Featured Martha’s Vineyard Rentals

Martha's Vineyard Vacation RentalsFrom Oak Bluffs' unparalleled waterfront homes with convenient downtown access to Vineyard Haven’s luxurious estates offering panoramic ocean overlooks, to contemporary apartments in Edgartown's authentic downtown district, the reasons to rent a property in Martha’s Vineyard, Massachusetts are endless.

No matter what type of home you are looking for - a quaint boathouse on the sandy dunes of South Beach, a meticulously crafted mansion in the hills of Tisbury, an exquisite gingerbread home within walking distance to a myriad of beaches - Coldwell Banker Landmarks Real Estate will not stop till you have the keys of your Martha's Vineyard rental in your hands. What are you waiting for? Begin your search, today! Want to see more rentals on Martha's Vineyard? Explore all of our vacation rentals.

Featured Martha's Vineyard Vacation Rentals

Questions? 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.

Chilmark, MA

Rental Price$4,000 to $12,000

Rental ID 134575

  • RTR Vacation Rental
  • Lease $4,000 to $12,000
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 3

This fully renovated 5-bedroom, 3½ bath, farmhouse is set well back behind Chilmark stonewalls and comes with a key to the private South Shore Hancock Beach! The house lies conveniently between West Tisbury and Chilmark town centers. This Mayhew farmhouse underwent a complete gut-renovation in 2017 and was reborn to embrace today’s contemporary lifestyle. The house is fully air-conditioned, has Wi-Fi, high speed Internet and cable TV. A beautiful enclosed porch was added to the back of the house. The porch leads to a lovely, private bluestone patio with a teak dining table, lounge chairs and gas grill. Adjacent to the patio is a large outdoor shower. Beyond the patio is a very private expansive back yard bordered by Chilmark stonewalls. The house is remarkably open on the first floor. The porch leads into a fully equipped cook’s kitchen with high-end appliances, quartz countertops and an island with seating. The dining room with fireplace seats up to ten comfortably. The library/media room is a peaceful place to gather, read, or watch TV by the fireplace. Also on the first floor is an en-suite queen-sized master bedroom with a third fireplace and a French door that leads to the outside patio. The central hallway, with half bath, has double stairways that lead to the second floor. Here one finds four additional bedrooms, a full laundry and a large bathroom with an oversized tub/shower. The king-sized 2nd floor master bedroom has a flat screen TV, and an attached walk-in closet and en-suite master bath. The real bonus of this house is its key to Hancock Beach—located approximately 1.5 miles from the house down a private road. Hancock Beach is adjacent to Chilmark Pond so that both can be enjoyed. Tenants also have access to Chilmark town beaches –Lucy Vincent and Squibnocket.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Chilmark, MA

Rental Price$25,000 to $35,000

Rental ID 133977

  • RTR Vacation Rental
  • Lease $25,000 to $35,000
  • 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: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Aquinnah, MA

Rental Price$30,000 to $30,000

Rental ID 132316

  • RTR Vacation Rental
  • Lease $30,000 to $30,000
  • Village Aquinnah
  • Bedrooms 4
  • Bathrooms 3

This Martha’s Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. This new 4 bedroom 3.5 bath home overlooks the Vineyard Sound with breathtaking panoramic views out to the Elizabeth Islands. With state of the art decor and interior furnishings, guests will enjoy environmentally sensitive, energy-efficient, and sustainable design. Just a short path to the private sandy beach, a great fishing spot and perfect for families with younger children. An outdoor shower, jacuzzi and sauna complete this spectacular, modern home.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Chilmark, MA

Rental Price$10,000 to $20,000

Rental ID 116953

  • RTR Vacation Rental
  • Lease $10,000 to $20,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 4

