Martha’s Vineyard Luxury Rentals

Luxury Vacation Rentals Martha's VineyardLuxury 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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Chilmark, MA

Rental Price$25,000 to $25,000

Rental ID 133977

  • RTR Vacation Rental
  • Lease $25,000 to $25,000
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 3

The house itself is spacious with elegant details, state of the art systems, and an attractive floor plan. Craftsmanship quality in this 5,400 square foot home is everywhere, from the kitchen, with its granite counters, center island with copper counter, custom cabinetry, and tile floors & backsplash. To the living areas and bedrooms, that include heart pine flooring, high-ceilings with exposed wood beams, wainscoting and moldings. And, the bathrooms, with their high-end fixtures, tile flooring and custom elements. The kitchen includes a Sub-Zero refrigerator, eight-burner, gas, Viking, stovetop, and two Bosch dishwashers. Heating/AC system includes a Viessmann boiler, forced hot air heat and air conditioning, and radiant heat in the lower level. Floor plan includes a number of bonus areas, table tennis room, media/TV room, wine cellar with brick floor and cedar paneling; two master suites, and an open main level that centers on the living room, which includes cathedral ceilings, fieldstone fireplace, and egress to exterior decking. Many rooms with water views. This beautiful home features all of the finest amenities as well as a heated pool for outdoor entertaining and enjoyment and just recently put tennis court.

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Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Edgartown, MA

Rental Price$11,500 to $11,900

Rental ID 116563

  • RTR Vacation Rental
  • Lease $11,500 to $11,900
  • Village Edgartown
  • Bedrooms 7
  • Bathrooms 4

Expansive contemporary set at the edge of Edgartown Great Pond features a spacious Main house with extensive decks connecting to the Guesthouse. Very tranquil setting with access across Great Pond to a private Atlantic beach, includes dock. Main house has central air and the guest house has mini splits in every room.

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Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Edgartown, MA

Rental Price$5,000 to $26,000

Rental ID 116944

  • RTR Vacation Rental
  • Lease $5,000 to $26,000
  • Village Edgartown
  • Bedrooms 11
  • Bathrooms 7

The Captain Morse House, at the corner of Morse and North Water streets, is one of Edgartown s finest homes. This newly renovated and exquisitely detailed home is perfect for your dream vineyard vacation. Includes eleven bedrooms and seven full baths on three floors, a formal living room and dining room, a family room, a game room, and two new gourmet kitchens all tastefully decorated with period furnishings and artwork. Current accommodations are for 23 people in 20 beds. On the North Water side facing the water are two spacious porches with partial water views of Edgartown Harbor and the Chappy Ferry. The harbor is just down the street and you have access to the town owned dock. The backyard features a spacious bricked patio with seating for ten where you can enjoy barbecue, croquet and other lawn games. There is off street parking for three cars (one large and 2-3 small). This is one of Edgartown s largest backyards.

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Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Edgartown, MA

Rental Price$4,050 to $13,500

Rental ID 116453

  • RTR Vacation Rental
  • Lease $4,050 to $13,500
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 2

This luxurious home is ideal for your family getaway. Conveniently located between Edgartown Village and South Beach, and just steps to the bike path. Recently renovated, this home offers luxury accomodations, a large heated saltwater pool, hot tub, private balconies, an expansive deck for outdoor dining and relaxing, a kids game room with ping pong table, big screen TV with video library, a large private yard and a warm southern exposure. Spacious sun-filled living area with vaulted ceilings, newly renovated cook s kitchen and spacious master bedroom suite with walkout deck. Central A/C throughout first floor as well as A/C units in all other bedrooms. There is also a spacious sixth bedroom suite above the garage. On the deck, there s an enclosed heated outdoor shower. Lastly, a spacious kid s bungalow with couches, TV, fridge, videos, etc. A perfect family getaway in Katama.

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Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Oak Bluffs, MA

Rental Price$5,250 to $15,750

Rental ID 141578

  • RTR Vacation Rental
  • Lease $5,250 to $15,750
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 3

