Martha's Vineyard

Unfussy New England island retreat of presidents, painters, and generations of summer people.

316 hand-picked rentals·10 shores·Every listing on the water·Updated 2026-10-14

The Vineyard's 100 square miles cover six towns, each with its own character. Edgartown for captains' houses, Chilmark for cliffs, Oak Bluffs for gingerbread cottages, Aquinnah for red clay bluffs. Rentals concentrate in July-August; May and September are cheaper and quieter.

StateMA
Peak seasonJuly to August
Best forWaterfront stays
Featured3 rentals
The curated list · 3 rentals

Where we would stay in Martha's Vineyard.

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Modern Saltbox in Edgartown Village
No. 01

Modern Saltbox in Edgartown Village

Vacation Home
4 bedroom sleeps 8 Beachfront

Modern Saltbox in Edgartown Village offers direct beachfront access and a sun terrace.

Steps to Beach: Martha's Vineyard Private Retreat!
No. 02

Steps to Beach: Martha's Vineyard Private Retreat!

Vacation Home
3 bedroom sleeps 6 Private beach access

Steps to Beach: Martha's Vineyard Private Retreat! in Vineyard Haven offers a spacious holiday home with three bedrooms and two bathrooms.

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
No. 03

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Apartment
2 bedroom sleeps 4 Beachfront

Beachfront location with direct access to Inkwell Beach.

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