Stewart Hospitality is a family-run hospitality company operating a portfolio of short-term vacation rental properties designed for families and travelers seeking a true retreat.
We believe travel should feel like a homecoming. Stewart Hospitality is dedicated to thoughtfully designed properties that welcome families, anchor reunions, and turn ordinary weekends into the memories people return to.
Founded by Rochelle Stewart, the company operates under a single guiding principle: elevated hospitality, without pretense. Every property is curated with care, finished with intention, and stewarded with the warmth of a home, not the polish of a hotel.
Stewart Hospitality operates properties on Martha’s Vineyard — a destination chosen for its enduring appeal to families, travelers, and the kind of guests who return year after year.
A waterfront retreat steps from the harbor — designed for summers spent gathering, swimming, and slowing down. Part of our flagship Stewart Havens collection.
View on Airbnb →Additional Vineyard properties are in active development. We are committed to careful, intentional growth — one well-stewarded home at a time.
We acquire and develop properties in destination markets where families want to gather and stay.
Every property is designed in-house with a focus on durable beauty, restful palettes, and the small details that make a house feel like a home.
From booking through check-out, we operate with hotel-grade standards and the warmth of a host who genuinely wants you to stay again.
For trade inquiries, vendor partnerships, or press, we'd love to hear from you.
hello@stewarthospitality.com