Endless views of the ocean, directly across from the water, and steps away from a sandy beach excellent for swimming. Gorgeously remodeled last summer (2018) and designed with a sophisticated California-meets-MV feel inside, our welcoming, centrally-air-conditioned, 4 bedroom house sleeps 10 and is a rarity in this area. Blonde wood wide plank flooring, new kitchen, new doors & windows, mattresses, and appliances including dishwasher, gas range, French door refrigerator with ice maker and a king size bed in a larger than usual (for OB) master BR. The house is airy and uncluttered, with a wide 3-sided wraparound porch, perfect for watching the annual fireworks, dining outside or watching the world go by. 4 well appointed bedrooms -- one downstairs and three upstairs (including a larger bedroom with a queen & 2 twins which is perfect for sharing). Second-story deck off the master bedroom offers views of the ocean, as well as Farm Pond. A second porch off the second & third upstairs bedrooms also has ocean views. Two sets of French doors from the kitchen and dining area open out to a larger portion of the deck and stunning ocean views. Updated bathrooms (glass-door subway tile walk-in shower downstairs, a deep soaking tub upstairs), wide porches to relax and dine on, and an open and connected feeling downstairs (a wood topped bar/island connects guests to the dining area and the kitchen, open french doors connect it all to the deck and the outdoor seating/dining). The house is set back from the road by a generous lawn, and is a very short distance (a few houses) to the bike path that runs along the island s edge & State Beach and into Edgartown, and within easy walking distance of both the Oak Bluffs ferry docking and the shops and restaurants in town and along the harbor, so you ll never have to search for a parking space to dine in-town in the high season. There s a large dining table inside & barbecue and additional outdoor seating/dining table on the porch, TV (televisions in the living room and the master BR). 1 king bed, 2 queen beds, 1 full sized bed, and 2 twin beds. Additionally, upon request/discussion, there is a back guest cottage aka "The Nest". The Nest has a good size upstairs bedroom (offering what is then a 5th BR); queen bed and a twin bed (sharing the same room), a deck off the bedroom that has water views (ocean and Farm Pond), The guest house is air conditioned with mini split.

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Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Edgartown, MA

Rental Price$5,000 to $10,500

Rental ID 125617

  • RTR Vacation Rental
  • Lease $5,000 to $10,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 3

This well appointed four bedroom 3 bath home offers an open floor plan for relaxing. In the Great Room you have a 65 inch flat screen TV with surround sound, cable, HD, and Blue Ray DVD player,and a stereo system. With 2 acres of manicured lawns looking over the Katama Farm Institute, it is perfect for grilling and yard games. Just 1 mile to South Beach this is a prime time location!

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Chilmark, MA

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: 3.6% last updated on Jan 23, 2020
* 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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Vineyard Haven, MA

Rental Price$5,000 to $19,000

Rental ID 116560

  • RTR Vacation Rental
  • Lease $5,000 to $19,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 4

Beautiful waterfront home, new classic vineyard design, shingled with cedar roof. Open with lots of private spaces. Clean, new furnishings throughout. Sunny with lots of windows, magnificent harbor and ocean views. Great location to town, shops and ferry. If rented without in-law suite, the weekly rate is $2000 less.

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Oak Bluffs, MA

Rental Price$7,000 to $145,000

Rental ID 126030

  • RTR Vacation Rental
  • Lease $7,000 to $145,000
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 5

The Weku House is a luxury, 5,000 square foot home located in the beautiful town of Oak Bluffs on Martha’s Vineyard. Originally built in the year 2000, this home was fully renovated in 2015. Elegantly decorated with designer furnishings and interior appointments, the meticulous attention-to-detail makes this home a unique vacation retreat. With a total of 5 bedrooms and 5 1/2 baths, the home features sleeping accommodations that include two master king suites with ensuite bathrooms, a bedroom with two twin beds, and another spacious queen-sized guest bedroom. Additionally featured is an attached 720 square foot private apartment. "The Apartment" at Weku House features a fully equipped kitchen with Bosch appliances, a queen-sized bedroom, private bathroom, in-unit washer and dryer and an open living and dining room. There is also a private deck with bistro seating. A most popular feature of the home is the spectacularly finished basement, which includes state-of-the-art entertainment come rain-or-shine. Features include: a fitness room, a Play Zone with PlayStation 4, and Wii gaming consoles, a 40 inch 4K high-definition TV and a multitude of board games. Also in the basement is a stunning custom designed bar area with icemaker, dishwasher, microwave and a Hi Def TV overlooking a customized pool table. A home theater with a 70 inch 4K high definition TV and surround sound complete this entertainment space. Add to all of this a 1.3-acre setting, a serene front porch with rocking chairs overlooking beautifully landscaped grounds and a rear deck with dining and seating areas surrounding a rectangular gas fire table, and a gas-powered outdoor grill. With great pride, we welcome you to The Weku House.

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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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Oak Bluffs, MA

Rental Price$6,000 to $13,500

Rental ID 139055

  • RTR Vacation Rental
  • Lease $6,000 to $13,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 4

Luxury home located in a parkland setting in Sengekontacket - peaceful and serene yet close to downtown Oak Bluffs and the rest of the Vineyard. This new construction home has a large gourmet kitchen and wide open space adjacent dining and living areas. It is perfect layout for families to gather and socialize. The first floor opens onto a stone patio and grassy landscaped yard - ideal for grilling and outdoor entertaining. There is a large en-suite master bedroom on the first floor. Sliding doors open to a private back deck - perfect for enjoying your morning coffee. Four additional bedrooms are located on the second floor. Queen sized bedroom with private bath. Full sized bedroom with private bath. Two bedrooms with two twin beds give your family multiple sleeping arrangements. There is an association boat launch that is available for your kayaks.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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