Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Summary:
Step into history without sacrificing modern comforts. Combsberry is a 1730 waterfront estate nestled on 30 private acres at the northern headwaters of Island Creek. Featuring five beautifully appointed bedrooms, a gourmet kitchen, a heated pool, and serene walking grounds, it’s the ultimate retreat for family gatherings, romantic escapes, or peaceful solo getaways—especially during Maryland’s spectacular fall season.

Talbot County Licensure: STRN-25-43

The Space:
Discover Combsberry, a historic Maryland waterfront estate perfect for your fall getaway. Nestled on 30 acres along Island Creek near St. Michaels, this 1730 property offers five bedrooms, a heated pool, a gourmet kitchen, and stunning autumn foliage. Ideal for family vacations, couples’ retreats, or pet-friendly escapes, Combsberry blends timeless elegance with modern comfort.

What you'll love:
- Unmatched Privacy: 30 acres of tranquil waterfront with no neighbors in sight.
- Historic Beauty: Original architectural details paired with high-end updates.
- Luxury Amenities: Heated waterfront pool, coffee bar, and gourmet kitchen.
- Pet-Friendly: Bring your furry friend along ($200 pet fee).
- Fall Magic: Crisp air, colorful foliage, and cozy evenings by the fireplace.

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.

The Neighborhood:
Private, serene waterfront location — yet close to St. Michaels, Easton and Oxford and seasonal events.

Other Things to Note:
Professional caretakers maintain the estate year-round, ensuring your stay is private, seamless, and unforgettable. Pets welcome with a $200 non-refundable fee. Starter paper goods provided; please bring any additional supplies you may need.