Oak Bluffs Rentals

Discover current rentals available in Martha's Vineyard's seaside village of Oak Bluffs. When you register with us you can save your favorite searches, and receive updates when similar properties are posted. If you already have an account with us, log in here!

Learn more about Oak Bluffs.

Search through a variety of beautiful listings, and feel free to contact us if you have any questions or would like to schedule a tour.

Rental Price$3,500 to $5,000

Rental ID 137752

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

In Town 3 Bedroom and 2 Full bath home. Located next to Niantic park and Basketball court, short walk to all Oak Bluffs has to offer - great restaurants, shops and of course the Inkwell beach.

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Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $2,850

Rental ID 116375

  • RTR Vacation Rental
  • Lease $2,400 to $2,850
  • Village Oak Bluffs
  • Bedrooms 3
  • Bathrooms 1

Three bedroom Victorian cottage that sits atop East Chop Bluffs. This house was originally built on the Oak Bluffs campgrounds and moved to this site a half-century ago. The cottage has great distant waterviews from the front porch and upstairs balcony. There s a small beach located at end of street (down a steep slope to beach). A great family vacation spot.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $3,700

Rental ID 114951

  • RTR Vacation Rental
  • Lease $2,000 to $3,700
  • Village Oak Bluffs
  • Bedrooms 3
  • Bathrooms 2

Waterview Farm is a private association with wonderful meadow and water views. It s adjacent to Farm Neck Golf & Tennis Club -open to the public. Access to Sengekontacket Pond, and a private association beach as well. The home is open and airy with living area in main wing and seperate wing with 2 twin bedrooms, a master bedroom and second bathroom. Loft has additional twin bed. Enjoy views of Sengekontacket Pond, Nantucket Sound as well as the meadow from main living areas. Great private deck for relaxing and entertaining. Short drive to many beaches, Felix Neck Sanctuary and shops in Edgartown and surrounding areas.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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

Rental ID 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.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $13,500

Rental ID 137839

  • RTR Vacation Rental
  • Lease $5,000 to $13,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 4

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $6,000

Rental ID 136204

  • RTR Vacation Rental
  • Lease $3,000 to $6,000
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 2

Beautiful home in a perfect location in Oak Bluffs. Fully renovated in 2015 including central A/C and huge deck with pergola! This home is very well kept and lovingly furnished for both style and comfort with a spacious layout for vacations with families and friends. Large two-story, classic Cape Cod style home with 4 Bedrooms and 2 Full Baths, includes large deck, screened porch, outdoor stone patio and furnished basement. Located close enough to the action of Curcuit Avenue in downtown Oak Bluffs, yet tucked away in a quit neighborhood, with easy access to key routes along County and Barnes Roads, this home is secluded by the surrounding forests of the school yards and Trade Winds Field and Trails. The expansive first floor includes a newly remodeled, open-concept kitchen, which opens up to a large great room with dining room and sitting areas and a separate family room with 55 TV. French doors and sliders open up to several, large outdoor areas, including a deck, a screened porch and a stone patio. The doors also allow wonderful island breezes throughout the home. A private bedroom is also located on the first floor, along with a renovated full bathroom. Oak hardwood floors are featured throughout the entire interior of the home. The second floor has 3 bedrooms and a full bath. The basement is furnished as a game room and home theater with a 65 TV and real 10 shuffle board table, as well as DVDs, games, cards and more. Families with children can also enjoy the benefits of Oak Bluffs school playground and tennis courts located adjacent to the property as well. The many beautiful outdoor spaces of the home seem endless. They include a large deck covered with cedar pergola and outdoor dining

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

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%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $6,000

Rental ID 135069

  • RTR Vacation Rental
  • Lease $3,000 to $6,000
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 1

Leave your worries and your car behind - this picture perfect Vineyard beach house is steps from downtown Oak Bluffs, the sandy beach and a few short blocks from the ferry. Recently renovated and restored, four bedrooms and one and a half baths, offering the perfect juxtaposition of cottage charm and modern beach chic; the style is incredibly livable, comfortable, colorful and relaxed - all vital ingredients to the perfect vacation.

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%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 $8,000

Rental ID 133995

  • RTR Vacation Rental
  • Lease $6,000 to $8,000
  • 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.

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$1,500 to $3,000

Rental ID 132907

  • RTR Vacation Rental
  • Lease $1,500 to $3,000
  • Village Oak Bluffs
  • Bedrooms 2
  • Bathrooms 1

This is a cozy Vineyard style perfect for a small family looking for a cute vacation home with lots of yard space for games and grilling. Downtown and Circuit Ave are minutes away on foot. Room a/c units, laundry, and more in this comfortable and charming home.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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