Vacation Rentals By Owner In Oak Bluffs, MA

Showing 20 Of 221 Vacation Rentals

Exceptional(12)

$626.64

/ Nightly

Apartment

Walk to Beach & Lighthouse: Oak Bluffs Studio!

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

$1240.54

/ Nightly

Private Vacation Home

Oak Bluffs retreat with direct pond access

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(63)

$542.87

/ Nightly

Guest House

Carriage House, Swimming, Boating, Kayaking, just steps from your door...

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(6)

$4501.99

/ Nightly

Private Vacation Home

Waterfront House On Oak Bluffs Harbor

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(26)

$765.52

/ Nightly

Private Vacation Home

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

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(12)

$912.96

/ Nightly

Private Vacation Home

Adorable Oak Bluffs Cottage With Ac On East Chop

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(17)

$1056.12

/ Nightly

Private Vacation Home

PRIVATE WATER ACCESS! ON FARM NECK GOLF COURSE! Kayaks & Canoe & A/C

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(99)

$590.74

/ Nightly

Private Vacation Home

Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

$1144.03

/ Nightly

Private Vacation Home

Delightful 3-bedroom house with AC in Oak Bluffs

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(47)

$390.39

/ Nightly

Apartment

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(2)

$515.22

/ Nightly

Private Vacation Home

Lovely 3-bedroom house with AC in Oak Bluffs within 15 min walk to Circuit/Beach

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(9)

$593.61

/ Nightly

Private Vacation Home

Spectacular Martha's Vineyard Island Home!

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(1)

$637.81

/ Nightly

Cottage

1-Bedroom cottage, 200ft from the beach

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(23)

Select Dates for Price

Private Vacation Home

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

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(24)

$551.91

/ Nightly

Private Vacation Home

Serene Sengekontacket Pond Getaway

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

$2282.57

/ Nightly

Apartment

The Ultimate Group Escape on Marthas Vineyard

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(51)

$978.12

/ Nightly

Private Vacation Home

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs, Massachusetts, United States

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Bath

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Exceptional(3)

$2035.14

/ Nightly

Private Vacation Home

Luxurious Sengekontacket Contemporary With Water Views

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(51)

$711.53

/ Nightly

Cottage

The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(30)

$890.25

/ Nightly

Private Vacation Home

Beach, Town, Tennis, Pickleball - Central AC

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Rent a place that suits your needs

Bed

Bath

Sleeps

Exceptional(30)

$711.53

/ Nightly

Cottage

The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(30)

$686.15

/ Nightly

Condo

A BRILLANT WAY Central Location To Beach/Shops/Restaurants/Arcade/Family Bowling

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(30)

$663.50

/ Nightly

Private vacation home

COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(30)

$666.64

/ Nightly

Private vacation home

#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(30)

$803.87

/ Nightly

Private vacation home

Hideaway At Meadow View Farm/Private Tennis Courts with Spacious Bedrooms

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Vacation Rentals By Owner In Oak Bluffs, MA

$626.64

$1240.54

$542.87

$4501.99

$765.52

$912.96

$1056.12

$590.74

$1144.03

$390.39

$515.22

$593.61

$637.81

$551.91

$2282.57

$978.12

$2035.14

$711.53

$890.25

Rent a place that suits your needs

Most popular vacation rentals in Oak Bluffs

$705.03

$769.99

$740.20

$719.41

$712.28

$711.53

$686.15

$663.50

$666.64

$803.87

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