Artists’ Hideaway in Old Chatham

Welcome to Hilltop Oasis, a one-of-a-kind retreat where rustic textures meet modern comfort in the heart of Old Chatham. Designed and cared for by artists and architects, this home radiates creativity and warmth, offering an inspiring escape for couples or solo travelers looking to recharge in the Hudson Valley.

Step inside and you’re immediately greeted by soaring ceilings, exposed beams, and a wall of skylights that bathe the main living space in natural light. The open-concept design brings together the living, dining, and kitchen areas into a seamless flow, perfect for both relaxing and entertaining. Oversized windows frame treetop views, creating a sense of connection with the outdoors at every turn.

The living area features a spacious sectional sofa, a projector with pull-down screen for streaming, and cozy details that make evenings in just as appealing as days spent exploring. The dining table, with seating for six, sits adjacent to the kitchen and invites long meals, creative work sessions, or late-night conversations.

The chef’s kitchen blends style and practicality with navy cabinetry, butcher block countertops, and a striking geometric backsplash. Fully stocked with cooking basics, stainless steel appliances, dishwasher, coffee maker (Nespresso & automatic drip), and microwave. A central island with three barstools makes it as social as it is functional, while a nearby wood stove adds character and warmth to the space during cooler months.

Upstairs, the primary bedroom feels like a private sanctuary. A king bed rests beneath a skylight, offering the rare chance to stargaze without leaving your pillow. Operable windows allow in fresh country air and natural breezes to keep the space comfortable. The en-suite bathroom continues the spa-like feel, with a marble vanity, modern fixtures, and a step-in walk-in shower surrounded by natural light.

Outdoor living is just as inviting. An oversized private deck and grassy backyard offer peaceful spaces for morning coffee, yoga, or an evening glass of wine under the stars. Free on-site parking makes coming and going effortless, while super-fast Wi-Fi, laundry, and room to work from vacation add modern conveniences needed for a comfortable stay.

Located minutes from farm-to-table dining, wineries, breweries, and scenic trails, Hilltop Oasis is a destination in itself. Whether you’re here for inspiration, relaxation, or exploration, this hideaway offers a welcoming, light-filled haven designed to spark both comfort and creativity.

Guests have exclusive access to the home and grounds.

Please send a platform message, and we`d be happy to assist before, during, and after your stay.

A car is required for reaching the property and exploring the surrounding area. The property is set in a peaceful rural location. Free on-site parking is provided for your convenience.

For winter visits, we highly recommend a 4WD or AWD vehicle to navigate country roads safely, especially during snow or icy conditions. This will ensure smooth travel to and from the home, as well as to nearby towns, restaurants, and attractions.

To ensure a smooth and safe experience for all guests, please review the following important details:

Rental Agreement: Guests will be asked to sign a short rental agreement prior to arrival.

No Pets: Unfortunately, we are unable to host pets.

Local Guests: If you live locally, please reach out to us before booking.

Third-Party Bookings: Reservations must be made directly by the staying guest. Third-party bookings are not accepted.

Lower Level: The lower level of the home is not intended for guest use, except for the laundry facilities. Unauthorized use of other spaces may result in an additional $150 cleaning fee.

EV Charging: For safety reasons, electric vehicle charging is not permitted on the property due to fire risk.

Digital Guidebook: After your reservation is confirmed, you’ll receive access to our digital guidebook. It includes everything you need for your stay, such as Wi-Fi credentials, property access instructions, and local recommendations.

Guest Support: We are here to help! If you have any questions before or during your stay, don’t hesitate to contact us—we’re happy to assist.