Our Top 10 Picks For The Best Martha's Vineyard Vacation Rentals with late summer weeks available in August and September. We've curated a collection of our best vacation rentals in Edgartown, Katama, Vineyard Haven, and Oak Bluffs, from ultra-luxurious to vacation rentals with pools and water views, to budget-friendly. Our Rental Team is here to help and happy to match you with the best option(s). You can reach us at 508-627-4567 ext 1 or email us rentals@pointbrealty.com 

Martha's Vineyard Vacation Rentals Late Summer Weeks

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  • 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 - This freshly renovated Luxurious Contemporary combines water views out to Sengekontacket Pond from... Read More
  • Property Highlights
    Unit Code: KAT RGIA-09
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:4
    • Bath:3.5
    • Sleeps:10
  • Description:
    Point B Exclusive - Tucked away in the heart of Katama in the Ocean Pines neighborhood, this Coastal Colonial has just... 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: EDG SMAC-10
    Pets Considered: Yes
    Town/Area: Edgartown - Village
    • Bedrooms:3
    • Bath:4.0
    • Sleeps:7
  • Description:
    Point B Exclusive - While maintaining much of its historic charm, including wide plank floors and vintage fireplaces,... Read More

Water View Cottage At Sunset Lake $5,000 - $7,500/week

  • Property Highlights
    Unit Code: OB MLLO-14
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:3
    • Bath:2.0
    • Sleeps:6
  • Description:
    Point B Exclusive -- This classic Oak Bluffs cottage sits at the edge of Sunset Lake and enjoys views across the Lake on... Read More
  • Property Highlights
    Unit Code: WT MALD-159
    Pets Considered: No
    Town/Area: West Tisbury
    • Bedrooms:4
    • Bath:3.0
    • Sleeps:9
  • Description:
    Point B Exclusive - Privately set near Long Point Beach, The Whale House is a beautifully appointed, coastal-inspired... Read More

Katama Coastal Getaway $2,500 - $6,500/week

  • Property Highlights
    Unit Code: KAT JMYE-29
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:3
    • Bath:2.0
    • Sleeps:6
  • Description:
    Point B Exclusive - Tucked away in a quiet central Katama neighborhood, this coastal cottage has just been refreshed... Read More

The Ferry House On Edgartown Harbor $5,000 - $25,000 Per Week

  • Property Highlights
    Unit Code: EDG DMAL-04
    Pets Considered: Yes
    Town/Area: Edgartown - Village
    • Bedrooms:3
    • Bath:3.0
    • Sleeps:6
  • Description:
    Point B Featured Listing - With its spectacular waterfront setting, The Ferry House literally sits directly on Edgartown... Read More
  • Property Highlights
    Unit Code: VH MMIC-29
    Pets Considered: No
    Town/Area: Vineyard Haven
    • Bedrooms:4
    • Bath:4.5
    • Sleeps:10
  • Description:
    Point B Featured Listing - This new home is a modern take on a Classic Greek Revival has it all -- three living levels... Read More
  • Property Highlights
    Unit Code: EDG VCAS-125
    Pets Considered: No
    Town/Area: Edgartown - Other
    • Bedrooms:5
    • Bath:5.5
    • Sleeps:10
  • Description:
    This architect-designed Modern Farmhouse Compound is built around indoor-outdoor living and incorporates a Main House,... Read More

The Cottage On Cooke Street $2,000 - $7,750 Per Week

  • Property Highlights
    Unit Code: EDG SFUL-59
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:3
    • Bath:1.5
    • Sleeps:6
  • Description:
    This newly renovated Cottage on Cooke Street sits in the heart of historic Edgartown Village. The renovations and... Read More