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.

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Rental Price$8,400 to $16,800

Rental ID 142544

  • RTR Vacation Rental
  • Lease $8,400 to $16,800
  • Village Vineyard Haven
  • Bedrooms 6
  • Bathrooms 3

Built in 1758, this historic waterfront home was originally a tavern for sea-faring folk. Located less than 25 feet from the water, the home offers broad views of both inner and outer harbors, as well as Vineyard Sound. The stairway and boardwalk to the magnificent sandy beach include a deck and enclosed outdoor shower and provide access to the property s mooring. Inside this stunning vintage home, enjoy the library in the fireplaced living room while taking in views of the water. The formal dining room with fireplace and modern kitchen overlook the side terrace and garden. Ocean views from the master bedroom and the bath s vintage claw-foot tub complete the sea-side experience. This charmer includes a key to Hancock Beach, Chilmark s desirable gated south shore ocean beach.

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

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: 3.6% last updated on Aug 15, 2019
* 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 $4,000

Rental ID 142109

  • RTR Vacation Rental
  • Lease $3,000 to $4,000
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 2

Charming three bedroom two bath home with beautifully landscaped gardens close to town. Home includes central air, farmers porch, expansive mahogany rear deck, and stone patios with lamp posts for entertaining and relaxing. Abundant light streams through multiple glass sliders, windows and sky lights. Fully equipped marble and stainless kitchen with wine bar. Detached garage and plenty of on-site parking to spare. All these comforts lie within a hop of Friday night lobster rolls, a skip of Owen Park, and a jump of downtown.

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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$3,500 to $4,100

Rental ID 141460

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

Charming Lambert s Cove/West Tisbury house offers three bedrooms, two baths and an outdoor shower, tucked away on 2.1 private woodland acres, including beautiful landscaped gardens with stone walls and backing on a conservation area, and a magical greenhouse. House features central AC, washer/dryer, gas grill, season beach pass to Lambert s Cove Beach -- a beautiful 20-minute walk to beach -- and just a 10-minute walk to Ice House Pond. There s an enormous screened porch from which to enjoy sunsets, bird watching, or your morning coffee, and a library with a computer and free Wifi. With a first-floor bedroom, in addition to two bedrooms upstairs and a bonus TV room in the basement, this is a house that will appeal to all ages.

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 $5,500

Rental ID 141445

  • RTR Vacation Rental
  • Lease $4,000 to $5,500
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

Charming in town three bedroom and two and a half bathroom home a block away from Main Street and everything it has to offer. Just steps to enjoy the quaint downtown of Edgartown, yet still only a short ride to beautiful South Beach. The first floor features a separate living room with plenty of space for relaxing and separate ornate dining room, that leads to a kitchen with new sub zero refrigerator and breakfast table. There is a spacious first floor master queen bedroom with a day bed and en suite bathroom. Second floor has two more bedrooms - one has a full size bed with a day bed while the other has two twin beds with trundles for sleeping up to 4. The two bedrooms are separated by Jack and Jill bathroom. Additionally there is an open bonus room with a twin bed downstairs . Great outdoor space with a new Weber grill is perfect for summer BBQ s. Leave your car in the driveway and walk the best restaurants and shops in Edgartown.

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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$1,600 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: 3.6% last updated on Aug 15, 2019
* 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 $6,250

Rental ID 139842

  • 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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Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 $6,300

Rental ID 139301

  • RTR Vacation Rental
  • Lease $4,000 to $6,300
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 1

After a day on one of Martha s Vineyard s varied beaches, come home to this lovely four-bedroom shingled Cape that overlooks Farm Pond, Harthaven, and Nantucket Sound. This 1900 vintage cottage (expanded and renovated in 2009, kitchen remodeled in 2017) is located in historic Oak Bluffs, near the victorian Camp Meeting Association gingerbread cottages, center of the long-standing Black community on Martha s Vineyard, and heart of the Vineyard s art district. Have the best of it all: walk to town, beach, nature trails, tennis, bike paths, Oak Bluffs ferry. Close to everything yet very quiet. Peaceful water views from almost every room with glorious, spacious upstairs porch. Very open, light interior, lots of windows, skylights. House is very cozy and inviting. Enjoy the living room with a custom Lew French beach stone fireplace, a window seat, and comfortable seating. There s a small den with a TV, a dining room with table for 6 or 8, a kitchen with good quality appliances and a table for 2. Laundry/powder room on first floor. Back deck with enclosed outdoor shower. Upstairs are 4 bedrooms (2 queens, 1 double, 1 with double-below/twin-above bunk) with vaulted ceilings and window unit air conditioners, a landing with a large skylight and French doors that open to a deck with spectacular 270-degree views of water and the surrounding landscape. Also full bath with tub and separate tiled shower on 2nd floor, 1/2 bath and brand new outdoor shower on 1st floor. 8x10 shed for bikes and equipment in back yard. Linens, towels, beach towels included (100% cotton). Wi-fi, cable TV provided. 1-2 blocks from the beach (with lifeguard), bike paths, public tennis courts, playground, and around the corner from Land Bank conservation walking/running paths. Less than a mile from Farm neck golf course. 10 minute walk to town, harbor, restaurants, shops, carousel.

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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$3,500 to $4,800

Rental ID 138888

  • RTR Vacation Rental
  • Lease $3,500 to $4,800
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

Set in a luxury community this modern 4 bedroom home is great for vacations. Located off the Edgartown-Vineyard Haven Road, the home is in a private community and is centrally located, only 5 miles from each of the down island’s 3 towns. There are private tennis courts and boat/kayak access to Sengekontacket pond. Scenic viewa abound and the private roads provide for safe bike riding, running and walking. Access to the island’s bicycle path network is just outside the entrance to Hidden Cove. The house sprawls over 3 levels. The recently modernized lower level contains 3 bedrooms, a full bathroom and washer/dryer. The main living level is a contiguous space of living room, media center, fireplace, full bathroom, dining area and kitchen. Brightly lit by 3 sliding glass doors that open out onto a deck facing Sengekontacket pond. The deck has a barbecue, lounges, plus table and chairs with umbrells for outdoor dining. The secluded upper level contains a master bedroom with ensuite bathroom. All in all a perfect base for a fantastic island vacation.

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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$3,500 to $7,500

Rental ID 136665

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

Oak Bluffs is the front entry way. The Inkwell Beach is the living room with a large flat screen TV with surround a sound and a dining area, the kitchen area with an island cooking surface it is where all the action happens this flat screen today. . The family room downstairs is named Chilmark where you can play cards, games, or read your favorite book when you want to just “chill”, of course the kids can take over the room for their indoor activities. The bedroom on the main level is named West Tisbury with queen bed and access to the outdoor deck. A full bath is located next to the room with a bath and shower. On the second level you will find the master bedroom named Edgartown, it has king bed and a daybed for watching television or window gazing has an en suite bathroom that includes a shower and tub. Menemsha is the second bedroom and has a double bed next to a beautiful Jack and Jill bathroom with shower. . The Vineyard is the second master and has two queen beds and other exquisite decor.

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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