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Oak Bluffs Vacation Rentals

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    $433 Average
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    Travelers to Oak Bluffs are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 236 Rentals in Oak Bluffs
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    1 Bedroom, 3 Bathrooms, Sleeps 4 Quick View
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    Plan to Stay * 'Vineyard Dream' (OAK BLUFFS)-Sunny Open Floor Plan Close to Town1 / 24
    (8)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Spacious for 1-2 families. Minutes from downtown Oak Bluffs1 / 24
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Beautifully Renovated Oak Bluffs Retreat Close To Everything1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    • Terrace
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    Oak Bluffs, Martha's Vineyard 02568
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Perfect Island Getaway Minutes from Oak Bluffs Center.1 / 21
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Balcony
    • Grill
    • Central Heating
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    Oak Bluffs, Martha's Vineyard 02568
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Charming cottage w/ WATERVIEW, 0.2 miles off Circuit Ave but quiet & private1 / 24
    (7)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • DVD Player
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    • Central Heating
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
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    Oak Bluffs, Martha's Vineyard 02557
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Walk to the Beach and to the Town, 8 Bedroom Victorian1 / 24
    (3)Excellent
    8 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Patio
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 8 Bedrooms, 4 Bathrooms, Sleeps 16
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    Oak Bluffs, Martha's Vineyard 02557
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Internet Access
    • Grill
    • Washer
    • Satellite TV
    • Patio
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    Pet friendly
    Kid friendly
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Grill
    • Satellite TV
    • Patio
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    • Washer
    • DVD Player
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    Pet friendly
    Kid friendly
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Satellite TV
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    • Air Conditioning
    • Housekeeping Included
    • Patio
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    Pet friendly
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    Smoking allowed
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Satellite TV
    • Patio
    • Washer
    • Grill
    • Central Heating
    • DVD Player
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    MAGICAL, MODERN LIVING BY THE SEA!!1 / 24
    (3)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Patio
    • Grill
    • Internet Access
    • Air Conditioning
    • Parking
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Classic Oak Bluffs Gingerbread Cottage with Water View1 / 16
    (6)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Parking
    • Washer
    • Patio
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Oak Bluffs Flight and Weather Info
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    72° 54°
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    66° 47°
    September
    56° 37°
    October
    47° 31°
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