a large dining area that seats up to 10 people with French doors opening to a deck and bluestone patio with additional outdoor seating. A second more formal gathering space is located in the living room which features a second gas fireplace, A lovely guest cottage is also located on the property and includes an open kitchen, 1 bedroom with French doors opening to the beautiful yard, 1.5 bath and a loft for extra space. This home is in walking distance to the library, shops and restaurants of Main Street Vineyard Haven and the Harbor.

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 $4,500

Rental ID 137002

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

This lovely 4 bedroom Cape features a spacious open floor plan and modern well equipped kitchen. The location is ideal for families on the go, located on the outskirts of Vineyard Haven this home is just about equidistance to Oak Bluffs & Vineyard Haven and a couple extra miles to Edgartown Center. Public beaches on the North and South Shore range a 10 to 20 minute drive from the house. The nice bonus about the house is this property is an exempt from the tax law, which will save you big.

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 $4,750

Rental ID 135926

  • RTR Vacation Rental
  • Lease $2,800 to $4,750
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Charming 5 bedroom 3 bath home with a guest house on 1/2 acre just a bit over a mile from downtown Vineyard Haven. This light filled home offers large backyard and peaceful setting next to West Chop Woods and you are 2 blocks away from Grove street beach

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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$3,700 to $5,700

Rental ID 135826

  • RTR Vacation Rental
  • Lease $3,700 to $5,700
  • 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: 3.6% last updated on Aug 15, 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$10,000 to $18,000

Rental ID 125932

  • RTR Vacation Rental
  • Lease $10,000 to $18,000
  • Village Vineyard Haven
  • Bedrooms 8
  • Bathrooms 4

This house offers privacy away from any hustle and bustle with a large yard to play catch or lacrosse. Located in Chappaquonsett, this expansive water view cottage "The Eddy" enjoys wide vistas of Vineyard Sound and its own private beach. Take a short skip down the path to the beach for an easy morning dip in clear North Shore waters or stretch out on the warm sand to watch the ferry, and sail boats wheel by. With eight bedrooms, you ll have room enough for family generational gatherings or reunions of friends. A first floor Master Suite, with its own modern bathroom,opens out to the wide porch where you ll gather to see great sunsets. The large dining room and living room provide a place to eat and converse or play cards on a rainy day. There is a well-appointed kitchen, pantry and breakfast room and many separate spaces indoors and out. Off the kitchen is a private guest wing as well as a small terrace.

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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

Rental Price$2,500 to $4,000

Rental ID 125695

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

Beautifully maintained and well-designed Gambrel with a large professionally landscaped yard. Walking distance to town, ferry, and beach. The first floor has an eat-in kitchen, dining room with a wall of built-in cabinets. Master bedroom with full bath. The second floor has three bedrooms, and a full bath. Large back yard, with patio and enclosed outdoor shower.

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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