This is a peaceful four bedroom Cape located directly on Chilmark Pond with a highly desirable Hancock Beach Association key. Tastefully decorated with all amenities. the first floor includes an open concept living room, dining cook s kitchen with an adjacent pantry laundry room. there two en suite bedrooms and a three season porch. All rooms overlook Chilmark Pond. Upstairs includes two en suite bedrooms and a tv room that leads a second floor deck with views of Chilmark Pond. This home offers all ingredients necessary to create a wonderful and relaxing up island vacation escape. It is conveniently located between West Tisbury and Chilmark village centers. Kick back and enjoy the best that Chilmark has to offer!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Vineyard Haven, MA

Rental Price$3,000 to $4,500

Rental ID 142109

  • RTR Vacation Rental
  • Lease $3,000 to $4,500
  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Edgartown, MA

Rental Price$4,000 to $5,500

Rental ID 141445

  • RTR Vacation Rental
  • Lease $4,000 to $5,500
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

Charming in town three bedroom and two and a half bathroom home a block away from Main Street and everything it has to offer. Just steps to enjoy the quaint downtown of Edgartown, yet still only a short ride to beautiful South Beach. The first floor features a separate living room with plenty of space for relaxing and separate ornate dining room, that leads to a kitchen with new sub zero refrigerator and breakfast table. There is a spacious first floor master queen bedroom with a day bed and en suite bathroom. Second floor has two more bedrooms - one has a full size bed with a day bed while the other has two twin beds with trundles for sleeping up to 4. The two bedrooms are separated by Jack and Jill bathroom. Additionally there is an open bonus room with a twin bed downstairs . Great outdoor space with a new Weber grill is perfect for summer BBQ s. Leave your car in the driveway and walk the best restaurants and shops in Edgartown.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

West Tisbury, MA

Rental Price$3,500 to $6,250

Rental ID 139842

  • RTR Vacation Rental
  • Lease $3,500 to $6,250
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 3

This newly renovated home right near Long Point Beach offers the best of both worlds. Nestled on two private acres among the oaks and natural environs of the South part of the Island, it is a world unto itself, yet so convenient to Edgartown Village, Morning Glory Farm and all the other enjoyable towns and settings the Vineyard has to offer. The main level of the home is perfect for socializing and relaxing, with a generous, well-equipped, kitchen and open dining and living areas. Cathedral ceilings, large windows, and skylights let in lots of light, creating a sunny environment. Spacious decks extend the main level living space with a covered porch and several eating and lounging areas. Also on the main level is a wet bar, a bedroom, and a full private bath. The master bedroom suite, located upstairs, includes a large bathroom with double sinks, a walk-in shower, and an air-jet tub. A deck, perfect for morning coffee, is just off the master bedroom. A den on the second level separates the master bedroom from a third bedroom and another lovely full bath. A secluded loft on the third level offers more sleeping space with three twin beds, one of which is a trundle. In addition to Long Point Beach and its adjacent kid-friendly pond, the West Tisbury location allows access to Lambert’s Cove, a private North shore beach great for families. This home comes fully equipped with beach chairs, coolers, bikes, kayaks, a canoe and fishing equipment. …A great place to begin and end the day whether you ride your bike for miles, sunbathe at Long Point, kayak on the great ponds, hike a nature trail, or enjoy a sunset at Lambert’s Cove beach.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Oak Bluffs, MA

Rental Price$3,000 to $5,700

Rental ID 138991

  • RTR Vacation Rental
  • Lease $3,000 to $5,700
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Vineyard Haven, MA

Rental Price$4,000 to $8,500

Rental ID 138644

  • RTR Vacation Rental
  • Lease $4,000 to $8,500
  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details

Oak Bluffs, MA

Rental Price$6,000 to $7,500

Rental ID 134767

  • RTR Vacation Rental
  • Lease $6,000 to $7,500
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

Enjoy the best of East Chop! This attractive property has undergone significant updating throughout both the main and guest houses. Updates include granite counters, stainless steel appliances, central air with controls for each room, and a wrap around deck with harbor views! This home is steps from the water front, thus great for walks, jogs, and certainly walkable to downtown Oak Bluffs waterfront and Circuit Ave. This home is the perfect vacation home for families looking for the perfect vacation spot with all the amenities one could ask for.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 TourAsk A QuestionMore Details