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$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.

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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: 4.62% last updated on Jun 14, 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.

{$office->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: 4.62% last updated on Jun 14, 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$2,600 to $5,000

Rental ID 116505

  • RTR Vacation Rental
  • Lease $2,600 to $5,000
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This bright, airy home perched on a hill in the desirable Mink Meadows community enjoys refreshing sea breezes and sweeping views of the ferries and sailboats crossing the Vineyard Sound. A short walk or drive leads you to the association s coveted pristine beach and public golf course. The house sits on an expansive two-acre lot, which affords great privacy and natural beauty, yet is only minutes by car to Vineyard Haven restaurants, shopping, and the ferry. The quiet sandy roads leading to Lake Tashmoo are ideal for jogging, biking or walking. The roomy bedrooms include a master suite with king and private bath in its own wing; a bedroom with queen bed and water view; and a third bedroom with two twin beds. All bedrooms and great room are air conditioned.

{$office->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: 4.62% last updated on Jun 14, 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$2,000 to $2,700

Rental ID 116311

  • RTR Vacation Rental
  • Lease $2,000 to $2,700
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

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!

{$office->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: 4.62% last updated on Jun 14, 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$2,000 to $2,500

Rental ID 119400

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

This lovely two bedroom home located in a quiet family neighborhood approximately 1 mile from Vineyard Haven center town and ferry is the perfect vacation retreat. The open floor plan with hardwood floors, high ceilings, and local artwork delivers island charm throughout. Air conditioning and ceiling fans ensure comfort during your stay. The spacious bedroom suite with private bath has a twin sleeper sofa, sitting area, Tv and small private deck to enjoy the sunrise with your morning coffee. The second bedroom is brightly furnished with great views of the backyard.

{$office->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: 4.62% last updated on Jun 14, 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$2,500 to $7,000

Rental ID 116629

  • RTR Vacation Rental
  • Lease $2,500 to $7,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Completely renovated five bedroom home with heated pool. Hardwood floors throughout, fully loaded kitchen with new appliances. Clean, bright and newly furnished. Great outdoor deck and pool area for entertaining and relaxing.

{$office->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: 4.62% last updated on Jun 14, 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$1,750 to $3,150

Rental ID 116617

  • RTR Vacation Rental
  • Lease $1,750 to $3,150
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Cheerful four bedroom, 3 bath home in a charming neighborhood just a mile from the village. Recently refinished there is an open kitchen, living, and dining area with sliders opening to rear deck. Walk to saltwater access or drive to public beaches.

{$office->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: 4.62% last updated on Jun 14, 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$2,800 to $4,705

Rental ID 132112

  • RTR Vacation Rental
  • Lease $2,800 to $4,705
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

Very sunny, secluded 3500 sq ft modern Victorian on 3 private, wooded acres at the end of a cul-de-sac in exclusive Pilot Hill Farm. The home has three bedrooms, including a tower-shaped master bedroom suite with 18 ft cathedral ceiling and private, screened-in sleeping porch. A wide open and spacious first floor includes kitchen, dining room, and living room opening onto a huge mahogany outdoor deck. High quality cherry kitchen, granite countertops, stainless steel appliances and unique architectural features such as 8 ft walnut doors, natural maple floors, tile baths, 10 ft high ceilings, skylights, and quiet ceiling fans throughout. Tastefully decorated, with a private lawn and very large Mahogany deck with sunning area surrounded by unique ornamental beach grasses.

{$office->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: 4.62% last updated on Jun 14, 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 $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.

{$office->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: 4.62% last updated on Jun 14, 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$2,450 to $3,500

Rental ID 116936

  • RTR Vacation Rental
  • Lease $2,450 to $3,500
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

This quintessential Martha s Vineyard condo, with the privacy of an end unit, offers the charm of a Vineyard cottage with the luxuries of a modern condo. The light, airy beach ambience immediately welcomes you home. Large kitchen with U-shaped eating bar opens to the dining area. Main living area is surrounded by windows and french doors luring you to the outdoor wrap around deck and outdoor shower. Six tennis courts and a swimming pool are a quick walk away. Unlimited access to a private beach and dock just a short drive (1 mile) where swimming, fishing and sunsets await.

{$office->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: 4.62% last updated on Jun 14, 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