Vineyard Haven Rentals

Find a variety of Martha’s Vineyard vacation rentals in Vineyard Haven. From waterfront homes to historic houses within walking distance of shops and restaurants, you’ll find the perfect vacation rental for you and your family in Vineyard Haven. Scroll down to browse available Vineyard Haven rentals. You may also be interested in viewing all vacation rentals on the Vineyard.

VINEYARD HAVEN (TISBURY) is the unofficial gateway town of the island, with a deep commercial harbor dating back to the sail ships of colonial times. It’s the only town with ferry service to and from the mainland, year-round. That year-round vitality extends to Main Street shopping and the residential neighborhoods beyond. Vineyard Haven attracts many seasonal visitors and residents who enjoy water sports on Lake Tashmoo or Lagoon Pond, the convenience of the Mink Meadows Golf Course, or relaxing evenings of theatre or dining in town. Learn more about Vineyard Haven.

Vineyard Haven 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.

r=1-12

Vineyard Haven, MA

Rental Price$2,150 to $2,800

Rental ID 116849

  • RTR Vacation Rental
  • Lease $2,150 to $2,800
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

Striking contemporary townhouse, located in Tashmoo Woods. Nice solid oak floors. Association tennis courts and pool.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$3,000 to $4,000

Rental ID 144796

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

This unique and comfortable two bedroom, two bath main house includes an additional two bedrooms and bath across a short breezeway. It lies just 100 feet across a lawn to a private beach on Vineyard Haven Harbor, with a shared dock. Close to all Vineyard Haven has to offer. Bike to town and library, across the street from the West Chop Woods, and just a mile to Mink Meadows Golf Course. Newly remodeled open kitchen allows the cook ample room to work yet still be part of the gathering. Use the house for a jumping spot to further explore the Island or just hang back and enjoy the patio, sandy private beach and dock. A little bird seed in the feeder will shortly produce a cacophony of sound from all the birds in the nearby hedge. Relax and enjoy.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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 ID 113881

  • RTR Vacation Rental
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

This unique and comfortable two bedroom, two bath main house includes an additional two bedrooms and bath across a short breezeway. It lies just 100 feet across a lawn to a private beach on Vineyard Haven Harbor, with a shared dock. Close to all Vineyard Haven has to offer. Bike to town and library, across the street from the West Chop Woods, and just a mile to Mink Meadows Golf Course. Newly remodeled open kitchen allows the cook ample room to work yet still be part of the gathering. Use the house for a jumping spot to further explore the Island or just hang back and enjoy the patio, sandy private beach and dock. A little bird seed in the feeder will shortly produce a cacophony of sound from all the birds in the nearby hedge. Relax and enjoy.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$4,500 to $6,500

Rental ID 116454

  • RTR Vacation Rental
  • Lease $4,500 to $6,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 4

Recently constructed home in desirable Lower Makonikey off of Lamberts Cove Road. Beautiful four bedroom Gambrel Colonial, central air, gourmet kitchen with all new appliances. Large family room with entertainment center. Great outdoor deck for unwinding after a day at the beach. A short walk to the Association beach, and short drive to town, ferry and shops. A great vacation escape.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$2,500 to $5,000

Rental ID 137000

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

This new three bedroom, two and one-half bath home offers a quiet country environment for your Vineyard vacation. There are fantastic views and many windows showering sunlight throughout the house. First floor has an open living concept, maple hardwood floors, a gourmet kitchen, bedroom with ensuite bath and powder room. Second floor has an open loft area where one can relax while taking in the views, two bedrooms and a shared bath. Outdoor area includes an outside shower, gas grill and seating area allowing you to enjoy natures best from your deck while experiencing wonderful summer Vineyard breezes. All of this is convenient to town, shops, restaurants, bike paths, the nearby Lagoon as well as the many beach options on the Vineyard.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$3,200 to $5,300

Rental ID 116557

  • RTR Vacation Rental
  • Lease $3,200 to $5,300
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 2

Enjoy a view of Vineyard Haven harbor from most rooms of this 1898 Captain s home. The Captain Henry Stevenson house was renovated in 2008 with stone countertops, stainless steel appliances, two flat screen TV s, central air and hardwood floors. Enjoy five large bedrooms, two and a half baths, kitchen, pantry/bar, office and living room. Includes a private fenced yard as well as a large open porch with porch swing and additional seating perfect for outdoor entertaining. Ideally located on Main Street, near the library and a few blocks from ferry, shops, dining, galleries and public transportation. One block from Owen Park beach and five blocks to VH public tennis courts. No need to bring a car, but off-street parking is available.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$1,200 to $2,300

