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. 

Learn more about Vineyard Haven.

Vineyard Haven real estate subareas:

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Rental Price$2,990 to $7,990

Rental ID 134518

  • RTR Vacation Rental
  • Lease $2,990 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.

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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.

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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: 4.32% last updated on Feb 8, 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.

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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: 4.32% last updated on Feb 8, 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.

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Rental Price$4,000 to $8,500

Rental ID 116335

  • RTR Vacation Rental
  • Lease $4,000 to $8,500
  • 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: 4.32% last updated on Feb 8, 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.

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Rental Price$5,000 to $7,000

Rental ID 117811

  • RTR Vacation Rental
  • Lease $5,000 to $7,000
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

Lovely, expansive summer home loaded with old world charm. Stunning wraparound porch overlooks East Chop and outer Harbor. Ideal for larger families with lots of living space, huge lawns and water views. Close to West Chop, West Chop woods and downtown Vineyard Haven. Deeded private beach access across the road.

{$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: 4.32% last updated on Feb 8, 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.

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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: 4.32% last updated on Feb 8, 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.

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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: 4.32% last updated on Feb 8, 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.

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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: 4.32% last updated on Feb 8, 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.

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Rental Price$3,450 to $3,900

Rental ID 137924

  • RTR Vacation Rental
  • Lease $3,450 to $3,900
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

A true sanctuary tucked peacefully amid a bustling summer harbor town, this home blends modern conveniences with old world craftsmanship. Enjoy early mornings in a beautiful glass house that spills out to a bluestone patio that is perfect for an evening cocktail. A short walk through the historic district brings you to town or Owen Park where you will have a birds-eye view of Vineyard Haven harbor while enjoying the town band on select Sundays throughout the summer season. A short drive away is Tashmoo beach, public tennis courts, and Mink Meadows Golf Club.

{$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: 4.32% last updated on Feb 8, 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$2,000 to $3,250

Rental ID 134053

  • RTR Vacation Rental
  • Lease $2,000 to $3,250
  • 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: 4.32% last updated on Feb 8, 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$1,800 to $4,650

Rental ID 116999

  • RTR Vacation Rental
  • Lease $1,800 to $4,650
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 1

Waterfront three bedroom cottage on Herring Creek, with private beach and breathtaking sunsets! Can t get any closer to the beach than this cozy beach home with water views on three sides. Fall asleep to waves, take a dip and swim in the ocean from the private beach or the warm waters of Lake Tashmoo. Enjoy clamming or fishing, or just relax and watch boats coming and going from the Tashmoo inlet. The perfect spot for a get away family vacation.

{$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: 4.32% last updated on Feb 8, 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.

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Rental Price$1,750 to $11,000

Rental ID 137319

  • RTR Vacation Rental
  • Property Name Harbor front home
  • Lease $1,750 to $11,000
  • Village Vineyard Haven
  • Bedrooms 5

Perched high on a sunny bluff, this quintessential Vineyard Haven harbor front home is located on “little Hatch Road” – that sweet little enclave lying midway between West Chop and downtown. Enjoy sweeping views of Vineyard Sound, East Chop and Cape Cod from your spacious, enclosed, heated porch or from the back lawn. From the lawn, mosey down the steps to your 146-foot private beach. The classic house is fully restored, yet preserves much of its vintage charm – buttery hardwood floors, soapstone kitchen sink, paneled butler’s pantry, Old World bathroom fixtures and more. With five bedrooms, two full baths and a delightful attached “bunk house” for the kids, there’s plenty of room for family and friends to spread out and enjoy.

{$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: 4.32% last updated on Feb 8, 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