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.

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Rental Price$2,250 to $4,500

Rental ID 113597

  • RTR Vacation Rental
  • Lease $2,250 to $4,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

This completely renovated farmhouse is just minutes to the Vineyard Haven Yacht Club, library and village. Tastefully furnished with a comfortable blend of contemporary and antique pieces. This home will be your ideal Vineyard retreat.

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Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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Rental Price$3,100 to $3,900

Rental ID 113592

  • RTR Vacation Rental
  • Lease $3,100 to $3,900
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 1

Bright and airy classic, renovated in-town home. Many distinctive features, including hardwood floors, cathedral ceiling, china cabinets, butlers pantry, and granite counters /stainless steel appliances in the kitchen. Private, level yard with mature plantings. Great location, walk to town and ferry.

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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Rental Price$2,500 to $8,000

Rental ID 113585

  • RTR Vacation Rental
  • Lease $2,500 to $8,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 3

Charming, remodeled in 2000, this is a seaside cottage overlooking Menemsha Harbor and beach. Bright and open interior with upscale details, the house is very comfortable. Master suite upstairs with deck and views of harbor, beach and sunsets. Backyard is private with outdoor deck and screened in porch. Guest cottage on the property with one bedroom and bath. Outdoor shower attached to guest house.

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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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.

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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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!

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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Rental Price$6,500 to $8,500

Rental ID 113579

  • RTR Vacation Rental
  • Lease $6,500 to $8,500
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 4

Beautiful custom post and beam located in Deep Bottom Pond. Air-conditioned contemporary with cathedral ceilings and floor-to-ceiling windows facing the woods. Enjoy the spacious deck, hot tub and association tennis. Large, bright rooms and located close to the bike path. A basement sleeping room with sitting area, TV and private bath are perfect for extended family or nanny. New gunite pool and bluestone deck in a private wooded setting.

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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Rental Price$4,000 to $4,000

Rental ID 122669

  • RTR Vacation Rental
  • Lease $4,000 to $4,000
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 2

This is a great property to enjoy a summer vacation with the family. Previously situated in the campground back in the day, this house has all the charm of a gingerbread cottage but is located in the Copeland District. Recently renovated, this house has a fully stocked kitchen and refurnished hardwood floors throughout. All 4 bedrooms are decorated to maintain the cottage character. Bedroom 1 has a full bed, bedroom 2 has a full bed and bath, bedroom 3 has 2 twin beds and bedroom 4 has 2 twin beds. The covered porch is a great place to unwind in the afternoon or just hang out for the evening. The location is perfect. A 2 minute walk to town beaches and bike path, this house is also located across from Waban Park as well as tennis courts and a playground. Lastly, Oak Bluffs center is only a few blocks away to enjoy great shopping, restaurants or nightlife.

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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Rental Price$2,950 to $4,750

Rental ID 113882

  • RTR Vacation Rental
  • Lease $2,950 to $4,750
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Enjoy expansive harbor views and passing tall mast schooners and ferries from the breezy porch of this delightful five bedroom, three and a half bath rambling home, not far from the village center. Lovely spacious rooms are filled with the charm of another era. Walk to town, tennis and beach from this convenient location.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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