Martha’s Vineyard Luxury Rentals

Martha’s Vineyard, Massachusetts, is renowned for unparalleled ocean sounds with breathtaking sunrise and sunset vistas, as well as calm waters for any sailor’s delight. The variety of luxury rental homes available through Coldwell Banker Landmarks Real Estate will ensure that you and your loved ones enjoy all the Island's treasures, whatever your taste.  Whether you're searching for a luxurious waterfront home with ocean views, a contemporary estate in the hills of Tisbury, or a secluded mansion in the spectacular north end, there is certainly a rental option for everyone.

Whether you come for the the Island's authentic beach culture, the myriad of signature shops and delicious top-rated restaurants, the gorgeous sandy coastlines, or one of many other reasons, there is always a great reason to be in Martha's Vineyard. What are you waiting for? Begin exploring, now.

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.

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Rental Price$5,000 to $20,000

Rental ID 116755

  • RTR Vacation Rental
  • Lease $5,000 to $20,000
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 4

Masterfully renovated 1850’s Sea Captain’s home situated on a quiet tree lined street. Designer decorated Grecian Revival is within walking distance to the harbor, restaurants and beaches. Main level includes a large gourmet kitchen adjacent to a bright family with working fireplace. A living room, dining room (each with its own fireplace), wood paneled media room and office completes the first floor. There are four bedrooms and three baths on the second floor (two of these bedrooms have french doors that lead to a second floor balcony. On the third floor you will find a large sunny bedroom/play area along and bathroom. Separate from the main house is a detached one bedroom studio with full bath. This private compound located in the heart of Edgartown village is professionally landscaped with a heated pool and hot tub.

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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: 4.62% 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$15,000 to $15,000

Rental ID 113896

  • RTR Vacation Rental
  • Lease $15,000 to $15,000
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 4

The stresses of life will melt away as you enjoy the peace and tranquility of this acre and a half property. Nestled in a forest, you will enjoy the spectacular landscape with easy access to down-island towns. Sip your morning coffee an a porch rocker overlooking two ponds, work out in the private gym or roast marshmallows at the fire pit. Serenity has everything you will want for the perfect vacation.

{$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$12,000 to $12,000

Rental ID 130780

  • RTR Vacation Rental
  • Lease $12,000 to $12,000
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

{$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$22,000 to $25,000

Rental ID 123611

  • RTR Vacation Rental
  • Property Name Chilmark -
  • Lease $22,000 to $25,000
  • Village Chilmark
  • Bedrooms 4

{$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$15,000 to $15,000

Rental ID 116957

  • RTR Vacation Rental
  • Lease $15,000 to $15,000
  • Village Chilmark
  • Bedrooms 6
  • Bathrooms 4

Exceptional, private home set high on a hill with views of Menemsha Pond and Atlantic Ocean. Great outdoor space for entertaining and/or relaxing on the patio as well as deck areas. Beautifully landscaped setting with gardens and stonework throughout yard. Post and beam, tastefully furnished with hardwood floors throughout. First floor offers a large living room, open dining area with gourmet kitchen. Second floor views of South Shore from master bedroom. Walking path to Squibnocket beach, the perfect up-island retreat.

{$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$10,000 to $14,000

Rental ID 116927

  • RTR Vacation Rental
  • Lease $10,000 to $14,000
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 4

Sit back and enjoy the magnificent waterviews from this Hutker designed, custom built contemporary home, located in desirable Upper Makoniky. Spacious open living areas and walls of windows afford spectacular views of the North Shore. An open floor plan with high ceilings, oak wood floors, two fireplaces, an office and gym with sauna. This private, contemporary style home offers plenty of space for entertaining and enjoying time with family and friends. Only a short walk to private association beach.

{$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$12,500 to $13,500

Rental ID 116973

  • RTR Vacation Rental
  • Lease $12,500 to $13,500
  • Village West Tisbury
  • Bedrooms 3
  • Bathrooms 4

Located in desirable Upper Makonikey, this spectacular home enjoys delightful distant views overlooking Vineyard Sound, the Elizabeth Islands, and Woods Hole beyond. This ten room home contains 4,000 sq ft of living area, state-of-the-art systems, three fireplaces, step-down library with vaulted ceiling, dining room opens to the porch and grounds. A fully-equipped chef s kitchen with 2 refrigerators and 2 ranges. the breakfast room leads to a deck with picturesque vistas. Relax and enjoy afternoons lounging by the lovely Gunite swimming pool. Just a short walk to a private association beach.

{$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$25,000 to $25,000

Rental ID 116916

  • RTR Vacation Rental
  • Lease $25,000 to $25,000
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

The Dexter House is part of a spectacular two house waterfront compound situated on the historic Edgartown harbor. The complex is lovingly crafted from the finest materials, fabrics and hardware. Wonderful bright airy living, kitchen, dining loft overlooking the old harbor with spectacular views of Chapaquidick and Vineyard Sound. You can dine, sunbathe or just watch the world go by on solid teak furniture out on the adjoining deck. State of the art electronics, digital satellite and high speed internet access available. A slip for up to a 17 ft boat and one parking space is included.

{$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$22,000 to $22,000

Rental ID 116517

  • RTR Vacation Rental
  • Lease $22,000 to $22,000
  • Village Vineyard Haven
  • Bedrooms 7
  • Bathrooms 4

Quintessential West Chop summer home with gorgeous views toward the mainland and wonderful stretch of private beach. Enjoy the boating activity and sunsets on the covered verandah. The large living and dining area are both furnished tastefully and comfortably. Sunny master bedroom with a second floor balcony. Recently renovated new wing which offers central AC to all four bedrooms and kitchen located in the wing.

{$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$14,500 to $14,500

Rental ID 116373

  • RTR Vacation Rental
  • Lease $14,500 to $14,500
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

Spectacular views, over 500 feet of private beach on the Lagoon. Recently renovated home, exterior transformed from contemporary to cottage-shingle style. Houses largest triceratops skull ever found. Caution must be taken with children due to high decks.

{$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