Oak Bluffs Vacation Rentals - HolidayHomes base64Hash Oak Bluffs Vacation Rentals - HolidayHomes

Oak Bluffs Vacation Rentals

Browse 1,170 available vacation homes and compared across 7 trusted partners

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Top-Rated Vacation rentals in Oak Bluffs

Book the highest-rated Oak Bluffs vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Cabin Oak Bluffs
Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
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House Oak Bluffs
Fully equipped beautiful vacation home with barbecue, garden & pool | Nature view | Perfect for remote work
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House Oak Bluffs
Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom
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Cabin Oak Bluffs
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
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House Oak Bluffs
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
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House Oak Bluffs
Oak Bluff's Victorian Walk to Town & Beaches
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House Oak Bluffs
Children-friendly ample vacation home with BBQ, yard & patio
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House Oak Bluffs
Family-oriented beautiful house with terrace, barbecue & yard | Nature view | Close to the beach | Perfect for remote work | Pets allowed
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Cabin Oak Bluffs
Cottage with patio, garden & barbecue | Nature view
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House Oak Bluffs
Charming, gracious cape 3 minute walk to private beach on Lagoon. Dog-friendly!
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House Oak Bluffs
Two Beach Houses - 1 mile to town
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House Oak Bluffs
Beach, Town, Tennis, Pickleball - Central AC
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House Oak Bluffs
Downtown Oak Bluffs, short walk to beach & town
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House Oak Bluffs
Original Pratt House built in 1866 with Ocean View of the Inkwell beach.
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House Oak Bluffs
Historic Waterfront Home in Downtown Vineyard Haven
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Top 15 most Recommended Vacation Rentals in Oak Bluffs

Discover your ideal Oak Bluffs vacation rental with real-time comparisons of 1,170 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Oak Bluffs
Cabin ∙ 8 guests ∙ 3 bedrooms

112 m² Cabin

Oak Bluffs, Dukes County, Massachusetts, United States
This spacious cabin in Vineyard Haven accommodates 8 guests and features a fully equipped kitchen for convenient meals.
from $678
per night
(41)
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House Oak Bluffs
House ∙ 13 guests ∙ 6 bedrooms

167 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
Spacious house rental in Oak Bluffs accommodates 13 guests and features a modern kitchen for convenient meal preparation.
from $1,198
per night
(16)
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House Oak Bluffs
House ∙ 12 guests ∙ 5 bedrooms

325 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Oak Bluffs accommodates 12 guests and features a spacious yard perfect for family gatherings.
from $1,100
per night
(20)
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House Oak Bluffs
House ∙ 9 guests ∙ 4 bedrooms

232 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Oak Bluffs accommodates 9 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $679
per night
(65)
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House Oak Bluffs
8 guests ∙ 4 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Oak Bluffs accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $971
per night
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House Oak Bluffs
6 guests ∙ 3 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
This Oak Bluffs house rental accommodates 6 guests and features a spacious yard for outdoor relaxation.
from $157
per night
(35)
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House Oak Bluffs
6 guests ∙ 3 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Oak Bluffs accommodates 6 guests and features a spacious balcony for relaxation.
from $541
per night
(51)
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House Oak Bluffs
10 guests ∙ 4 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Vineyard Haven accommodates 10 guests and features a fully equipped kitchen for your convenience.
from $575
per night
(3)
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House Oak Bluffs
8 guests ∙ 3 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Oak Bluffs accommodates 8 guests and features a family-friendly kitchen for enjoyable meals together.
from $661
per night
(12)
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