About Chesapeake Cottage
A small, family-owned home where your loved one is more than a resident — they're family.
Built from the Heart
We saw the same thing everywhere — big facilities, rotating staff, and residents who felt like numbers. Chesapeake Cottage was born from a simple belief: seniors deserve a real home with home-cooked meals, staff who know your name, and personal attention.
Located on a quiet road in Snow Hill on the Eastern Shore, we reflect the values of our community — neighborly, genuine, and rooted in doing right by the people you care about.
What We Believe
Four principles guide everything we do at Chesapeake Cottage.
Dignity First
Every resident is treated with the respect they've always deserved — no exceptions.
Feels Like Home
Not a facility — a real home with a living room, meals around the table, and a front porch.
Personalized Care
Only 16 residents — we know every person by name, preference, and routine.
Independence & Purpose
We encourage residents to do what they can, at their own pace. Purpose matters.
Meet Our Team
Our dedicated staff are the heart of Chesapeake Cottage. They are not just caregivers — they are companions, advocates, and friends.
Seth & Brittany Underwood
Owners
Mikesha Ballard
Director
Matthew Leonard
Chef
Tyniesha & Alissa
CMT AM Supervisor & CNA/CMT
Alma
CMA
Our Care Team in Action
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A Home, Not a Facility
No long hallways, no fluorescent lights, no intercom announcements — just a warm, welcoming home.
Comfortable private and semi-private rooms, a cozy living room, bright dining area, and a sunlit porch perfect for quiet mornings or family visits.
Set on a peaceful road in rural Snow Hill — open skies, green space, and the kind of quiet that's hard to find anywhere else.
Comfortable Rooms
Private and semi-private rooms that residents can make their own, with personal furniture, photos, and familiar belongings.
Shared Living Spaces
A welcoming living room, bright dining area, and sunlit porch where residents gather, socialize, and enjoy each day together.
Peaceful Grounds
Surrounded by the natural beauty of Maryland's Eastern Shore — open space, fresh air, and a serene country setting.
Snow Hill & the Eastern Shore
Chesapeake Cottage is proud to call Snow Hill, Maryland home. As the county seat of Worcester County, Snow Hill is a small, historic town on the Pocomoke River where neighbors still know each other by name and community truly means something.
The Eastern Shore of Maryland is known for its natural beauty, quiet pace of life, and deep-rooted values of family and faith. It is a place where people look out for one another — and that spirit is woven into everything we do at Chesapeake Cottage.
For families in Worcester, Wicomico, Somerset, and Dorchester counties, Chesapeake Cottage offers quality assisted living close to home — so you never have to send your loved one far away to get the care they need.
Come See for Yourself
The best way to understand what makes Chesapeake Cottage different is to visit. Walk through the home, meet the staff, sit on the porch, and feel the difference a small, family-run home makes. We would love to show you around.