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Oak Bluffs Vacation Rentals

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    Travelers to Oak Bluffs are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 17
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 of 5 bubbles (2) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our comfortable, reverse contemporary home has 2 bedrooms on the first floor (one with a full size bed and one with a twin), a 3/4 bath with shower, as well as a family room with a fold-out futon couch. Upstairs on the second floor, our home has an open design with a bright kitchen/dining/living... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    4 of 5 bubbles Reviewed August 25, 2016
    My stay at the house was very good and the photos were true to the accommodations. I thought there were 2 twin beds in one of the rooms but it was ok since the downstairs den had...
    5 of 5 bubbles Reviewed April 13, 2016
    Location, location is perfect for getting to town, beach and other parts of MV! The house is right size for family of 4. The owner is very responsive and the house was well...
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    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    About this property
    Beautiful home in a quiet area, near all the shopping. Walk to beaches and the center of Oak Bluffs. On the bus line between Oak Bluffs and Vineyard Haven/Tisbury. Contemporary style, full kitchen, outdoor shower, deck and grill, parking. Sunny and private and feels like it's in the woods. Two... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 61
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 22 | Quick View
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    • Hot Tub
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    About this property
    This upscale, newly renovated, 4 bedroom home in a quiet neighborhood in Oak Bluffs. You are 2.5 miles from the town center and Inkwell and State beautiful public beaches. This home boasts a large unground back yard pool and hot tub on the mahogany deck. Large outdoor shower. Grill and fire pit... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    About this property
    This charming Cape style Oak house residence is situated on a wooded lot near bike path and just a short ride to town center and ferry. This home features an open design with a bright kitchen/dining/living area with hardwood floors, den and full bath on the first floor. Sliders in the dining area... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 17
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Yard
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    • Pet-friendly
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    • x
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    • x
    About this property
    Newly renovated home across the street from the lagoon and sailing camp! This home features, new stainless steel appliances, granite counter tops with an island. Five minutes away from town and beaches this property is perfectly located. The main floor has central air, an open floor plan with... View all property information
    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    4 of 5 bubbles Reviewed July 15, 2016
    My family and I had a great vacation at Summer Home - By the lagoon. The property is located on a quiet street but, centrally located to downtown Oak Bluffs and other popular...
    5 of 5 bubbles Reviewed June 13, 2016
    This perfect summer rental is perfectly located to all the main locations. You are only minutes from downtown Oak Bluffs and Circuit Ave. The other direction you are minutes from...
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    1 / 11
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Balcony
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    • DVD Player
    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    New Renovated, 1870 historic "Campground" cottage centrally located in Oak Bluffs, The cottage has 4 bedrooms (all located on the second floor) - 1 queen, 2 double beds and 2 twins beds. The front bedroom has its own balcony with water views. Cottage sleeps 8. the first floor includes a newly... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 30
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Pet-friendly
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    • x
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    About this property
    New to the 2015 Summer Season! This spacious waterfront home offers 4-bedrooms en-suite, with family, game and fitness rooms...and yes, a pool. The peaceful setting is centrally located, yet close to the village center for easy access to shops, restaurants and more. The home is tastefully... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 22
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • x
    About this property
    Historic summer "cottage" with 7 bedrooms, sleeping porches, a deck overlooking the water, a private dock on Harthaven Harbor, and immediate access to the ocean. The rustic home is a perfect gathering spot for family and friends. It has a large living room with a huge stone fireplace, an eat-in... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 12
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Balcony
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 23
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Home away from Home! Walk to Sailing Camp! Bright, sunny 3 bedroom Cape style vacation home in Lagoon Heights with great amenities. Fully furnished home with 2 baths, outdoor shower, large deck and private enclosed yard and a wonderful deck for the summer cookouts. Open floor plan with spacious... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 10
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Waterfront
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious gingerbread directly across from Union Chapel. Sit and watch the action roll by from the comfort of large front porch or enjoy the quiet and private yard/patio on the side of the house. Even though there are 3 parking spots on the premises the location affords you the luxury to easily walk... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Oak Bluffs, Martha's Vineyard 02568
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    Oak Bluffs, Martha's Vineyard 02568
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Washer
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    Oak Bluffs, Martha's Vineyard 02557
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 2700 sq ft of well laid-out space and sits on 1.4 acres of land in a private wooded area, centrally located, only minutes from downtown Oak Bluffs and beautiful beaches. The... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Child-friendly
    • x
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    • x
    About this property
    Beautiful and spacious 3 bedroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape. Walking distance to town, gingerbread cottages, library, and playground. Close to beach, golf course, and great fishing spots. There is a pack and play in the upstairs bedroom for a baby to sleep or nap... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Oak Bluffs, Martha's Vineyard 02568
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
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    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
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    7 Bedrooms, 5 Bathrooms, Sleeps 22 | Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    6 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Oak Bluffs, Martha's Vineyard 02557
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    Oak Bluffs Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
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    Local Weather
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    50° 32°
    April
    58° 40°
    May
    67° 49°
    June
    72° 53°
    July

    Additional Oak Bluffs Info

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    • Local time: 03:12 AM (EDT)