Timber

Step back in time with a stay in our classic summer cottage—your perfect home base for unwinding and savoring everything Martha’s Vineyard has to offer. Tucked beneath whispering pines and bordering an extensive trail system, the cottage is a dream for nature lovers: start your morning with a peaceful hike, then stroll to one of the Island’s best family‑friendly beaches, known for its calm, kid‑friendly waters. Despite the natural setting, you’re just moments from the Black Dog Café and the shops of Vineyard Haven’s Main Street.

The cottage features a generous deck ideal for outdoor dining, grilling, and lingering summer evenings. Inside, this two‑story saltbox blends compact living with thoughtful design. Sunlight fills the open lower level, where the living room and cook‑designed kitchen create a warm, functional space. The kitchen is fully equipped with everything you need to turn your Farmer’s Market finds into a delicious island meal.

Upstairs, the sleeping loft is divided into two cozy areas:

A larger space with a queen bed

A smaller nook with two twin beds, which can be stacked or separated to suit your needs

After a day of exploring, unwind in the classic clawfoot tub or rinse off under the outdoor shower—both beloved features of Vineyard living.

Ideal for couples, small families, or solo escapes, the cottage offers a peaceful retreat with easy access to the best of the Island.

Summer stays are offered in discounted weekly blocks, Friday–Friday or Saturday–Saturday.