Fall at Combsberry – Private Waterfront Estate

Escape to Combsberry — a 1730 waterfront estate surrounded by golden fall foliage and crisp Chesapeake Bay breezes. Perfect for family gatherings, couples’ retreats, or pet-friendly escapes, this 5BR property blends historic charm with modern comfort. Enjoy a pool, gourmet kitchen, and 30 acres of private shoreline near St. Michaels, Easton and Downtown Oxford. Talbot County Licensure: STRN-25-43 The space Combsberry is where history meets luxury. Original 18th-century architecture blends seamlessly with modern comforts across 5 elegantly appointed bedrooms, each designed for ultimate relaxation. Gather in the gourmet kitchen for hearty fall meals, sip fresh-brewed coffee at the waterfront, or unwind in the private pool before cozying up under the stars. Enjoy peaceful walks among autumn leaves, spot migratory birds along Island Creek, and warm up with evenings by the fire. Just minutes from St. Michaels, Easton and downtown Oxford, you’ll find farm-to-table dining, oyster festivals, and charming shops to explore. What you'll love: - Unmatched Privacy: 30 acres of waterfront seclusion with no neighbors in sight. - Historic Elegance: Stay in a meticulously restored 1730 estate brimming with original details. - Luxury Comforts: 5 spacious bedrooms, gourmet kitchen, coffee bar, and a heated waterfront pool. - Pet-Friendly Retreat: Bring your four-legged family member along for the adventure. - Seasonal Charm: Stunning fall foliage, cozy fireplaces, and tranquil waterfront views. Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts. Guest access This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation. Other things to note Professional caretakers maintain and live on the estate year-round, ensuring your stay is private, seamless, and unforgettable. They live in additional buildings on property, and your privacy is their utmost concern. Pets welcome with a $200 per pet non-refundable fee. Starter paper goods provided; please bring any additional supplies you may need.