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.

Oak Bluffs real estate subareas:

If you would like to view one of these listings, please contact us or call 508-693-6866. To stay up to date on your favorite listings and searches, register with our site.

r=1-12

Rental Price$950 to $1,650

Rental ID 113594

  • RTR Vacation Rental
  • Lease $950 to $1,650
  • Village Oak Bluffs
  • Bedrooms 2
  • Bathrooms 1

This home is all about convenience. Cute two bedroom cottage within walking distance to the center of Oak Bluffs. The exterior of this home includes a wrap around deck, screened in porch, gardens, one car driveway and an outdoor shower with hot and cold water. The interior of the home is a bit older but is perfectly adequate for a great vacation home and is priced accordingly. The first floor offers an older full bathroom with a claw foot tub, older kitchen with good sized dining area, and a living room with pine floors, flat screen tv and dvd player. The second floor includes two bedrooms.

{$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: 4.32% last updated on Feb 8, 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$2,500 to $4,500

Rental ID 133793

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

This well appointed home centrally located is only 1.5 miles to downtown Oak Bluffs. The 4 BEDROOMS 2.5 BATHS house is in an established & desirable community with association tennis courts. Plenty of space for the whole family to spread out with both a more formal sitting room for reading and conversation and television room just off the kitchen. On the second floor; master bedroom with en suite bath allows for privacy and three more bedrooms share a bathroom on the second floor. Lovely deck for grilling and dining al fresco!

{$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: 4.32% last updated on Feb 8, 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$4,045 to $4,675

Rental ID 114888

  • RTR Vacation Rental
  • Lease $4,045 to $4,675
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 1

Victorian four bedroom farmhouse style home located on Waban Park in Oak Bluffs. Walking distance to beaches and town. Quiet neighborhood.

{$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: 4.32% last updated on Feb 8, 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 $8,000

Rental ID 127105

  • RTR Vacation Rental
  • Lease $3,500 to $8,000
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

Beautifully appointed brand new four bedroom home. Steps to Niantic park, walk to Inkwell and downtown Oak Bluffs. Central air-conditioning and a lovely farmers porch to sit and watch the world go by.

{$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: 4.32% last updated on Feb 8, 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$10,000 to $10,000

Rental ID 116027

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

Enjoy the magnificent views of Nantucket sound from the three season room and multiple decks. Spacious four bedroom three bath home located in East Chop. Only a 1/4 mile from the center of Oak Bluffs and the public 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: 4.32% last updated on Feb 8, 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 $20,000

Rental ID 116456

  • RTR Vacation Rental
  • Lease $3,500 to $20,000
  • Village Oak Bluffs
  • Bedrooms 6
  • Bathrooms 3

Centrally located six bedroom Victorian home offers panoramic views of Ocean Park and the Vineyard Sound. Large, open spaces throughout home, huge kitchen, great for families. Convenient to Circuit Avenue shops and restaurants, just a short walk to the public beach. Central air conditioning.

{$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: 4.32% last updated on Feb 8, 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 $7,500

Rental ID 136665

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

Great location! Walk to ferry, town, beach, harbor, Circuit Avenue and Nancy’s. A pristine 4 bedroom 3 bath is fully furnished. The home boasts solid hardwood floors, ducted heat and A/C and Jenn Air stainless appliances. The first floor is an open concept plan, with an island gas cooktop, main living room wired with surround sound, dining area with a large table, a second family room, bath and a bedroom with a double bed with outside entrance through on of the rear sliders. and dining area. The kitchen is well stocked with dishes, glasses, and cooking utensils including the lobster pot. Of course there is a washer and dryer to use so you can pack lightly. The second floor features vaulted ceilings, a master bedroom with king bed and private bath, and a second large bedroom with queen size bed this is being replaced with two queens and the fourth bedroom that presently has two twins is being replace with one queen that shares the Jack and Jill bathroom. In essence, we have the same number of beds but everyone can sleep comfortably. In summary the bed configurations are as follows; one double bed on the first floor with access to a full bath, a king bed in the master bedroom with enclosed bathroom with skylight, two queens in the second master, and one queen in the upstairs bedroom that shares a jack and jill shower bathroom. The home radiates with morning and afternoon sun. A wraparound porch has rockers in the front to enjoy your coffee or tea and a hammock on the side porch to nestle and read a book or get an afternoon nap. The back deck has a table, umbrella, and benches with a outdoor grill in the cooking area. Of course, the enclosed outdoor shower which is a must for an Martha’s Vineyard stay. Plenty of grounds to play volleyball and outdoor games.

{$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: 4.32% last updated on Feb 8, 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 ID 121796

  • RTR Vacation Rental
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 4
  • Half Baths 1

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!

{$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: 4.32% last updated on Feb 8, 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$1,800 to $2,400

Rental ID 126491

  • RTR Vacation Rental
  • Lease $1,800 to $2,400
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 1

Cozy cottage in the right location with a porch and terrace. This home may just fit the bill with 4 bedrooms and 1.5 bathrooms along with an outside shower. A privet hedge affords privacy and there is a sweet playhouse at the end of the yard. Very compact, this home has nice gathering spaces though, along with good available parking for 3 or 4 cars. Suitable for some family bonding time. Dining room, little bar area off of kitchen and leading to the terrace. 2 small living rooms to relax in and catch up on people’s thoughts and day’s Vineyard activities. Bike to the Library via Pacific Ave or walk to the Arts District, restaurants and the fabled Tony’s market for sundries or Smoke n’ Bones (3 blocks) and beyond to the Campground Gingerbread Cottages, goings-on at the Tabernacle or the buzz of Circuit Ave.

{$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: 4.32% last updated on Feb 8, 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$4,140 to $5,510

Rental ID 130382

  • RTR Vacation Rental
  • Lease $4,140 to $5,510
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 3

This home walking distance to downtown Oak Bluffs has been lovingly restored. With five bedrooms and three and half baths and three floors of living space this home is big enough for the whole family. The king sized master is the entire second floor and has an en-suite bath and private deck. The first floor has four bedrooms with 2 shared baths. In the living room, kitchen and dining area you will enjoy open living concept with a beautiful brick fireplace as the centerpiece. The basement is finished beautifully with a 50 inch flat screen. Perfect for rainy day games.

{$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: 4.32% last updated on Feb 8, 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 ID 134166

  • RTR Vacation Rental
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 2
  • Half Baths 1

Brand New to the Rental Market for 2017! This four bedroom, two and a half bath home located in the heart East Chop is newly renovated. Beautiful kitchen, dining living space with french doors that lead to a large screened in porch for dining al fresco. Family room on the ground level for the kids to play and watch television. Four bedrooms, including master with newly renovated master bath. All of this and central air conditioning 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: 4.32% last updated on Feb 8, 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$1,600 to $2,600

Rental ID 116511

  • RTR Vacation Rental
  • Lease $1,600 to $2,600
  • Village Oak Bluffs
  • Bedrooms 3
  • Bathrooms 2

Come experience the magic of the Vineyard! Immaculate and cozy island home in Oak Bluffs. Centrally located between Vineyard Haven and Edgartown, you can easily explore all that the Island has to offer. A bike path is conveniently located across the street! Choose to explore the island or simply relax at home and enjoy the large outdoor deck with a cookout on the grill or unwind in the outdoor shower. The possibilities are endless!

{$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: 4.32% last updated on Feb 8, 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