Oak Bluffs Rentals

OAK BLUFFS is the island’s original summer resort, dating back to the late Victorian era. Its hallmarks include the colorful “gingerbread” aesthetic of its in-town neighborhoods, notably the historic Campground, where porch rocking and people watching are de rigeur. The young and young at heart revel in the lively scene of Circuit Avenue and the harbor front, day and night, while the outlying neighborhoods are a contrast in serenity. Town beaches front the calm and family-friendly waters of Nantucket Sound.

Learn more about Oak Bluffs.

Oak Bluffs real estate subareas:

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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.

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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$4,000 to $5,500

Rental ID 132352

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

Tucked behind the trees this charming 10 sided home is a perfect getaway spot for families. A reverse set up, there are two bedrooms on the first floor, then the expansive living area is on the second with a deck encircling the front half of the house where water views are available. From up top you will enjoy the small deck offering stunning views of the sound, and a perfect retreat after a day of fun in the sun. Nearby East Chop Lighthouse, this is a terrific area from walking, jogging, or just enjoying East Chop at its best.

{$office->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: 4.62% last updated on Jun 14, 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$3,500 to $6,000

Rental ID 132319

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

Beautiful newly built 4 bedroom home, spacious living room with fireplace, eat in kitchen and entertainment room. The home is just two blocks away from the town and four blocks from the beach.

{$office->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: 4.62% last updated on Jun 14, 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$4,000 to $5,500

Rental ID 132307

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

We welcome you to enjoy our spacious and comfortable home. It s a beautiful 5 BR, 4.5 bath Oak Bluffs home with modern conveniences and nestled in an idyllic, secluded location. Perfect for large family gatherings. The amenities include AC, granite kitchen counter tops, breakfast bar, W/D, WiFi, five flat screen cable TVs, DVD & VHS players, gas grill, outdoor shower, hardwood floors and wood-burning fireplace for ambiance or a chilly evening. Large dining room table (comfortably seats 8) and fully equipped kitchen includes dishwasher and stock pots for steaming your crabs, clams & lobsters for that ultimate Vineyard experience. The house is located on a quiet street, has a private back yard and 2 large decks for casual dining and relaxing. Close to everything - town (5 minute drive/15 min walk) , harbor, ferry, shops, and restaurants.

{$office->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: 4.62% last updated on Jun 14, 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$6,500 to $9,500

Rental ID 127428

  • RTR Vacation Rental
  • Lease $6,500 to $9,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 2

The Pratt House is what downtown Oak Bluffs is all about. Vintage charm and ocean views. Located on Waban park with views of the Inkwell. This five bedroom, 2 bathroom home is perfect for your next visit to the Vineyard!

{$office->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: 4.62% last updated on Jun 14, 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$3,500 to $5,000

Rental ID 121877

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

Colorful water view Victorian cottage with wrap around Mahogany porch, and west side brick way leading to a rear porch and blue stone patio. Beautifully landscaped with premiere privet shrubs and trees. The interior is wired for sound with speakers throughout. The well tooled kitchen has granite countertops and Eastern sunlight.

{$office->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: 4.62% last updated on Jun 14, 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$5,500 to $6,500

Rental ID 121796

  • RTR Vacation Rental
  • Lease $5,500 to $6,500
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 4

This 4 bedroom, 4.5 bath is a Victorian gem near Ocean park. The front porch offers much relaxation on evening nights, and leads into first floor with living & dining room, great kitchen with patio off kitchen and a nice family room for movie watching on a rainy day. Also off the family room, is the driveway and another patio that leads to outdoor enclosed shower. The second floor has all 4 bedrooms each with their own private bath. This floor’s layout offers a great setup for families. The master bedroom is at the front of the house with private deck, great for early morning coffee enjoyment. This home is walking distance to town, park, ferry and even beach, a perfect Oak Bluffs vacation home!

{$office->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: 4.62% last updated on Jun 14, 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 $2,500

Rental ID 121373

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

Sunny contemporary, newly furnished home located in a beautifully landscaped association. Providing tennis courts and a kayak landing on Sengenkentac. With a screened in porch and deck there is plenty of space for outdoor living. Centrally located only a short drive to downtown Oak Bluffs, Edgartown, Vineyard Haven and down island beaches.

{$office->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: 4.62% last updated on Jun 14, 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 $4,000

Rental ID 121100

  • RTR Vacation Rental
  • Lease $1,500 to $4,000
  • Village Oak Bluffs
  • Bedrooms 2
  • Bathrooms 2

This well appointed larger corner unit faces the Inkwell Beach and historic Waban Park. Spacious living with two bedroom, and two baths. A short walk to Circuit Ave, and the Oak Bluffs Harbor.

{$office->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: 4.62% last updated on Jun 14, 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$2,000 to $4,850

Rental ID 119948

  • RTR Vacation Rental
  • Lease $2,000 to $4,850
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

Float your little boat, kayak, raft or canoe from this lovely homestead on Fresh Pond in Oak Bluffs. Built in 2004, this handsome colonial on 1.5 acres features four bedrooms, two living spaces, well-appointed kitchen with granite countertops, office, screened-in porch, mahogany deck, ample parking and tranquil pond views. Close to bike path, conservation trail and Farm Neck Golf Club. Within a ten-minute drive to downtown.

{$office->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: 4.62% last updated on Jun 14, 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$2,900 to $6,500

Rental ID 118274

  • RTR Vacation Rental
  • Lease $2,900 to $6,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 2

This five bedroom in-town Oak Bluffs home offers the perfect location to walk to town and beach. The living room opens out to the front wrap around porch which is great for people watching and family dinners. The first floor bedroom makes it easy for some family members and then upstairs includes four bedrooms that share a bathroom. The master bedroom looks out to street and distant ocean waterview from porch. Bring your coffee and newspaper and enjoy.

{$office->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: 4.62% last updated on Jun 14, 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$2,000 to $3,500

Rental ID 116945

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

Located in serene Iron Hill Farm, this spacious contemporary Cape offers large rooms, extensive outdoor living space with multiple decks, beautiful gardens and a basketball hoop on the property s two acres. A large master suite located on the first floor offers a california king, full bath and private deck. A bonus sunroom on the first floor doubles as a playroom for kids or a bar with a refrigerator and sink for adults. Centrally located, and only minutes from the townships and beautiful beaches of Edgartown, Oak Bluffs and Vineyard Haven.

{$office->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: 4.62% last updated on Jun 14, 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