Rental ID 116730

  • RTR Vacation Rental
  • Lease $1,200 to $2,300
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 1

Very comfortable three bedroom ranch in quiet neighborhood near the water, one mile from downtown shops, ferry and Vineyard Haven Yacht Club. Newly renovated interior with bright, sunny kitchen and family antiques throughout the house. Five-minute walk to small public beach at Grove Avenue. Spacious deck overlooks large backyard with mature trees.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$1,800 to $2,200

Rental ID 113590

  • RTR Vacation Rental
  • Lease $1,800 to $2,200
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

Enjoy a memorable summer vacation on idyllic Martha s Vineyard. Located on a quiet residential circle in Vineyard Haven, this home with oversized windows is contemporary yet rustic with exposed wooden beams and a cathedral ceiling. New natural travertine floors unify the open and light filled freshly painted and fully appointed kitchen, dining and living room areas. Sliding glass doors from the dining/living room lead onto a wrap-around deck. Renew yourself after a day at the beach in the outdoor shower and relax on the outdoor deck. This home is within walking distance (a mile) to downtown Vineyard Haven with such local favorites as the ArtCliff Diner, Black Dog Tavern, Mad Martha s Ice cream as well as movie theatre and public library with many planned community activities. Several beaches are in close proximity.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$4,000 to $5,000

Rental ID 143801

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

Delightful, well maintained beach home, a rare find these days and just perfectly cute. Relax on the deck and take in the outstanding waterviews of the Lagoon. You are a 5 minute drive to both the towns of Oak Bluffs and Vineyard Haven where you will find an array of boutique shops, dining - family and gourmet, harbor walks, beaches and parks. 5 to 15 minute drive to various public beaches.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$6,500 to $7,500

Rental ID 118354

  • RTR Vacation Rental
  • Lease $6,500 to $7,500
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This three bedroom home located on the beautiful waters of Tashmoo (tidal saltwater lake connecting to Vineyard Sound). Just one mile from downtown Vineyard Haven, it s the perfect family vacation home. The modern open floor plan, kitchen, living, dining with large windows offers a great space to enjoy family time. The side veranda patio also offers space to sit outside and enjoy watching the boats go by or outdoor dining. The first bedroom off the living room has ensuite bathroom and the back two bedrooms are perfect for kids and/or extra family bedrooms. The large shared bathroom offers plenty of room for these two rooms. A private tennis court and private dock are shared by property KERA18H, two great bonuses to this home, making it a truly all-inclusive vacation spot. Need more space? Ask your agent about renting the home next door, KERA18H and what discount may be offered for renting both homes.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$7,500 to $8,500

Rental ID 118298

  • RTR Vacation Rental
  • Lease $7,500 to $8,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 2

This four bedroom home located on the beautiful waters of Tashmoo (tidal saltwater lake connecting to Vineyard Sound). Just one mile from downtown Vineyard Haven, it s the perfect family vacation home. The front living room with wrap around windows offer amazing sunsets and boat watching. The modern kitchen with more windows is a perfect for family dinners and common space to enjoy. The back first floor bedroom is great for the grandparents or nanny on vacation with you. The second floor offers three bedrooms and one shared full bath. The front master bedroom with wrap around windows also offers a great desk work space for vacations that may need you to work from afar. A private tennis court and private dock are shared by property KERA36H, two great bonuses to this home making it a truly all-inclusive vacation spot.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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

Vineyard Haven, MA

Rental Price$1,800 to $3,000

Rental ID 116551

  • RTR Vacation Rental
  • Property Name West Chop Sweetheart
  • Lease $1,800 to $3,000
  • Village Vineyard Haven
  • Bedrooms 2

Charming cottage nestled in the heart of West Chop. Pristine, bright and comfortably furnished home. Open living area, hardwood floors, vaulted ceilings, well appointed kitchen and sunny breakfast nook. Spend afternoons relaxing and entertaining on the outdoor deck and patio. Located in a private neighborhood, enjoy bike rides around the West Chop loop. Perfect for a small family and/or couples.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Dec 12, 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