The Garden Estate: Historic Town Center Home

Step back in time without sacrificing luxury. Nestled in Chestertown’s historic district, this rebuilt 19th-century estate blends grand character with modern comfort, just 4 blocks from Washington College. Sprawling across a rare town-center acre, the sanctuary features magnificent gardens, a fenced yard, a fire pit, and a Weber grill for evenings under the stars. Inside, find a flawless layout designed for privacy, rest, and premium comfort. The space We have stayed in rentals all over the world, and we designed this home to feature everything we would want as guests—meaning no cut corners and absolute attention to detail: Uncompromising Sleep: Every bedroom is a sanctuary featuring luxury mattresses dressed in 100% cotton, 1000-thread-count sheets, and freshly laundered duvet covers, pillows, and blankets for every single stay. Flexible Layout (Sleeps 10): Features 5 beautiful bedrooms, including a convenient 1st-floor primary suite with a full bath. The home boasts 3 King beds, 2 Queen beds, and the charming bonus loft attached to a second-story bedroom. A Chef’s Kitchen: Fully equipped with high-end tools—because we believe you should never have to search for a quality corkscrew or a sharp knife while on vacation! Modern Amenities: Stay connected with seamless high-speed internet tailored for multiple devices, streaming, and remote video conferencing. When it's time to unwind, enjoy the 55” smart TV in the family room (plus two additional TVs throughout the home). Flawless Comfort: Enjoy limitless hot water and the peace of mind that comes with a home that is kept spotlessly, meticulously clean. Guest access The entire house and fenced yard is yours, as well as the large gardens, which are right outside the back gate. We might be doing some gardening in the large garden, but will keep our distance. Other things to note To maintain the pristine quality of this historic estate for all future guests, we kindly enforce the following house rules: Strictly no smoking anywhere on the property. No parties or large unauthorized events. The primary renter must be 25 years of age or older. If you are planning a family gathering or traveling with a larger party, we also host "Wren Secluded Carriage House," our studio historic carriage house located right on the same property. Message us directly to inquire about booking both spaces together for the ultimate private estate experience!