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$2,000 to $6,250

Rental ID 116333

  • RTR Vacation Rental
  • Lease $2,000 to $6,250
  • Village West Tisbury
  • Bedrooms 3
  • Bathrooms 3

This newly-renovated 3+ bedroom/3 bath beach house is nestled on two private acres in West Tisbury. A right out of the driveway leads directly to the Long Point Conservation Area, home to one of the Vineyard’s most beautiful South shore beaches; a left will take you to the bike path that runs throughout the Island. The open floor plan of the modern kitchen, adjacent covered deck and dining room provides the perfect entertaining area, and the fully-equipped wet bar and professional pool table in the great room area allow for pastimes in the evening or on those rare rainy days. The second floor – with a private deck, second lounging/TV area, and two bedrooms with their own baths – allow vacationers to spread out in this 3200 square foot home. The third floor loft has four twin beds, perfect for extra guests and children. In addition to Long Point Beach and its adjacent kid-friendly pond, the West Tisbury location allows access to Lambert’s Cove, a private North shore beach great for families. Fully equipped with beach chairs, beach towels, coolers, bikes, kayaks, a canoe and fishing equipment, this home provides all one needs for a perfect Vineyard vacation.

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

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$
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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$3,000 to $5,005

Rental ID 135246

  • RTR Vacation Rental
  • Lease $3,000 to $5,005
  • 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.

{$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$2,000 to $2,300

Rental ID 116650

  • RTR Vacation Rental
  • Lease $2,000 to $2,300
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 2

Nice colonial home located in a quiet residential neighborhood, centrally located to Edgartown, Oak Bluffs and Vineyard Haven. Four bedroom, two bath with central air. Dining area leads directly outside to deck, ideal for outdoor entertaining and relaxing. Neighborhood is close to bike path.

{$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$4,000 to $6,750

Rental ID 126210

  • RTR Vacation Rental
  • Lease $4,000 to $6,750
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 3

Enjoy glorious sunrises and waterfront vistas from the expansive L-shaped open front porch. Claim a rocking chair and check out the goings on at the beach right across the street or see what’s up out on Nantucket Sound. This home is ship shape and hits just the right notes for a wonderful summertime vacation reunion of friends or family. New touches to this true Oak Bluffs Cottage include the traditional painted floor and fresh and cheery color coordinated decor in the bedrooms and sitting rooms.

{$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$2,600 to $3,500

Rental ID 116939

  • RTR Vacation Rental
  • Lease $2,600 to $3,500
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

Come home to reconnect and relax, while still being at the center of it all! Open concept 3 bedroom, 2 full bath home on a quiet cul de sac in popular Dodger’s Hole neighborhood, you re steps to bike paths, public transportation and even a nature reserve. Dodger’s Hole is centrally located, only a few miles to the center of Edgartown, with its chic and lively restaurants, shops and markets, as well as Oak Bluffs and Vineyard Haven. Enjoy central air conditioning when the temperatures soar, or a cozy fireplace on a cold evening.The well-appointed modern kitchen has granite counters and stainless steel appliances. It overlooks a sun-filled dining area with seating for six, as well as a nautically decorated living room with cathedral ceilings. A laundry area is off the kitchen, providing all the comforts of home. Sleep well in the first-floor bedroom with king bed, ceiling fan and TV. It is adjacent to a large full bathroom with bathtub, beadboard and decorative tile. Two bedrooms upstairs each have a TV and ceiling fan to relax and refresh; one is appointed with a king bed and the other with two twin beds. There is a full bathroom in between, as well as plenty of storage space for belongings throughout. Enjoy “deck time” with your favorite cocktail on the generous 12’x26’ deck. Seating area for conversation and a table and chair area for meals extends the living space outside under the sun or stars. The blue stone walkway leads to a spacious outdoor enclosed shower to clean off after a day at the beach. Cobblestone-bordered driveway adds to the landscaping, along with a quaint cottage-style shed

{$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$2,400 to $4,100

Rental ID 116679

  • RTR Vacation Rental
  • Lease $2,400 to $4,100
  • 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.

{$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$1,500 to $5,500

Rental ID 116514

  • RTR Vacation Rental
  • Lease $1,500 to $5,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 2

Beautifully renovated four bedroom home located in the Dodgers Hole community. Tastefully appointed throughout with full central air, cook s kitchen and an oversized flat screen tv in family room. Conveniently located, near bus route and bike path and just a short drive to Edgartown and Oak Bluffs. The perfect family vacation home. Basement to be a great second family room.

{$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$1,800 to $2,000

Rental ID 114896

  • RTR Vacation Rental
  • Lease $1,800 to $2,000
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

This sun-filled home is located in desirable Edgartown Estate, a short distance from town, two bikes paths and South beach. With open living space, vaulted ceilings, a three season porch and large deck, this light and airy house brings the outside in. Rest and relaxation await you in this comfortably furnished home.

{$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$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$3,000 to $3,200

Rental ID 116762

  • RTR Vacation Rental
  • Lease $3,000 to $3,200
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 2

This charming, recently renovated waterfront two-story cape situated atop the lagoon bluffs boasts spectacular sunsets and panoramic views of Lagoon, outer Vineyard Haven harbor and Cape Cod from the patios, living room, dining room and two upstairs bedrooms. Stairs down to private 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details