Old Chatham Retreat | Skylight King Bed + Fire Pit

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.

Downstairs, the second bedroom offers its own sense of privacy and comfort. The room already sits on its own dedicated floor, creating a naturally separate and quiet retreat. The space is cozy and welcoming, with plenty of room to unwind after a long day. Whether used as a guest room or a peaceful corner to relax, it provides a comfortable escape that still feels connected to the home’s warm, modern design.

Outdoor living is just as inviting. An oversized private deck, grassy backyard, and fire pit offer peaceful spaces for morning coffee, yoga, or an evening by the fire 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.

Fireplace: Please note that the fireplace on the main floor and the wood stove in the basement are not operable.

Fire Pit: There is a fire pit on the back lawn. Firewood is not provided; bundles are sold at local gas stations, hardware stores, and supermarkets.

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.

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.

House rules
- Maximum 4 guests, including children and infants. The guest count on the reservation must be accurate.
- No parties, events or large gatherings. Quiet hours are 10:00 PM to 8:00 AM.
- No pets. No smoking or vaping anywhere on the property.
- Fire pit is on the back lawn. No fires when it is windy. Always use the spark screen. Never leave a fire unattended. Firewood is not provided.
- Drive slowly on the private road. Deer, rabbits, turkeys and outdoor cats live here. Secure all food and trash. Never feed or approach wildlife.
- Please remove shoes when inside the home.
- Park only in the designated parking areas.
- Local guests, please contact us before booking. No third party bookings. The booking guest must stay at the home.
- A $1,000 refundable hold is placed on your card 24 hours before check-in and released 2 days after checkout.
- Please contact us before booking if you live locally. The person who books must be staying at the home; no third-party bookings.
- Please remove your shoes inside.
- Fires in the wood stove and the back-lawn fire pit only. Use the spark screen, skip the fire pit when it’s windy, and never leave a fire unattended.
- Park only in the designated parking area.
- Please drive slowly on the private road.
- No weapons on the property.
- No electric vehicle charging, due to fire risk.
- No tents, RVs or camping on the property.