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

Oak Bluffs Vacation Rentals

Browse 1,235 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

House Oak Bluffs

Children-friendly ample vacation home with BBQ, yard & patio | Nature view

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House Oak Bluffs

FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A/C

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House Oak Bluffs

Luxury Loft Historic Center Oak Bluffs

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House Oak Bluffs

Fully equipped house with garden, BBQ & patio

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House Oak Bluffs

CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.

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House Oak Bluffs

Private lookout cottage close to lovely trails and Sengekontacket Pond

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House Oak Bluffs

Vacation home with garden, barbecue & patio

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House Oak Bluffs

Beautiful Historic Hilltop Haven -Walk to Town & Water

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House Oak Bluffs

Fully equipped ample vacation home with terrace, barbecue & garden

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Cabin Oak Bluffs

Cottage with BBQ, terrace & yard

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House Oak Bluffs

Beach, Town, Tennis, Pickleball - Central AC

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House Oak Bluffs

Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,

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House Oak Bluffs

Vacation home with patio, private pool & hot tub

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House Oak Bluffs

4-bedroom vacation home just 7 minutes to Edgartown Lighthouse

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House Oak Bluffs

Downtown Oak Bluffs, short walk to beach & town; NOW AVAIL - 7/25-8/1. DISCOUNT!

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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 1,235 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Oak Bluffs
House ∙ 6 guests ∙ 3 bedrooms

Pleasant vacation home with yard | Good for workation

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Oak Bluffs accommodates 6 guests and features a spacious yard for outdoor activities.
from $182
per night
(1)
View deal
House Oak Bluffs
House ∙ 8 guests ∙ 3 bedrooms

House with grill, patio & yard | City view

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Vineyard Haven accommodates 8 guests and features a spacious yard for outdoor activities.
from $297
per night
(65)
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House Oak Bluffs
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with terrace, yard & barbeque | Dogs allowed

Oak Bluffs, Dukes County, Massachusetts, United States
Spacious house rental in Oak Bluffs for 8 guests featuring a large yard and pet-friendly accommodations.
from $362
per night
(1)
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House Oak Bluffs
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly vacation home with terrace, grill & jacuzzi | Good for workation

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Vineyard Haven accommodates 10 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $420
per night
(52)
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House Oak Bluffs
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with BBQ, garden & patio

Oak Bluffs, Dukes County, Massachusetts, United States
Spacious house rental in Oak Bluffs for 10 features a cozy fireplace and is family-friendly with easy beach access.
from $1,315
per night
(32)
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House Oak Bluffs
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped vacation home with barbeque, yard & patio | Good for workation

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Oak Bluffs accommodates 6 guests and features a spacious yard for outdoor relaxation.
from $447
per night
(111)
View deal
House Oak Bluffs
House ∙ 8 guests ∙ 4 bedrooms

House with grill

Oak Bluffs, Dukes County, Massachusetts, United States
This charming farmhouse rental in Vineyard Haven accommodates 8 guests and features a fully equipped kitchen for your convenience.
from $358
per night
(27)
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House Oak Bluffs
House ∙ 8 guests ∙ 3 bedrooms

House with barbecue, garden & jacuzzi | Suitable for remote work

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Edgartown accommodates 8 guests and features a family-friendly kitchen for a comfortable stay.
from $277
per night
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House Oak Bluffs
House ∙ 13 guests ∙ 6 bedrooms

Children-friendly vacation home with garden, barbecue & terrace

Oak Bluffs, Dukes County, Massachusetts, United States
This house rental in Vineyard Haven accommodates 13 guests and features a spacious yard for outdoor enjoyment.
from $1,073
per night
(62)
View deal

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