CAPE CHARLES, VA — After 14 years of welcoming guests and creating lasting memories, Jim Holloway has announced plans to sell the beloved Bay Haven Inn of Cape Charles, a historic bed and breakfast that has become a cornerstone of the community’s hospitality scene.
Holloway, who transformed the property into a thriving B&B in 2011, says the decision comes as part of a lifestyle change rather than a departure from the area.
“We have loved every step of transforming the Bay Haven Inn,” Holloway said. “So many people came as guests and left as friends — 35 of them even became our neighbors. Now it’s time for some downsizing and maybe sleeping in on a Sunday or two.”
The iconic 1906 three-story home, which has earned recognition as Best of Coastal Virginia, sits in the heart of Cape Charles — a town HGTV named among the Top 40 Most Charming Small Towns in America. The property features a grand kitchen with cathedral ceilings and high-end appliances, along with a sweeping southern wraparound porch surrounded by meticulously maintained gardens.
Located just blocks from the Chesapeake Bay and adjacent to the community park that hosts regular concerts and events, the property offers what Holloway describes as the quintessential Cape Charles experience, including stunning sunsets and the town’s signature “cart life” vibe.
The Bay Haven Inn will continue operating as usual until a sale is finalized, ensuring continuity for guests who have booked stays. The property is being offered as either a turnkey bed and breakfast operation or as a family home with investment potential.
Holloway plans to remain in the Cape Charles area, just outside of town.
The property is listed with Ashley Carroll Horak of Horak Realty Group.
About the Author
Medical bills perhaps.
I am saddened to see the sell of a truly magical home, but wholeheartedly support Jim and Tammy in their next chapter in their lives.
No matter what I was going through in my life. When I walked through those doors I was always greeted with a warm smile and a friendly greeting.
All the weight from the world on my shoulders just melted away. I was home from my long journey. Everything was just as I dreamed, from my home so many years ago.
The ease of conservation remained me of the quaint town I knew from my past.
The evenings of falling asleep on the porch, when the stillness fell upon the town.
The friends I brought to this loving Inn during the changing of the seasons will alway be etched in my heart as the memories will last a lifetime for myself and my friends.
You two will truly be missed. May God bless you both.
You have made a lot of wonderful memories come true and a wonderful glimpse into yesteryear.
I am forever grateful for the peace that you have brought to my heart. You are the reason I came back to the shore.