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Chesapeake Paradise TM

A Tranquil Retreat for Unforgettable Moments

Welcome To Your Home Away From Home

 Private 2-acre waterfront micro-resort with 5 unique stays—45 minutes from DC.

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5 Ways to Experience Chesapeake Paradise 

Choose the stay that fits your kind of getaway!

From a spacious waterfront home for group getaways to romantic suites and a charming cottage, each space is thoughtfully designed for connection, comfort, and time well spent—whether you’re cooking together, relaxing by the water, or exploring local waterfront dining.

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Unforgettable Experience

Perfect location for both escape and exploration

Chesapeake Paradise sits on a quiet stretch of the Western Shore—close enough to Annapolis, DC, and Baltimore for easy access, yet far enough to feel like a true getaway.

Whether you’re exploring local waterfront restaurants, strolling through nearby towns, or simply staying put to enjoy the Bay, you’re exactly where you want to be.

Discover the Services we offered

The Essentials and Other Amenities

  • Hot Tub
  • Swimming/ Fishing Pier
  • Spectacular Bay Views
  • Pet Friendly
  • Kayaks/Canoe/Floaties
  • Wifi, Internet, Netflix, etc
  • Well Appointed Kitchens

What started as my personal sanctuary on the Western Shore of the Chesapeake Bay has become a beloved 5-star waterfront retreat for guests from all walks of life.

Chesapeake Paradise is a private 2-acre waterfront micro-resort featuring five signature accommodations—each with its own personality, from intimate, tucked-away retreats to spacious homes made for gathering.

Just outside Washington, DC, it’s a favorite for those looking for an easy, restorative getaway without the hassle of travel. You arrive, and something shifts—more space, more calm, more connection.

Mornings with coffee by the Bay, afternoons on the pier, evenings by the fire—it’s simple, but it’s the kind of simple people don’t get enough of.

With direct waterfront access, a private pier, wide open green space, and sweeping Bay views, Chesapeake Paradise offers a place to slow down, spread out, and actually feel your time away.

👉 Explore the photo gallery or Take a 3D Tour to get a feel for the spaces, views, and little moments that make this place so special.

Sunrises, fire pits, laughter, stillness. You’ll find it all here.
With love & gratitude,

Shawn

Founders & Creators