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.

Rental Price$7,500 to 13,500

Rental ID 135386

  • RTR Vacation Rental
  • Lease $7,500 to $13,500
  • Village Edgartown
  • Bedrooms 5
  • Bathrooms 5

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: 4.03% last updated on Jul 13, 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$10,000 to 10,000

Rental ID 130780

  • RTR Vacation Rental
  • Lease $10,000 to $10,000
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

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: 4.03% last updated on Jul 13, 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$10,000 to 10,000

Rental ID 113602

  • RTR Vacation Rental
  • Lease $10,000 to $10,000
  • Village Chilmark
  • Bedrooms 3
  • Bathrooms 3

Beautifully renovated and restored antique Cape situated in Chilmark on two ponds. Three bedroom home plus loft area. Tastefullly furnished throughout with full modern amenities. Living room, dining room as well as an eat-in kitchen. Includes a game room with pool table and sitting area for relaxing and enjoying family time together. The perfect up-island retreat with access to Squibnocket and Lucy Vincent beach.

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: 4.03% last updated on Jul 13, 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$9,600 to 12,000

Rental ID 116970

  • RTR Vacation Rental
  • Lease $9,600 to $12,000
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

This charming summer home offers spectacular harbor views and its own sandy beach. Screened dining porch and open verandah across the front of the house adds to your summer enjoyment. The kitchen, laundry and bath are newly renovated. Both the living and dining rooms have fireplaces. Used and loved for many generations, this oversized cottage is perfect for family gatherings. Close to West Chop. Two bedroom guest house available for rent separately.

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: 4.03% last updated on Jul 13, 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$6,000 to 10,000

Rental ID 134575

  • RTR Vacation Rental
  • Lease $6,000 to $10,000
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 3

The Zaccheus Mayhew House (1713) has been described as "the largest and most stately of the early houses on the South Road". It recently underwent a complete gut renovation. It is now a fully functional contemporary home inside a Colonial post and beam frame. While it is mostly new, it maintains a lot of its original Colonial period character (exposed beams, wide board floors, wainscoting, etc.). The first floor has a large center hall with two staircases. Also on the first floor are a library/media room with a large flat screen TV and gas fireplace; a dining room with a large farmer s table, gas fireplace and two comfortable upholstered chairs that invite you to sit and read for a spell, as well as an en-suite queen sized bedroom with a gas fireplace and TV. There is also a fully equipped cook s kitchen with an island that includes stool seating, high-end stainless steel appliances as well as quartz and butcher block countertops and a small TV; a half bathroom and a three-season cathedral-ceilinged porch that leads to a large bluestone patio with a gas grill as well as dining, seating and reclining options. Adjacent to the patio is a large enclosed outdoor shower. The house is surrounded by a beautiful, large, private backyard with specimen trees all defined by traditional Chilmark stonewalls. The second floor, in addition to a large king-six=zed master bedroom suite with TV, includes three additional bedrooms - two queen-sized and one double twin bedrooms; a full soaker tub/shower combination bathroom; and an adjacent full-sized laundry. This lovely, comfortable home has high-end finishes and is fully air-conditioned. In addition, tenants have access to the highly sought after Hancock Beach - a private association beach located 1 mile from the residence via private roadway. Tenants can also transport their own kayaks to Hancock Beach where they can launch them and fully explore the calm waters of Chilmark Pond-one of the island s most beautiful natural habitats

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: 4.03% last updated on Jul 13, 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$25,000 to 35,000

Rental ID 116669

  • RTR Vacation Rental
  • Lease $25,000 to $35,000
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 7

This charming waterfront cottage has spectacular views of Edgartown Bay. Its professionally manicured grounds, beach house on the water, deep waterfront dock (with 6-7 draw and stake mooring for small boat), AND separate guest house accommodations is classic, Vineyard vacationing at its best. Take a dip and ENJOY!

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: 4.03% last updated on Jul 13, 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$4,050 to 15,500

Rental ID 116453

  • RTR Vacation Rental
  • Lease $4,050 to $15,500
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 2

This luxurious home is ideal for your family getaway. Conveniently located between Edgartown Village and South Beach, and just steps to the bike path. Recently renovated, this home offers luxury accomodations, a large heated saltwater pool, hot tub, private balconies, an expansive deck for outdoor dining and relaxing, a kids game room with ping pong table, big screen TV with video library, a large private yard and a warm southern exposure. Spacious sun-filled living area with vaulted ceilings, newly renovated cook s kitchen and spacious master bedroom suite with walkout deck. Central A/C throughout first floor as well as A/C units in all other bedrooms. There is also a spacious sixth bedroom suite above the garage. On the deck, there s an enclosed heated outdoor shower. Lastly, a spacious kid s bungalow with couches, TV, fridge, videos, etc. A perfect family getaway in Katama.

