Vineyard Haven Vacation Rentals

Discover our latest vacation rentals in the Martha's Vineyard town of Vineyard Haven. Look through a variety of listings including beautiful oceanfront homes, luxury estates, cottages, and more! Save your favorites when you register with us, and we can send you email updates when similar properties are posted. If you already have an account with us, log in here. Please feel free to contact us with any questions, for more information, or to schedule a showing for any property below!

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.

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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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: 3.94% last updated on Dec 21, 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.

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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: 3.94% last updated on Dec 21, 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.

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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.

{$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: 3.94% last updated on Dec 21, 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.

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Rental Price$2,150 to $4,000

Rental ID 135092

  • RTR Vacation Rental
  • Lease $2,150 to $4,000
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

{$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: 3.94% last updated on Dec 21, 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.

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Rental Price$2,550 to $4,450

Rental ID 130462

  • RTR Vacation Rental
  • Lease $2,550 to $4,450
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This beautiful home is a perfect getaway for families looking to truly enjoy gatherings and family life on the Vineyard. A spacious home, it includes 3 full bedrooms, 2½ baths, and a full and finished basement with a half bath, and sleep sofa for additional guests. The living area is modern, has a wide screen tv, and board games galore for family game nights. Beautifully landscaped around the entire property, this is the perfect space for cookouts, or nights circled around a fire.

{$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: 3.94% last updated on Dec 21, 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.

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Rental Price$1,500 to $1,500

Rental ID 116961

  • RTR Vacation Rental
  • Lease $1,500 to $1,500
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This charming Cape delights the eye at every turn, from the sunlit living room in the morning with glimpses of the patio and deck through French doors, to the first floor master bedroom with a dressing area, bath, private outdoor shower and sun yard. Thoughtful design throughout makes entertaining a joy with gourmet kitchen, inviting dining room, gracious living room and access to the blue stone patio and private yard with mature plantings. Walk 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: 3.94% last updated on Dec 21, 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 $2,600

Rental ID 116689

  • RTR Vacation Rental
  • Lease $2,000 to $2,600
  • 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.

{$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: 3.94% last updated on Dec 21, 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$5,900 to $7,050

Rental ID 116932

  • RTR Vacation Rental
  • Lease $5,900 to $7,050
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 1

Bright, open, Vineyard beach home sitting on top of the dunes on Herring Creek road. Lots of privacy, amazing views, dramatic sunsets. Access to Lake Tashmoo (great clamming - surfcasting 10 from house), Vineyard Sound and Herring Creek nearby. Comfortable furnishing tastefully decorated throughout.

{$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: 3.94% last updated on Dec 21, 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 $6,000

Rental ID 115846

  • RTR Vacation Rental
  • Lease $2,000 to $6,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 4

This charming 5 bedroom/4.5 bath contemporary located in Mink Meadows with views of the 8th fairway is a great location for any golf enthusiast or vacationer that just wants a great home to relax and escape. A light filled open living room with beams & fireplace is a great spot to watch TV, relax with a book or watch the golfers go by. The large dining room with seating for 10 people and delightful eat-in kitchen is perfect for large or small family dinners or step outside into the expansive deck with comfortable outdoor furniture. Three bedrooms on the first floor, and the master bedroom and en suite bathroom provide a bath, shower, and dressing room area. Two bedrooms on the second floor each offer queen beds and a shared bathroom with shower. Key to private Mink Meadows beach available when booking this vacation home, and if lost $250 will be taken out of security. This Vineyard home is a perfect retreat for any small or large family.

{$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: 3.94% last updated on Dec 21, 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