Oak Bluffs Vacation Rentals

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  • 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

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
  • Property Highlights
    Unit Code: OB EVAN-07
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:4
    • Bath:4.5
    • Sleeps:8
  • Description:
    Point B Exclusive - NEW FOR SUMMER 2021 - This freshly renovated Luxurious Contemporary combines water views out to... Read More
  • 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 - This brand new Farmhouse with Connected Carriage House features a modern... Read More
  • 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
  • Property Highlights
    Unit Code: OB JGLE-23
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:4
    • Bath:3.0
    • Sleeps:8
  • Description:
    Point B Exclusive - Conveniently located near The Lagoon and Eastville Beach, this large Oak Bluffs Colonial has been... Read More
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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