Homes For Rent

Welcome to 40 Orchard Road, an exceptional West Tisbury retreat offering the rare combination of privacy, space, and classic Martha’s Vineyard charm. Set on 4.5 lush acres of rolling woodland and open lawn, this peaceful escape is ideal for families or friends seeking room to spread out while remaining conveniently close to the island’s beloved beaches, village centers, and dining spots. This property features a beautifully appointed main residence along with a…

This brand-new (2025) guesthouse in Makonikey offers the perfect balance of style, comfort, and Vineyard charm. Designed with clean, contemporary lines, the home features an open-plan living and dining area with a chef’s kitchen and oversized island for gathering. Large windows bring in natural light, while sliding doors connect seamlessly to outdoor living spaces. The home includes two bedrooms with a shared bath, plus an outdoor shower for a true Vineyard summer…

Welcome to 44 North Road, a gracious and beautifully renovated Mill Pond-front farmhouse in the heart of West Tisbury, offering the perfect blend of Vineyard charm, privacy, and natural beauty. Set on approximately five acres and perched along the edge of picturesque Mill Pond, this special property offers a peaceful setting where guests can kayak, swim, and unwind right from the backyard. Classic New England farmhouse character meets thoughtful modern comfort throughout…

Beautifully modern, architectural farmhouse, featuring open living spaces with soaring cathedral ceilings and glass walls that open to the patio and yard areas. This home offers privacy and peace, just a mile from Lambert’s Cove Beach. The property backs up to protected MV Landbank acreage and is just an 8-minute walk to Ice House Pond, where guests can enjoy a freshwater swim. The house also has a stunning, heated pool, steps from…

Set among the trees in West Tisbury, this four-bedroom home invites everyone to spread out and reconnect. A screened porch welcomes you in, while an open living and dining area leads to a furnished deck with a grill. A sleeping loft adds a fun extra space for guests comfortable using a tall ladder.

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…