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$6,500 to 10,000

Listing Number 118860

  • RTR Vacation Rental
  • Lease $6,500 to $10,000
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

A fully renovated four bedroom home with three and a half baths and separate garage. Located on landscaped lot with private dock on lagoon. Dock can accommodate up to a 25 foot motor boat and is accessible to Vineyard Sound. Family room with cable TV, deck, fully equipped kitchen, wood burning stove, and a 2 person kayak. 2 miles to downtown Oak Bluffs, # miles to airport and 4 miles to downtown Vineyard Haven.

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: 4.05% last updated on May 11, 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 13,000

Listing Number 116456

  • RTR Vacation Rental
  • Lease $7,000 to $13,000
  • Village Oak Bluffs
  • Bedrooms 6
  • Bathrooms 3

Centrally located six bedroom Victorian home offers panoramic views of Ocean Park and the Vineyard Sound. Large, open spaces throughout home, huge kitchen, great for families. Convenient to Circuit Avenue shops and restaurants, just a short walk to the public beach. Central air conditioning.

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: 4.05% last updated on May 11, 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 10,000

Listing Number 126257

  • RTR Vacation Rental
  • Lease $4,000 to $10,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 3

This mid - century modern four bedroom with a 4 foot wading pool is not to be missed! Master offers air conditioning and private bath. Located just past Able s Hill perched on hill abutting conservation land you really feel away from it all.

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: 4.05% last updated on May 11, 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$2,800 to 2,800

Listing Number 122166

  • RTR Vacation Rental
  • Lease $2,800 to $2,800
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

This 3 Bedroom, 2 bath home is near all of your favorite locations in Katama. Bike to South Beach, Morning Glory Farm, and Edgartown town center; from this open floor plan home. The first floor has an open living area & kitchen and opens to a screen porch where you can dine outside if you wish. The front deck also offers great outdoor sitting and dining area. Also on the first floor are 2 bedrooms, each with 2 twin beds, and a full bath with tub & shower. The upstairs has the Master bedroom, with small deck off this room and a open den area looking over the living room. You can watch TV and spread out as a family if needed from this room. The second floor also has as bathroom with shower only. This is the perfect home for those who want to be near town and South Beach and want the modern conveniences of a great summer home.

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: 4.05% last updated on May 11, 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$2,600 to 4,800

Listing Number 116505

  • RTR Vacation Rental
  • Lease $2,600 to $4,800
  • 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.

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: 4.05% last updated on May 11, 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$2,400 to 3,950

Listing Number 116679

  • RTR Vacation Rental
  • Lease $2,400 to $3,950
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

Three bedroom Cape in Katama, just a short walk (20 min.) into town, 1.5 miles to beaches and 0.5 mile to bike path. Beautifully decorated with upscale furnishings, gourmet kitchen with breakfast bar and full amenities. Open floor plan makes this a perfect home for family entertaining. It is bright and airy with a spacious living area. Additional sleeping available in the den (sofabed-queen). Other amenities include private wooded yard and large deck, outside shower, hardwood floors throughout.

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: 4.05% last updated on May 11, 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$2,000 to 3,000

Listing Number 134053

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

Unique Opportunity - leave your cares and car behind, hop the ferry for a relaxing stay at our Vineyard Haven Village home. This charming place offers privacy yet its historic lane, off Main Street is just a two minutes walk to the town beach, ferry and downtown. Our two bedroom, two bath, fireplaced home is beautifully appointed for your true Vineyard get-away. Just bring your dreams and suitcase because everything else is waiting for you, including kayaks, beach chairs and more! Stay for a week, or longer.

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: 4.05% last updated on May 11, 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

Listing Number 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: 4.05% last updated on May 11, 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$2,500 to 5,250

Listing Number 119742

  • RTR Vacation Rental
  • Lease $2,500 to $5,250
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 2

Located on the North side of Chilmark, this contemporary getaway offers a wide open living space with vaulted ceilings, stylish furnishings, a spacious deck and a stunning widow’s watch with water views. Completely renovated in 2012, this home feels like new and features a brand new kitchen with top of the line appliances, luxury showers with multiple fixtures and central air conditioning. Set on over two acres of land, the property boasts multiple gardens, a private outdoor shower and a fire pit. There are several Land Bank properties within walking distance, including the historic hiking trails at Waskosim’s Rock Reservation. For beach goers, you get access to gorgeous Lucy Vincent beach and are a bike ride away from the beach at Great Rock Bight, a well-kept secret among locals. The Chilmark Flea is just around the corner for those looking for an authentic up island experience. Perfect for families, this is a great venue to recharge and reconnect amidst some of the island’s most beautiful scenery.

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: 4.05% last updated on May 11, 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$11,500 to 11,500

Listing Number 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: 4.05% last updated on May 11, 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