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

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Vineyard Haven, MA

Rental Price$3,000 to $5,500

Rental ID 136744

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

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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Vineyard Haven, MA

Rental Price$2,500 to $3,400

Rental ID 116985

  • RTR Vacation Rental
  • Lease $2,500 to $3,400
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

Newly renovated Greek Revival in the heart of the historic district. Wonderful screened porch overlooking rose garden, comfortable open interior. Great location - walking distance to town and ferry.

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Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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Vineyard Haven, MA

Rental Price$4,000 to $13,500

Rental ID 137364

  • RTR Vacation Rental
  • Lease $4,000 to $13,500
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 4

The beautiful new home is conveniently located within walking distance to downtown Vineyard Haven. The Main house features four spacious bedrooms with 3 full baths and one half-bath. The first floor has a gourmet kitchen featuring Viking appliances that overlooks a large, comfortable family room with gas fireplace. The family room opens into a large dining area that seats up to 10 people with French doors opening to a deck and bluestone patio with additional outdoor seating. A second more formal gathering space is located in the living room which features a second gas fireplace, A lovely guest cottage is also located on the property and includes an open kitchen, 1 bedroom with French doors opening to the beautiful yard, 1.5 bath and a loft for extra space. This home is in walking distance to the library, shops and restaurants of Main Street Vineyard Haven and the Harbor.

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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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.

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%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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Vineyard Haven, MA

Rental Price$3,500 to $3,800

Rental ID 116638

  • RTR Vacation Rental
  • Lease $3,500 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.

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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Rental ID 116311

  • RTR Vacation Rental
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3
  • Half Baths 1

Newly renovated Cape is sure to please with a/c in every room, bamboo floors, new kitchen and baths. Great space and furnishings fresh and light throughout. Also includes a lower level family room. Recently enlarged the outdoor deck by six feet, and increased the outdoor shower space as well. Spacious yard. Another added feature for music lovers is a Bose sound dock. Walk to downtown Vineyard Haven where you will enjoy shopping, restaurants, theater and harbor. Your Vineyard vacation awaits!

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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Vineyard Haven, MA

Rental Price$4,000 to $14,000

Rental ID 116635

  • RTR Vacation Rental
  • Lease $4,000 to $14,000
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 4

Private waterfront home with superlative views of the inner and outer harbor and East Chop. Bright and open interior with lots of glass. Private grassy lawn and deck connects with private beach. Beach house on the beach which sleeps 2-4 with bathroom, laundry and kitchen (no heat). Short walk to Vineyard Haven and Yacht Club. Private hard court tennis court, sunfish and kayak.

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%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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Vineyard Haven, MA

Rental Price$7,000 to $7,000

Rental ID 144287

  • RTR Vacation Rental
  • Lease $7,000 to $7,000
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 2

Wonderful updated Victorian with deeded shared beach access, peeks of the water, all bedrooms have window unit air conditioning, new kitchen and bedroom wing with shared bath, expansive deck for relaxation of dining AL fresco, large grassy lawn, beautiful plantings, including a lovely fish pond/waterfall meditation garden. A total of six bedrooms, two full bathrooms, and two half baths. This home is very well maintained and very cheery and three stories plus a ping pong table in the basement so the family can really spread out. Convenient deeded beach access across the street and 85 acres of West Chop Woods out the back door.

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

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Vineyard Haven, MA

Rental Price$2,000 to $2,700

Rental ID 116689

  • RTR Vacation Rental
  • Lease $2,000 to $2,700
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 4

A beautiful, dramatic staircase is the architectural focal point of this upscale condominium located in the Tashmoo Woods Association. There are two bedrooms with en suite baths, a den/study with a first floor full bath, and a finished basement with a sleeper sofa and private bath for additional sleeping space. Many desirable features including oak floors, fireplace, AC, and a deck with an expansive backyard. Association amenities include a pool, four tennis courts, dock on Tashmoo for canoes and kayaks, and beach on Vineyard Sound.

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 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: 3.65% last updated on Jan 16, 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.

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Vineyard Haven, MA

Rental Price$11,000 to $14,500

Rental ID 114895

  • RTR Vacation Rental
  • Lease $11,000 to $14,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Wonderful Vineyard home with waterviews, located on a quiet dead-end road. Renovated kitchen as well as a fully equipped office with fax, scanner and WIFI. A delightful terrace and covered porch provide relaxing views of the harbor and gardens. Ideal location, close to Vineyard Haven Yacht Club, restaurants, shops and ferry. A short walk to a private little beach at end of road, kayak, canoe and sailfish available.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details

Vineyard Haven, MA

Rental Price$4,550 to $7,000

Rental ID 144279

  • RTR Vacation Rental
  • Lease $4,550 to $7,000
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Located between Edgartown and Vineyard Haven and a very short walk to the lovely Lagoon Pond. This home was built by a builder known for his high end construction and impeccable details. The multi-level contemporary style is open and airy. The south facing floor plan is designed to capture as much sunlight as possible, as well as views of the beautifully manicured lawn and surrounding garden. Rooms flow together seamlessly with a cohesive and elegant design. The kitchen is new and roomy, providing space and equipment for preparing family meals. The master bedroom includes slider to the back deck, private bath and a spacious walk in closet. The upstairs bedrooms share a full bath and a stylish second living room. A finished lower level completes the house with the fourth bedroom, TV room, pool table, indoor wet bar and sliders that lead out to the fire pit and outdoor eating area. Please inquire for additional information.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details