Oak Bluffs Vacation Rentals

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29 properties returned | Your Current Search: Location - Oak Bluffs

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Grand Coastal-Style Estate In The Preserve $5,000 - $15,000/week

  • Property Highlights
    Unit Code: OB RSMI-16
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:6.5
    • Sleeps:12
  • Description:
    Point B Exclusive - This Grand Coastal-Style Estate is quietly tucked away in The Preserve, the desirable new enclave... Read More
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Sleek Contemporary In Hidden Cove $5,000 - $14,000/week

  • Property Highlights
    Unit Code: OB ABON-15
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:6
    • Bath:5.5
    • Sleeps:12
  • Description:
    Point B Exclusive - This sleek new Contemporary is tucked away in the Hidden Cove neighborhood, just off Sengekontacket... Read More
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Coastal Farmhouse With Connected Carriage House $4,500 - $9,000/week

  • Property Highlights
    Unit Code: OB KMCD-09
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:4.5
    • Sleeps:10
  • Description:
    Point B Exclusive - BRAND NEW FOR SUMMER 2021 - The finishing touches are being put on this newly-built Farmhouse with a... Read More
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Modern Farmhouse In Central Oak Bluffs Neighborhood $3,600 - $8,000/week

  • Property Highlights
    Unit Code: OB EEXU-29
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:3
    • Bath:3.5
    • Sleeps:8
  • Description:
    Point B Exclusive - BRAND NEW FOR SUMMER 2021 - The finishing touches are just being put on this newly-built Modern... Read More
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Architect-Designed Luxury Compound With Pool And Pool House $15,000 - $30,000 Per Week

  • Property Highlights
    Unit Code: OB BFLO-48
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:6
    • Bath:9.5
    • Sleeps:18
  • Description:
    This deluxe new compound at The Preserve makes a grand multi-generation or larger group Vineyard getaway destination.... Read More
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Luxurious Compound At The Preserve With Pool $12,500 - $24,500 Per Week

  • Property Highlights
    Unit Code: OB LSMA-06
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:7.0
    • Sleeps:10
  • Description:
    This grand five-bedroom Compound at The Preserve has luxurious detailing and styling throughout, including an attached... Read More
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Luxury Living At The Preserve With Pool, Hot Tub And Carriage House $10,000 - $18,000 Per Week

  • Property Highlights
    Unit Code: OB CTAY-10
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:4.5
    • Sleeps:10
  • Description:
    This luxurious new compound is tucked away in the desirable new enclave The Preserve. It features deluxe styling... Read More
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Waterfront Retreat With Pool, And Private Beach $2,100 - $16,000 Per Week

  • Property Highlights
    Unit Code: OB LPER-385
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:4
    • Bath:4.5
    • Sleeps:10
  • Description:
    This waterfront home features three levels of striking indoor living space, nicely integrated with outdoor living spaces... Read More
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Sparkling Ocean Park Jewel: Renovated Victorian $5,000 - $16,000 Per Week

  • Property Highlights
    Unit Code: OB NHOL-55
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:4
    • Bath:5.5
    • Sleeps:10
  • Description:
    This grand Ocean Park Victorian has been meticulously restored to her resplendent grandeur, maintaining the original... Read More
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Contemporary Cape With Pool, Hot Tub & Pool House $7,500 - $16,000 Per Week

  • Property Highlights
    Unit Code: OB PBRO-16
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:4.5
    • Sleeps:12
  • Description:
    This newly renovated Contemporary Cape features three luxurious levels of living with nicely integrated outdoor spaces,... Read More
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The Weku House: Luxury Living In Tower Ridge $7,000 - $15,000 Per Week

  • Property Highlights
    Unit Code: OB AWOO-08
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:5.5
    • Sleeps:10
  • Description:
    The Weku House: Luxury Living In Tower Ridge This classic Gambrel has been completely renovated from top-to-bottom, with... Read More
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Modern Farmhouse With Pool And Carriage House $15,000 Per Week

  • Property Highlights
    Unit Code: OB BPIT-15
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:4.5
    • Sleeps:10
  • Description:
    This luxurious Farmhouse Compound features a four Bedroom Main House, one Bedroom Carriage House, and several levels of... Read More
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