Set on a serene West Tisbury estate, this private 2-bedroom guest house offers comfortable living, dedicated parking, and a tranquil island setting—perfectly located for enjoying beaches, towns, and Vineyard adventures.
Welcome to the Guest House at 40 Orchard Road, a charming and thoughtfully designed standalone retreat offering guests a perfect blend of privacy, comfort, and classic Martha’s Vineyard tranquility. Located on a beautiful multi-acre West Tisbury estate yet rented entirely on its own, this home provides an ideal escape for couples, small families, or friends seeking a relaxing island stay in a peaceful setting.
This inviting guest house features two comfortable bedrooms and a full bathroom, complemented by a bright and open living, dining, and kitchen area that creates an easy, welcoming flow for daily living. Whether preparing homemade breakfasts before a day at the beach or gathering for a relaxed evening meal, the open layout offers everything needed for casual Vineyard living. Large windows bring in natural light and showcase the surrounding greenery, reinforcing the sense of quiet seclusion that makes this location so special.
Guests enjoy the convenience of separate, dedicated parking and a fully independent entrance, allowing for complete privacy throughout their stay. While situated on the same grounds as the main residence and a sleeping cottage, the guest house is rented separately and maintains a peaceful sense of independence, making it feel very much like its own private Vineyard hideaway.
Step outside and soak in the gentle rhythms of island life—quiet mornings with coffee, afternoons returning from beach adventures, and evenings spent unwinding under Vineyard skies. The property’s West Tisbury location offers quick and easy access to Vineyard Haven’s harbor, ferry terminal, shops, dining, and galleries, as well as the island’s renowned beaches, farm stands, conservation trails, and village centers.
This guest house is the perfect choice for visitors who want the authentic Vineyard experience without sacrificing comfort or privacy—a calm home base from which to explore all that Martha’s Vineyard has to offer while enjoying a peaceful countryside retreat to return to each night.
Whether your plans include sun-filled beach days, scenic drives, outdoor exploration, or quiet island downtime, the Guest House at 40 Orchard Road provides a welcoming, well-located retreat for a memorable Vineyard stay.
