Performance indicators for the West Tisbury short-term rental market based on reliable data.
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The highest-performing listings in West Tisbury.
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Challenging to Investors
West Tisbury explicitly permits STRs and offers a clear, low-cost permitting process, but investment appeal is limited by strict caps (one STR per owner) and an annual 30‑day residency requirement, plus a two‑night minimum that constrains revenue and scalability.
Local STR Agent
STR specialist · West Tisbury, MA
West Tisbury is a small, rural town on the island of Martha's Vineyard in Dukes County, Massachusetts. With a year-round population of roughly 2,800 to 3,000 residents, it is one of the most agriculturally rooted communities on the island, characterized by open farmland, stone walls, and tree-lined country roads rather than the denser village feel of the eastern towns. The town is best known for preserving a quieter, pastoral side of Martha's Vineyard and serves as a natural gateway to the western portions of the island, including the Aquinnah area at the western tip. Geographically, West Tisbury sits across Vineyard Sound from the Massachusetts mainland; the nearest mainland departure point, Woods Hole, lies about 30 miles to the north, and the closest major city, Boston, is roughly 70 miles north, reached by a combination of drive and ferry.
The Polly Hill Arboretum is a 60-acre botanical garden located within West Tisbury itself, established by horticulturist Polly Hill and known for its collections of native and unusual plants, walking trails, and seasonal bloom schedule. Because the arboretum is in town, visitors are only a few minutes' drive from wherever they are staying, and it draws gardeners and casual visitors throughout the spring and summer months.
Just minutes from the town center, the annual Martha's Vineyard Agricultural Fair has been a hallmark of West Tisbury since the mid-nineteenth century, showcasing livestock exhibits, 4-H competitions, harness racing, and classic fair food over four days each August. For travelers, the fair offers an authentic slice of island life that feels generations removed from the more tourist-oriented parts of the Vineyard, and it sits within a short drive of virtually every rental in town.
Lambert's Cove Beach, a town-managed stretch of sand on the island's north shore, is a quieter alternative to the larger public beaches found in Edgartown or Oak Bluffs. About a ten-minute drive from the West Tisbury center, it requires a town beach sticker during the summer and rewards visitors with calm waters, scenic views across Vineyard Sound toward the Elizabeth Islands, and a notably relaxed atmosphere. The beach is a strong draw for guests seeking a more low-key coastal experience.
Slightly farther afield, the Manuel F. Correllus State Forest covers a large swath of the island's interior and is roughly a ten- to fifteen-minute drive from most of West Tisbury. The forest offers miles of paved and unpaved biking and hiking trails shaded by oak and pine, and provides a scenic inland contrast to the island's signature shoreline.
West Tisbury's appeal for short-term rentals lies in the combination of its rural, uncrowded character and its central position on Martha's Vineyard, putting beaches, farmland, gardens, and forest all within an easy drive. Guests who stay here enjoy proximity to the island's most visited spots while retreating each evening to a community that still feels distinctly tied to the land.