Vineyard Haven Rentals

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 Mink Meadows Golf Course, or relaxing evenings of theatre or dining in town.

Vineyard Haven real estate subareas:

If you would like to view one of these listings, please contact us or call 508-693-6866. To stay up to date on your favorite listings and searches, register with our site.

Rental Price$5,000 to $13,000

Rental ID 116756

  • RTR Vacation Rental
  • Lease $5,000 to $13,000
  • Village Vineyard Haven
  • Bedrooms 7
  • Bathrooms 7

Sprawling, traditional Vineyard home and guesthouse located in West Chop. Very private, nicely landscaped setting, framed by trees and a great yard. Large outdoor porch, perfect for dining and relaxing. Comfortable, tastefully decorated home, fully equipped. Bright, airy open living space on main floor, second floor den with Bluray player. Every bedroom (main and guest) has full private bath.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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$2,000 to $3,000

Rental ID 134053

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

Unique Opportunity - leave your cares and car behind, hop the ferry for a relaxing stay at our Vineyard Haven Village home. This charming place offers privacy yet its historic lane, off Main Street is just a two minutes walk to the town beach, ferry and downtown. Our two bedroom, two bath, fireplaced home is beautifully appointed for your true Vineyard get-away. Just bring your dreams and suitcase because everything else is waiting for you, including kayaks, beach chairs and more! Stay for a week, or longer.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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$1,990 to $7,990

Rental ID 134518

  • RTR Vacation Rental
  • Lease $1,990 to $7,990
  • 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.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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$1,000 to $3,900

Rental ID 116985

  • RTR Vacation Rental
  • Lease $1,000 to $3,900
  • 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.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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$2,800 to $3,650

Rental ID 116638

  • RTR Vacation Rental
  • Lease $2,800 to $3,650
  • 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.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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 $11,000

Rental ID 116335

  • RTR Vacation Rental
  • Lease $4,000 to $11,000
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 2

This beautifully furnished 2 bedroom 2.5 bath West Chop home is elegant, sophisticated and pristine with wonderful artwork throughout. A fabulous well-equipped kitchen with state-of-the-art Viking appliances and custom cabinetry opens into the dining area. The living room is perfect for relaxing. Both bedrooms are spacious, each with a sitting area, and water views. There is a comfortable and casual detached 1 bedroom studio cabin for extra guests or nanny. Sit on your patio and enjoy the lovely yard; a peaceful setting under a mile from downtown Vineyard Haven. Walk or bike to stores, West Chop lighthouse, or Grove Avenue beach, just one block away. Or visit South Beach: a unique feature, this rental includes a key to Hancock Beach, Chilmark s desirable gated south shore ocean beach. Use the home s enclosed outdoor shower to bathe away the saltwater following a swim or after returning from boating off the property s harbor mooring.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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 $15,000

Rental ID 116608

  • RTR Vacation Rental
  • Lease $6,000 to $15,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Classic beach house with large wraparound deck, spacious interior, elegantly casual. Detached one bedroom, one bath bunk house. Long stretch of sandy beach.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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 116606

  • RTR Vacation Rental
  • Lease $4,000 to $9,000
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Completely restored waterfront Cape, located next to the Vineyard Haven Yacht Club. Beautifully landscaped gardens and yard, private beach in front of property. Home includes central air, a screened-in dining porch, a farmers porch, as well as an outdoor shower. Ideal location close to town, shopping, restaurants and ferry. This home is fully equipped for a relaxing vacation on the Vineyard harbor waterfront.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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 $19,000

Rental ID 116560

  • RTR Vacation Rental
  • Lease $5,000 to $19,000
  • 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.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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$3,200 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 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.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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$8,400 to $16,800

Rental ID 116336

  • RTR Vacation Rental
  • Lease $8,400 to $16,800
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

Built in 1758, this historic waterfront home was originally a tavern for sea-faring folk. Located less than 25 feet from the water, the home offers broad views of both inner and outer harbors, as well as Vineyard Sound. The stairway and boardwalk to the magnificent sandy beach include a deck and enclosed outdoor shower and provide access to the property s mooring. Inside this stunning vintage home, enjoy the library in the fireplaced living room while taking in views of the water. The formal dining room with fireplace and modern kitchen overlook the side terrace and garden. Ocean views from the master bedroom and the bath s vintage claw-foot tub complete the sea-side experience. This charmer includes a key to Hancock Beach, Chilmark s desirable gated south shore ocean beach.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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$2,800 to $4,500

Rental ID 135926

  • RTR Vacation Rental
  • Lease $2,800 to $4,500
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Charming 3 bedroom 2 bath home with a guest house on 1/2 acre just a bit over a mile from downtown Vineyard Haven. This light filled home offers large backyard and peaceful setting next to West Chop Woods and you are 2 blocks away from Grove street beach

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* 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