Two Distinct Stays Along The Rhode Island Coast.

Discover the historic charm of the Schoolhouse and luxury waterfront living of the Gatsby house, compare each home and choose the stay that best fits your next getaway.

Iconic 1852 School House

Watch Hill Luxury Beside Ocean House

“Formerly part of the Ocean House Cottage Collection, The School House is a rare standalone home (fully remodeled and refurnished with Restoration Hardware, top-of-the-line furnishings) located just steps from the resort on the ocean side of Westerly Road. Enjoy full privacy and space while being just a few steps to Ocean House dining, spa, and beach access — without the resort pricing.” “Featured in Architectural Digest’s ‘15 Incredible Former Schoolhouses You Can Spend the Night In,’ this historic home is now exclusively available for the first time on VRBO.”

Great Gatsby Estate

Green Hill Secluded Waterfront Luxury

Gatsby House
Gatsby 3 images

Secluded, Luxurious Getaway: Escape the City with Private Beach and Waterfront Dock. From the moment you enter the long, tunneled driveway—framed by flowering native shrubs and mature trees—you arrive at a hidden coastal retreat where the world immediately slows down. Welcome to the Great Gatsby Cottage, a secluded, family-friendly waterfront home set along the quiet backside of Green Hill Pond, offering rare direct water-frontage with both pond and ocean views and access

April 2026 calendar

Availability & Reservations

Review booking details, request your preferred dates, and plan your stay through the dedicated reservations page.