Welcome to Bayberry Retreat, a comfortable and spacious home in Arnold’s Bayberry community, just minutes from historic downtown Annapolis. With accommodations for up to 12 guests, generous driveway parking for multiple vehicles, and plenty of indoor & outdoor gathering space, it's an ideal home base for family vacations, wedding weekends, Naval Academy events, reunions, and getaways.
Enjoy morning coffee on the screened porch, spend the day exploring Annapolis or the surrounding waterways, then return home to grill dinner, gather around the fire pit, or challenge family and friends to a game of pool or ping pong.
Why Guests Love Bayberry Retreat
✔ Sleeps up to 12 guests
✔ Ample off-street parking for multiple vehicles
✔ Four bedrooms and 2½ bathrooms
✔ Spacious indoor and outdoor gathering areas
✔ Screened porch for relaxing and dining
✔ Fire pit and large backyard
✔ Game room with pool table, ping pong, darts, and games
✔ Fully equipped kitchen
✔ High-speed Wi-Fi and dedicated workspace
✔ Dog-friendly (with approval)
The Location
Bayberry is one of Arnold’s established waterfront communities, offering a quiet neighborhood setting while being just minutes from:
• Historic Downtown Annapolis
• The U.S. Naval Academy
• Waterfront restaurants
• Sandy Point State Park
• Chesapeake Bay boating and sailing
• Parks, trails, shopping, and live music
Whether you’re visiting to explore the Chesapeake, reconnect with family, attend a special event, or simply enjoy a slower pace for a few days, Bayberry Retreat is a comfortable place to call home during your stay.
A Home with Heart & A Story
Bayberry Retreat has been part of my family’s story for more than 25 years. I raised my family here, and it has been the backdrop for countless birthday celebrations, holiday traditions, neighborhood gatherings, and life's moments that matter most.
Opening my home to guests is a natural extension of something I’ve always loved—bringing people together. Whether it’s around the dinner table, gathered around the fire pit, or simply enjoying time with the people you love, I believe the best memories are created when we slow down, connect, and savor the moment.
Over the years, I’ve developed a deep appreciation for everything that makes the Chesapeake region so special. Cooking is one of my passions, and I love discovering exceptional restaurants—from iconic seafood spots and waterfront favorites to hidden gems that many visitors never find. If you’re looking for the perfect crab cake, a memorable date-night dinner, or a great local brunch, I’m always happy to point you in the right direction.
Music is another lifelong passion. Annapolis has an incredible live music scene, and over the years I’ve gotten to know many of the talented local musicians and venues that make it so unique. Whether you’re looking for an intimate acoustic set, waterfront live music, jazz, blues, or a lively band to dance the night away, I’m happy to share my favorite spots and help you experience the city like a local.
The Chesapeake Bay has always been a big part of my life. As a U.S. Coast Guard licensed captain and owner of a private sailing charter business, I have the privilege of sharing its beauty with others. There’s nothing quite like experiencing the Bay under sail—the peaceful rhythm of the water, the fresh breeze, and unforgettable sunsets that stay with you long after you’ve returned home.
An Exclusive Experience for Our Guests
As a guest of Bayberry Retreat, you’ll receive a special discount on a private Chesapeake Bay sailing charter during your stay.
Whether you’re celebrating a special occasion, planning a family adventure, or simply looking for a one-of-a-kind way to experience the Chesapeake, I’d be honored to welcome you aboard and share one of my favorite places in the world. Just ask for details when you book your stay.
Thank you for considering Bayberry Retreat. My hope is that you’ll leave with more than wonderful memories of a beautiful home—I hope you’ll leave feeling refreshed, connected, and with a few Chesapeake stories of your own.
I look forward to welcoming you!