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: 4.03% last updated on Jul 13, 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$7,000 to 14,500

Rental ID 126030

  • RTR Vacation Rental
  • Lease $7,000 to $14,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 5

The Weku House is a luxury, 5,000 square foot home located in the beautiful town of Oak Bluffs on Martha’s Vineyard. Originally built in the year 2000, this home was fully renovated in 2015. Elegantly decorated with designer furnishings and interior appointments, the meticulous attention-to-detail makes this home a unique vacation retreat. With a total of 5 bedrooms and 5 1/2 baths, the home features sleeping accommodations that include two master king suites with ensuite bathrooms, a bedroom with two twin beds, and another spacious queen-sized guest bedroom. Additionally featured is an attached 720 square foot private apartment. "The Apartment" at Weku House features a fully equipped kitchen with Bosch appliances, a queen-sized bedroom, private bathroom, in-unit washer and dryer and an open living and dining room. There is also a private deck with bistro seating. A most popular feature of the home is the spectacularly finished basement, which includes state-of-the-art entertainment come rain-or-shine. Features include: a fitness room, a Play Zone with PlayStation 4, and Wii gaming consoles, a 40 inch 4K high-definition TV and a multitude of board games. Also in the basement is a stunning custom designed bar area with icemaker, dishwasher, microwave and a Hi Def TV overlooking a customized pool table. A home theater with a 70 inch 4K high definition TV and surround sound complete this entertainment space. Add to all of this a 1.3-acre setting, a serene front porch with rocking chairs overlooking beautifully landscaped grounds and a rear deck with dining and seating areas surrounding a rectangular gas fire table, and a gas-powered outdoor grill. With great pride, we welcome you to The Weku House.

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: 4.03% last updated on Jul 13, 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$25,000 to 30,000

Rental ID 133977

  • RTR Vacation Rental
  • Lease $25,000 to $30,000
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 3

The house itself is spacious with elegant details, state of the art systems, and an attractive floor plan. Craftsmanship quality in this 5,400 square foot home is everywhere, from the kitchen, with its granite counters, center island with copper counter, custom cabinetry, and tile floors & backsplash. To the living areas and bedrooms, that include heart pine flooring, high-ceilings with exposed wood beams, wainscoting and moldings. And, the bathrooms, with their high-end fixtures, tile flooring and custom elements. The kitchen includes a Sub-Zero refrigerator, eight-burner, gas, Viking, stovetop, and two Bosch dishwashers. Heating/AC system includes a Viessmann boiler, forced hot air heat and air conditioning, and radiant heat in the lower level. Floor plan includes a number of bonus areas, table tennis room, media/TV room, wine cellar with brick floor and cedar paneling; two master suites, and an open main level that centers on the living room, which includes cathedral ceilings, fieldstone fireplace, and egress to exterior decking. Many rooms with water views. This beautiful home features all of the finest amenities as well as a heated pool for outdoor entertaining and enjoyment and just recently put tennis court.

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: 4.03% last updated on Jul 13, 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$11,500 to 11,500

Rental ID 132800

  • RTR Vacation Rental
  • Lease $11,500 to $11,500
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 4

New Updates For Summer 2017 - This In Town Victorian Farmhouse sits in the heart of Edgartown Village, with easy and convenient walking access to downtown. New for the 2017 summer season it will be getting a newly renovated kitchen, central air, and a new second floor bathroom. This in town Farmhouse offers all the comforts of a newly renovated home. On the first floor you will enjoy a media/ family room with a comfortable furnishings and a flat screen tv. A newly renovated eat in kitchen leads to a more formal dining area and parlor area. There is a lovely den with a daybed trundle for a fourth bedroom or reading area. On the second floor there are three en suite bedrooms. The master is grand with sitting area and large soaking tub in the master bath. Also located on property is a lovely 2 bedroom guest cottage with a full kitchen and bath If you enjoy in town living this is the home for you!

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: 4.03% last updated on Jul 13, 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