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

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

Save time & effort! Create an account to save your favorite listings & get notifications when similar properties become available.

r=1-10

Rental Price$20,000 to $55,000

Rental ID 116620

  • RTR Vacation Rental
  • Lease $20,000 to $55,000
  • Village Edgartown
  • Bedrooms 5
  • Bathrooms 4

Exclusive seven acre waterfront property with spectacular waterviews from every room. Very private, located in desirable Herring Creek Farm, this home includes a Main house, Guest house as well as Pool House with heated gunnite pool and jacuzzi. NOTE: PLEASE CALL OUR RENTAL AGENT FOR WEEKLY RATES.

$
$
%
$/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

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.

$
$
%
$/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

Rental Price$6,500 to $19,500

Rental ID 116542

  • RTR Vacation Rental
  • Lease $6,500 to $19,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

In-town Edgartown three bedroom with detached guesthouse and pool. Recently renovated, this home has it all! The main and guesthouse overlook the heated pool area with blue stone patio. Bright, airy, tastefully furnished with hardwood flooring throughout. Fully equipped gourmet kitchen with eat-in nook area. Includes media game room with wet bar in basement. Relax and enjoy sound system in living room, media room and pool patio. Private backyard area with two car garage. Great location just two blocks to town for shops and restaurants. The perfect in-town vacation home with pool.

$
$
%
$/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

Rental Price$6,000 to $23,500

Rental ID 116541

  • RTR Vacation Rental
  • Lease $6,000 to $23,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

Located just two blocks from Edgartown Village this newly constructed sophisticated luxury retreat offers gracious style and comforts throughout. This 5200 square foot home features casual elegance and all of the finest amenities as well as a heated pool and blue stone patio for outdoor entertaining and enjoyment. There are four bedrooms, each with en-suite baths, the master separated by French doors for privacy and a den on the first floor which upon request can be converted into the fifth bedroom with a queen bed. You will find the media/game room hard to beat, with a large-screen TV and a pool table that has a Ping-Pong option. Perfect home for the family who wishes to have it all. Finishing touches are currently being completed and more photos to be posted soon.

$
$
%
$/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

Rental Price$12,000 to $18,000

Rental ID 116303

  • RTR Vacation Rental
  • Lease $12,000 to $18,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 2

Beautiful converted barn located in exclusive Squibnocket Farm. Access to one of the Vineyards most pristine and private ocean beaches. This home has the original exposed beams and floor to ceiling windows offering spectacular views of the surrounding meadows, ocean, pond and gardens. Balconies and lofts overlook the large open living area below. Tastefully decorated furnishings and artwork with modern amenities throughout. A rare opportunity to experience this special area of the island.

$
$
%
$/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

Rental Price$5,000 to $21,000

Rental ID 116755

  • RTR Vacation Rental
  • Lease $5,000 to $21,000
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 4

Masterfully renovated 1850’s Sea Captain’s home situated on a quiet tree lined street. Designer decorated Grecian Revival is within walking distance to the harbor, restaurants and beaches. Main level includes a large gourmet kitchen adjacent to a bright family with working fireplace. A living room, dining room (each with its own fireplace), wood paneled media room and office completes the first floor. There are four bedrooms and three baths on the second floor (two of these bedrooms have french doors that lead to a second floor balcony. On the third floor you will find a large sunny bedroom/play area along and bathroom. Separate from the main house is a detached one bedroom studio with full bath. This private compound located in the heart of Edgartown village is professionally landscaped with a heated pool and hot tub.

$
$
%
$/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

Rental Price$25,000 to $30,000

Rental ID 133977

  • RTR Vacation Rental
  • Lease $25,000 to $30,000
  • 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.

$
$
%
$/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

Rental Price$15,000 to $25,000

Rental ID 116916

  • RTR Vacation Rental
  • Lease $15,000 to $25,000
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

The Dexter House is part of a spectacular two house waterfront compound situated on the historic Edgartown harbor. The complex is lovingly crafted from the finest materials, fabrics and hardware. Wonderful bright airy living, kitchen, dining loft overlooking the old harbor with spectacular views of Chapaquidick and Vineyard Sound. You can dine, sunbathe or just watch the world go by on solid teak furniture out on the adjoining deck. State of the art electronics, digital satellite and high speed internet access available. A slip for up to a 17 ft boat and one parking space is included.

$
$
%
$/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

Rental Price$15,000 to $25,000

Rental ID 116361

  • RTR Vacation Rental
  • Lease $15,000 to $25,000
  • Village West Tisbury
  • Bedrooms 7
  • Bathrooms 7

1720 s Cape with new addition built in 2000, bunk house built in 2006 all on 26 acres. Within walking or biking distance to Alley s General store, Ag Hall, Library and Farmer s Market.

$
$
%
$/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

Rental Price$7,000 to $12,000

Rental ID 116226

  • RTR Vacation Rental
  • Lease $7,000 to $12,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Sprawling home on the shore of Lake Tashmoo with a lovely sandy beach and views of the lagoon. Nicely furnished and very well-equipped. Great for boaters as property has beautiful dock. Very private location.

$
$
%
$/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