Martha’s Vineyard Luxury Rentals

Luxury vacation rentals on Martha’s Vineyard provide an unparalleled experience for your next visit to the Island. Discover relaxing ocean sounds and enjoy breathtaking sunrise and sunset vistas, as well as calm waters for any sailor’s delight. The variety of luxury rental homes available through Coldwell Banker Landmarks Real Estate will ensure that you and your loved ones enjoy all the Island's treasures, whatever your taste. Whether you're searching for a luxurious waterfront home with ocean views, a contemporary estate in the hills of Tisbury, or a secluded mansion in the spectacular North End, you’re sure to find just the right vacation rental for you. Get ready to enjoy the Island's authentic beach culture, the myriad of signature shops and delicious top-rated restaurants, and the gorgeous sandy coastlines. Browse available luxury rentals below.

Martha's Vineyard Luxury Vacation Rentals

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Rental Price$4,000 to $13,500

Rental ID 137364

  • RTR Vacation Rental
  • Lease $4,000 to $13,500
  • 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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Federal 30-year interest rate: 3.57% last updated on Oct 10, 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$6,000 to $17,000

Rental ID 135386

  • RTR Vacation Rental
  • Lease $6,000 to $17,000
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 5

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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$8,825 to $10,600

Rental ID 132137

  • RTR Vacation Rental
  • Lease $8,825 to $10,600
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 2

Waterfront custom Farmhouse overlooking Crystal Lake toward East Chop Drive. There is a large manicured lawn and garden with a path to the lake and a row boat for your enjoyment. Sit on the expansive deck and use the 8 x15 hot tub/ dip pool, outdoor shower and enjoy the view, or grill on your brick patio (ALL WITH INCREDIBLE VIEWS). A very peaceful location, yet a five minute drive to Circuit Ave, East Chop Light, and the beaches of Oak Bluffs. Vineyard Haven and Oak Bluffs ferries are also a five minute drive. A great area for the kids to play and FAMILIES to get around very easily. Also lovely walking paths nearby for birdwatchers. This well-maintained, well-equipped house offers linens and towels, bicycles, and is loaded with amenities. The first floor offers a large modern kitchen, breakfast bar open to the dining room and a large living room all with views of a lovely yard, Crystal Lake, and Vineyard Sound oceanfront beyond. There is also a sun room, 2 bedrooms, and 1.5 baths on this floor.

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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 $10,000

Rental ID 126257

  • RTR Vacation Rental
  • Lease $4,000 to $10,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 3

This mid - century modern four bedroom with a 4 foot wading pool is not to be missed! Master offers air conditioning and private bath. Located just past Able s Hill perched on hill abutting conservation land you really feel away from it all.

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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$7,500 to $15,000

Rental ID 118600

  • RTR Vacation Rental
  • Lease $7,500 to $15,000
  • Village West Tisbury
  • Bedrooms 5
  • Bathrooms 4

Stunning 1.5 landscaped acres, located in the Lower Makonikey area. Private beachfront, main house and guest house. 4 miles to downtown Vineyard Haven and 2.5 miles to up - island Cronings.

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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$10,965 to $26,500

Rental ID 116998

  • RTR Vacation Rental
  • Lease $10,965 to $26,500
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 5

Located in one of the most exclusive associations on the Vineyard, this five bedrooms home offers some of the most stunning water views the island has to offer. This home includes spacious decks, vaulted ceilings, and all the amenities one expects in a premier property. Tenants have access to both the association and homeowners beaches.

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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$15,000 to $21,500

Rental ID 116988

  • RTR Vacation Rental
  • Lease $15,000 to $21,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

Treat yourself to an extended stay at the Thaxter House, a luxury village rental. A walk to the downtown area of Edgartown allows access to the restaurants and shops. Wonderfully decorated and full of amenities make for a relaxing vacation. All rooms equiped with gas/wood fireplaces, wireless high-speed internet, cable tv, private decks for two upstairs bedrooms. Gourmet state of the art kitchen with gas range, espresso machine for coffee, central air and heat. Spacious great room with 26 foot ceiling. Great location with ample parking.

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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 $13,000

Rental ID 116976

  • RTR Vacation Rental
  • Lease $3,500 to $13,000
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 3

This mission style home is full of charm and warmth. Complete with two master bedrooms, both with water views and perched on a hill overlooking sweeping views of the Atlantic and Squibnocket Pond add to the magic of this special property.

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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 $15,000

Rental ID 116754

  • RTR Vacation Rental
  • Lease $10,000 to $15,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 3

Wonderful four bedroom home directly on Quitsa Pond with private deep water dock. One bedroom guest cottage included in rental.

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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 $12,000

Rental ID 116744

  • RTR Vacation Rental
  • Lease $4,000 to $12,000
  • Village Vineyard Haven
  • Bedrooms 7
  • Bathrooms 4

Bright contemporary with stunning views of East Chop and the outer harbor to Vineyard Sound. Sits high on a bluff with private beach and shared dock. Great summer house. Private tennis court. Guest House available for an additional amount. Please inquire.

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$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 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