Two distinctive stays, one easy place to plan

Discover The Schoolhouse and The Great Gatsby Waterfront Cottage, compare each property at a glance, and choose the stay that fits your next getaway.

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Featured stays

Compare your options

Start with a quick side-by-side look at the two featured rentals, then move on to availability and reservation details.

The School House

A character-filled stay with distinctive architecture, inviting interiors, and the charm of a memorable getaway setting.

View the School House

The Gatsby House

An elegant property with stylish spaces, comfortable amenities, and a polished atmosphere for relaxing escapes.

View the Gatsby House

Availability & Reservations

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

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Why stay here

Two properties with distinct personality

Easy comparison

See both rentals in one place before choosing the stay that suits your trip.

Thoughtful details

Each property page features highlights, notes, and gallery images for a clearer picture.

Simple planning

Move from browsing to availability requests without unnecessary steps.

Relax in style

Both rentals feature beautiful decor, luxurious accommodations and unique experiences.

At a glance

What guests can expect

Guests staying at the Watch Hill School House property can expect a luxurious and uniquely historic Rhode Island coastal experience in the heart of one of New England’s most exclusive seaside communities. Located just steps from the iconic Ocean House, this beautifully restored 1852 schoolhouse combines classic New England charm with upscale modern comforts. Visitors can enjoy ocean views from the private porch, easy beach access, elegant coastal interiors, exposed wood beams, high-end furnishings, and a peaceful outdoor patio ideal for morning coffee or sunset cocktails. The location offers convenient walking access to boutique shops, fine dining, beaches, and the timeless charm of Watch Hill village, making it perfect for couples or families seeking a refined coastal getaway.

At the Great Gatsby Cottage in South Kingstown, guests can expect a secluded waterfront retreat focused on privacy, relaxation, and outdoor recreation. Tucked along the peaceful shores of Green Hill Pond, the property offers panoramic water views, private dock access, multiple waterfront decks, and easy access to both pond and ocean activities. Families and groups can kayak directly from the property, explore barrier beaches, enjoy nearby Rhode Island coastal towns, or simply unwind while taking in spectacular sunsets and ocean breezes. The home features spacious living areas, gourmet amenities, themed bedrooms with private baths, and a resort-like atmosphere designed for memorable family vacations, coastal adventures, and quiet escapes from city life.

Schoolhouse highlights

The Schoolhouse 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.”


Gatsby House highlights

The Great Gatsby Waterfront Cottage | Private Dock | Pond & Ocean Views

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 back side of Green Hill Pond, offering rare direct water frontage with both pond and ocean views and access.


Reservation requests

Guests can move to the availability page to submit requested dates and begin the booking conversation.


Direct contact

Contact us at oceanhouse2@gmail.com or call 203.232.7222 if you have any questions before booking your reservation.

Visit the reservations page to request dates, or get in touch directly with questions about Schoolhouse or Gatsby House.

Request Dates

oceanhouse2@gmail.com

203-232-7222

Serving guests online through schoolhouseandgatsby.com

Contact us

Have a question about the properties, amenities, or reservation timing? Reach out and we’ll help you plan the right stay.

Email us: oceanhouse2@gmail.com

Call Us: 203-232-7222

Visit Us: schoolhouseandgatsby.com

Hours: Reservation inquiries welcome online

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