Martha’s Vineyard Rentals with Air Conditioning

Find rentals with air conditioning on Martha's Vineyard. Let the experts at Coldwell Banker Landmarks Real Estate help you find your next vacation getaway or temporary home. Search through a variety of listings in beautiful towns on the Vineyard.

Martha's Vineyard Vacation Rentals with A/C

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Edgartown, MA

Rental Price$4,000 to $10,000

Rental ID 142455

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

The Red Door at the entrance is just one of the items you will find unique as you step through this three bedroom, 3.5 bath home. The open floor plan of living, dining and kitchen offers a great area to relax and enjoy family time. Just step outside to the enclosed patio, BBQ and outdoor shower area when a summer night calls for outdoor enjoyment. The first floor also includes a bedroom and bath. Then upstairs two additional bedrooms as well as a TV/office area to escape family time down below. The TV/office room also offers a couch sleeper for extra sleeping room. The parking area has space for 4-6 cars if needed for this in-town location. Steps from shopping and dining.

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Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Edgartown, MA

Rental Price$1,600 to $2,600

Rental ID 140964

  • RTR Vacation Rental
  • Lease $1,600 to $2,600
  • Village Edgartown
  • Bedrooms 2
  • Bathrooms 2

2 Bedroom, 2 Bath condo in Edgartown near bike path and South beach. Cozy air-conditioned contemporary design has an open first floor with vaulted ceilings and skylights. Enjoy association in ground pool which is steps away.

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Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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West Tisbury, MA

Rental Price$3,600 to $3,900

Rental ID 125814

  • RTR Vacation Rental
  • Lease $3,600 to $3,900
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 3

Well - appointed Farmhouse Colonial, on two private acres on private road. Conveniently located in Vineyard Meadow Farms abutting the entrance to Long Point Beach, considered by many to be the best beach on the Island. Home was built for families in mind, with three bedrooms upstairs, master with queen bed and it s own bath. In addition there are two bedrooms that each have two twin beds, that share a hall bath. Downstairs, there is a bedroom with a queen bed, as well as a futon in the media room. These rooms share their own full bath. All bedding is top of the line Sterns + Foster.

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Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Edgartown, MA

Rental Price$2,100 to $3,500

Rental ID 116751

  • RTR Vacation Rental
  • Lease $2,100 to $3,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 3

Completely renovated four bedroom, three bath Cape-style home centrally located in a quiet neighborhood. Spacious open living area with vaulted ceilings flows into kitchen and dining area. The renovated fully equipped kitchen with all new stainless steel appliances and five burner gas stove makes entertaining a breeze. First floor master bedroom with private bath. The lower level includes an en-suite with full bathroom and a private entrance to the backyard. The media/family room with large screen tv, Blue Ray DVD player and an assortment of games, puzzles and books is on the lower level as well. Great outdoor space, lovely quiet backyard with patio area and fire pit, relax and enjoy time with family and friends. There is an enclosed outdoor shower to rinse off after a long day at the beach. This home offers four TVs, air conditioned bedrooms, WiFi, and plenty of room for everyone. The bus stop and bike path are within walking distance and Edgartown just two miles away. Your holiday awaits...

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Vineyard Haven, MA

Rental Price$3,500 to $3,800

Rental ID 116638

  • RTR Vacation Rental
  • Lease $3,500 to $3,800
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

This lovely home is a modern farmhouse, built in 1998 with a very well-equipped kitchen, wooden floors and a fireplace. This home sits on 3 1/4 wooded acres and has all the sense of up-island privacy with only a short drive in to town, ferry, and shops. The downstairs den can be used as a 5th bedroom. With only 500 feet to Vineyard Sound and a short walk to the private association North shore beach this is a perfect summer rental.

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Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Vineyard Haven, MA

Rental Price$7,000 to $7,000

Rental ID 144287

  • RTR Vacation Rental
  • Lease $7,000 to $7,000
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 2

Wonderful updated Victorian with deeded shared beach access, peeks of the water, all bedrooms have window unit air conditioning, new kitchen and bedroom wing with shared bath, expansive deck for relaxation of dining AL fresco, large grassy lawn, beautiful plantings, including a lovely fish pond/waterfall meditation garden. A total of six bedrooms, two full bathrooms, and two half baths. This home is very well maintained and very cheery and three stories plus a ping pong table in the basement so the family can really spread out. Convenient deeded beach access across the street and 85 acres of West Chop Woods out the back door.

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Vineyard Haven, MA

Rental Price$2,000 to $2,700

Rental ID 116689

  • RTR Vacation Rental
  • Lease $2,000 to $2,700
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 4

A beautiful, dramatic staircase is the architectural focal point of this upscale condominium located in the Tashmoo Woods Association. There are two bedrooms with en suite baths, a den/study with a first floor full bath, and a finished basement with a sleeper sofa and private bath for additional sleeping space. Many desirable features including oak floors, fireplace, AC, and a deck with an expansive backyard. Association amenities include a pool, four tennis courts, dock on Tashmoo for canoes and kayaks, and beach on Vineyard Sound.

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Edgartown, MA

Rental Price$6,500 to $19,500

Rental ID 116542

  • RTR Vacation Rental
  • Lease $6,500 to $19,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

In-town Edgartown three bedroom with detached guesthouse and pool. Recently renovated, this home has it all! The main and guesthouse overlook the heated pool area with blue stone patio. Bright, airy, tastefully furnished with hardwood flooring throughout. Fully equipped gourmet kitchen with eat-in nook area. Includes media game room with wet bar in basement. Relax and enjoy sound system in living room, media room and pool patio. Private backyard area with two car garage. Great location just two blocks to town for shops and restaurants. The perfect in-town vacation home with pool.

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Vineyard Haven, MA

Rental Price$3,200 to $5,300

Rental ID 116557

  • RTR Vacation Rental
  • Lease $3,200 to $5,300
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 2

Enjoy a view of Vineyard Haven harbor from most rooms of this 1898 Captain s home. The Captain Henry Stevenson house was renovated in 2008 with stone countertops, stainless steel appliances, two flat screen TV s, central air and hardwood floors. Enjoy five large bedrooms, two and a half baths, kitchen, pantry/bar, office and living room. Includes a private fenced yard as well as a large open porch with porch swing and additional seating perfect for outdoor entertaining. Ideally located on Main Street, near the library and a few blocks from ferry, shops, dining, galleries and public transportation. One block from Owen Park beach and five blocks to VH public tennis courts. No need to bring a car, but off-street parking is available.

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Oak Bluffs, MA

Rental Price$7,000 to $145,000

Rental ID 126030

  • RTR Vacation Rental
  • Lease $7,000 to $145,000
  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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