Martha’s Vineyard Luxury Rentals

Martha’s Vineyard, Massachusetts, is renowned for unparalleled ocean sounds with 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, there is certainly a rental option for everyone.

Whether you come for the Island's authentic beach culture, the myriad of signature shops and delicious top-rated restaurants, the gorgeous sandy coastlines, or one of many other reasons, there is always a great reason to be in Martha's Vineyard. What are you waiting for? Begin exploring, now.

Questions about Martha's Vineyard 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$3,500 to $11,000

Rental ID 140361

  • RTR Vacation Rental
  • Property Name Harbor front home
  • Lease $3,500 to $11,000
  • Village Vineyard Haven
  • Bedrooms 5

Perched high on a sunny bluff, this quintessential Vineyard Haven harbor front home is located on “little Hatch Road” – that sweet little enclave lying midway between West Chop and downtown. Enjoy sweeping views of Vineyard Sound, East Chop and Cape Cod from your spacious, enclosed, heated porch or from the back lawn. From the lawn, mosey down the steps to your 146-foot private beach. The classic house is fully restored, yet preserves much of its vintage charm – buttery hardwood floors, soapstone kitchen sink, paneled butler’s pantry, Old World bathroom fixtures and more. With five bedrooms, two full baths and a delightful attached “bunk house” for the kids, there’s plenty of room for family and friends to spread out and enjoy.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 $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: 4.2% last updated on Apr 25, 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$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: 4.2% last updated on Apr 25, 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 $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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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$8,825 to $10,000

Rental ID 132137

  • RTR Vacation Rental
  • Lease $8,825 to $10,000
  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 $15,000

Rental ID 113896

  • RTR Vacation Rental
  • Lease $15,000 to $15,000
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 4

The stresses of life will melt away as you enjoy the peace and tranquility of this acre and a half property. Nestled in a forest, you will enjoy the spectacular landscape with easy access to down-island towns. Sip your morning coffee an a porch rocker overlooking two ponds, work out in the private gym or roast marshmallows at the fire pit. Serenity has everything you will want for the perfect vacation.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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: 4.2% last updated on Apr 25, 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: 4.2% last updated on Apr 25, 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$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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 $16,000

Rental ID 116560

  • RTR Vacation Rental
  • Lease $5,000 to $16,000
  • 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: 4.2% last updated on Apr 25, 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