Martha's Vineyard Rental Homes For Large Groups

Find a wonderful variety of Martha’s Vineyard vacation rentals for large groups and families. Find homes for large groups in Chilmark, Oak Bluffs, Edgartown, and other popular communities on Martha’s Vineyard. Whether you are looking for waterfront views, walking distance to the beach or close to downtown, find your perfect Martha’s Vineyard vacation home here!

Scroll to view Martha's Vineyard vacation rentals below. Contact us today if you would like to learn more about a specific property. Register with the site to save all of your favorite properties and receive email alerts when new listings come onto the market. If you already have an account, feel free to sign in.

 

r=1-10

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: 4.75% last updated on Dec 6, 2018
* 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$4,000 to $9,000

Rental ID 114965

  • RTR Vacation Rental
  • Lease $4,000 to $9,000
  • Village Oak Bluffs
  • Bedrooms 6
  • Bathrooms 4

Beautiful Vineyard home overlooking the ocean on Farm Neck Golf Course. Five bedroom, four baths, open living area with screened in porch, large wrap-around deck. Also small guest apartment over the garage with one bedroom, bath and living room. Tennis and golf on the grounds, public beach nearby. Private lawn and gardens, spectacular tree house.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 $14,500

Rental ID 126030

  • RTR Vacation Rental
  • Lease $7,000 to $14,500
  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$2,990 to $6,990

Rental ID 134518

  • RTR Vacation Rental
  • Lease $2,990 to $6,990
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 4

With sweeping views of Vineyard Haven Harbor, this recently built, in-town luxury home, combines commanding water views with four levels of sophisticated and stylish living space, including two roof top decks, Home Theater, tournament Pool Room, Penthouse Lounge, and more. The main floor of Captain Spring House features an open Great Room designed for entertaining, with Living and Dining Ares, plus a large Gourmet Kitchen. The fully-equipped Chef s Kitchen features marble countertops, grand prep island/breakfast bar with seating for eight, Wolf and Sub Zero stainless appliance, two farmer sinks, double dishwashers, and wine refrigerator. There are hardwood floors and high ceilings throughout the home. All four bedrooms feature full marble baths with tub and shower, and flat screen TVs. The second floor Master Suite also has a glass walk-in shower and whirlpool with harbor views. The third floor Penthouse Lounge features phenomenal views, sectional seating, wet bar, and refrigerators. Best of all, walk out onto two large mahogany sun decks that face the harbor. One has outdoor shower. The lower level features both a Home Theater and a Pool Room Lounge. There is a tournament pool table and a fully-equipped wet bar. Captain Spring House sits quietly on a side street, just steps from downtown Vineyard Haven with its charming Main Street, restaurants, shops, beach, and ferry which is only 2 blocks away.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 132316

  • RTR Vacation Rental
  • Lease $25,000 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: 4.75% last updated on Dec 6, 2018
* 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 $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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$3,000 to $3,800

Rental ID 116638

  • RTR Vacation Rental
  • Lease $3,000 to $3,800
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

This lovely home is a modern farmhouse, built in 1998 with a very well-equipped kitchen, wooden floors and a fireplace. This home sits on 3 1/4 wooded acres and has all the sense of up-island privacy with only a short drive in to town, ferry, and shops. The downstairs den can be used as a 5th bedroom. With only 500 feet to Vineyard Sound and a short walk to the private association North shore beach this is a perfect summer rental.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$3,000 to $5,000

Rental ID 116330

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

Sunrise from the ocean, sunset over Stonewall Pond and view towards Squibnocket Beach. Old Vineyard look and feel, an elegant and comfortable beach house with landscaped gardens. Recently built 500 sq ft addition includes ground floor MBR suite offering full amenities. On-site recreation includes kayaks, canoe, sail boat, clam rakes and buckets, as well as mountain bikes, road bikes, walking sticks and walking guides. For a more detailed list of services provided or arranged please contact your rental agent.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$4,000 to $7,500

Rental ID 138644

  • RTR Vacation Rental
  • Lease $4,000 to $7,500
  • 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: 4.75% last updated on Dec 6, 2018
* 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 $9,000

Rental ID 137764

  • RTR Vacation Rental
  • Lease $6,000 to $9,000
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 4

Enjoy the perfect vacation in this updated gingerbread house, that offers gorgeous view from every angle. The home offers 4 en-suite bedrooms and plenty space for entrainment.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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