Rentals with Air Conditioning

Find rentals with air conditioning in Martha's Vineyard. Let the experts at Landmark Real Estate to help you find your next vacation getaway or temporary home. Search through a variety of listings in beautiful towns on the Vineyard. Found something you love? Sign up with us to save your favorites and get updated with similar properties that match your criteria are posted. If you already have an account with, be sure to log in!

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Rental Price$3,000 to $4,550

Rental ID 135246

  • RTR Vacation Rental
  • Lease $3,000 to $4,550
  • Village Oak Bluffs
  • Bedrooms 3

Spacious, air conditioned 3BR home in private Sengekontacket Association with benefits of community docks, tennis courts and walking trails. Open and awash with natural light, pine flooring, delightful wood trim and beamed ceilings. Master suite and loft/study on 2nd floor has jetted tub, soaring ceilings and skylights. Fully equipped kitchen with granite counters, center island with additional bar seating, gas range and stainless appliances flows to dining room and inviting living room. Guest powder room adjacent to entry foyer. Sliding doors lead to upper deck with retractable awning. Finished lower level has 2 bedrooms each with sliding doors leading to lower deck. A shared full bathroom, game space, laundry room and unique curved outdoor shower also on lower level. Close to town and beaches - located on bike path and bus route.

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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: 3.78% last updated on Sep 14, 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 $4,000

Rental ID 135192

  • RTR Vacation Rental
  • Lease $1,500 to $4,000
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 2

Live the sea-faring charm of Martha s Vineyard in this appealing, historic Sea Captain s home. Centrally located in West Tisbury village, this country farmhouse was home to members of the White House Staff when President Clinton made MV his "summer white house". The home features an elegant curved staircase in foyer and a "secret" back staircase leading from the kitchen to the master suite. There are 3-4 spacious bedrooms with air conditioners, desks, and sitting areas. There is a grand piano for your enjoyment. The living room has digital cable TV. Adjoining the living room is a separate dining room with a special farm "tavern" table constructed from a ship s starboard hatch cover, and charming country kitchen. Out of doors relax with a drink on the appealing front porch and watch the world go by. There is private rear patio and a charcoal grill. Walk to Alley s General store, café and deli - and you are steps away from the Famous Vineyard Farmers Market. The Sea Captain s home is located near two of most exquisite and unspoiled beaches. Relax at Lambert s Cove Beach or Long Point South 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: 3.78% last updated on Sep 14, 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$1,200 to $3,250

Rental ID 134584

  • RTR Vacation Rental
  • Lease $1,200 to $3,250
  • Village West Tisbury
  • Bedrooms 3
  • Bathrooms 2

Cape set on edge of an open field, bordered by beautiful stonewalls. Just a short walk to an artfully crafted stairway to a private North Shore beach. Prime location for the Bass Derby sportsman.

{$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: 3.78% last updated on Sep 14, 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

{$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: 3.78% last updated on Sep 14, 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$5,000 to $7,500

Rental ID 133995

  • RTR Vacation Rental
  • Lease $5,000 to $7,500
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

This brand new construction located just minutes from downtown Oak Bluffs is well appointed and comfortable. A first floor master outfitted with a king bed and is ADA compliant is perfect for grandparents or the nanny. Upstairs you will find three more bedrooms. A generous sized master with sitting area and en suite bath. Two additional bedrooms that share a lovely bath with double vanity and walk in shower. The living area is open concept with a 65 inch flat screen television and comfortable furnishings for movie night. The kitchen is well appointed with high end pots and pans as well as a kitchen-Aid mixer.

{$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: 3.78% last updated on Sep 14, 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 $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.

{$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: 3.78% last updated on Sep 14, 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!

{$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: 3.78% last updated on Sep 14, 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$7,000 to $9,000

Rental ID 126309

  • RTR Vacation Rental
  • Lease $7,000 to $9,000
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 2

This contemporary home commands one of Martha s Vineyard s most spectacular 180 degree views overlooking the Elizabeth Islands and Vineyard Sound. You will experience breathtaking sunsets as you dine in or out. Situated high on one of Chilmark’s hills, this home is bright and airy with colorful appointments and artwork to be enjoyed. Open kitchen, living, dining and master bedroom is on the upper level with a wrap-around deck. On the first floor you will find family/TV room and remaining four bedrooms. This house offers a great up-island Vineyard experience with the charm of a nearby fishing village, access to Lucy Vincent Beach, hiking trails and much more.

{$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: 3.78% last updated on Sep 14, 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$2,900 to $6,500

Rental ID 118274

  • RTR Vacation Rental
  • Lease $2,900 to $6,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 2

This five bedroom in-town Oak Bluffs home offers the perfect location to walk to town and beach. The living room opens out to the front wrap around porch which is great for people watching and family dinners. The first floor bedroom makes it easy for some family members and then upstairs includes four bedrooms that share a bathroom. The master bedroom looks out to street and distant ocean waterview from porch. Bring your coffee and newspaper 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: 3.78% last updated on Sep 14, 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$2,200 to $3,400

Rental ID 118225

  • RTR Vacation Rental
  • Lease $2,200 to $3,400
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

This 3 Bedroom, 2.5 bath is a hidden gem close to town in a great neighborhood. The post and beam and open floor plan of living, kitchen, dining offer a great space for family dinners, and lounging around post beach days. The TV den off the side too, offers a great space for the kids to escape if needed on those rainy days. The upstairs with 3 bedrooms for ample sleeping space with shared Bathroom for the two twin bedrooms and a ensuite bathroom in master suite. The backyard is perfect for playing outdoors, deck space for morning coffee or reading and a great outdoor shower to clean off after the beach. This home even offers distant water view of the lagoon.

{$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: 3.78% last updated on Sep 14, 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