Chesapeake Cottage, LLC

04/01/2026

Easter 🐣 Hunt 🌺 with tasty treats on this gorgeous day!

03/23/2026

Exciting News! Chesapeake Cottage has a brand-new website!

We’ve created a space where families can easily explore what makes our home so special. From engaging daily activities and home-cooked meals to our beautiful rooms and the compassionate team who care for our residents each day. You’ll also find helpful resources to guide you through what can often feel like an overwhelming process.

We invite you to take a look: www.chesapeakecottage.org

If you know someone searching for a supportive, welcoming home for their loved one, we would truly appreciate you sharing it.

We currently have one room available and are able to accommodate same-day move-ins.

📞 Call 443-880-6255 to schedule a personal tour, we would love to meet you!

03/20/2026

Lovely day for sun! ☀️

03/17/2026

Shamrock shakes, smiles, and a whole lot of green! 🌈 ☘️Happy St. Patrick’s Day!​​​​​​​​​​​​​​​​ ☘️

03/12/2026

We’re excited to be featured in a spotlight article in The Guide highlighting Chesapeake Cottage Assisted Living!

“Our goal is to ensure every day is filled with fun and life. We want our residents to not just live here, but to truly thrive through social and creative engagement.”

We love creating a place that feels like home for every resident and their families. 💙

The common areas at Chesapeake Cottage are often filled with the quiet focus of a painting session or the competitive laughter of a balloon volleyball game, part of a deliberate effort by staff to ensure residents remain active and connected.

03/10/2026

Enjoying the ☀️ on this beautiful day!

02/27/2026

Happy Friday! 🎨✨

We’re starting the weekend with paintbrushes in hand and smiles all around. Creativity keeps the mind active and the heart happy and today we’ve got plenty of both!

Wishing you a weekend as colorful and fun as ours 🌈

02/24/2026

Snowstorms can be beautiful, and risky, for older adults living alone. Our latest blog explains common dangers seniors face during winter storms and how assisted living communities keep residents safe and warm, even when the power goes out. Read practical steps families can take and what to look for when choosing care: https://wix.to/8vumiTh

When the big snowstorm rolled through the Eastern Shore this week, many families found themselves lying awake at night asking the same question:“Is Mom warm? Is she safe? What if the power goes out?”Winter storms are beautiful but for older adults living alone, they can quickly become dangerous....

02/23/2026

❄️ Snowy days at Chesapeake Cottage ❄️

While the roads and surrounding trees are covered in beautiful (but heavy!) snow, our generator is running strong and keeping everyone warm, cozy, and comfortable inside.

Our team is working to clear the driveway, but road conditions remain unsafe, please stay home and off the roads until it’s safer to travel. Your safety matters to us just as much as our residents’.

Inside, it’s all warm blankets, hot meals, and peaceful winter views. ☕🏡 We’re grateful for a prepared home and a caring team who always show up, no matter the weather.

Stay safe, stay warm, and we’ll see you soon when the roads are clear 🥰

*Picture from owner, Seth Underwood, who went over at 4AM to check on everyone when he found out the power was out!

02/19/2026

Feeling artsy! 🖼️ 🎨 👩🏻‍🎨

02/15/2026

Love was delivered this Valentine’s Day morning! 💝 We are beyond grateful to VFW District #16 Chaplain for taking the time to visit and donate Valentine’s gifts to our wonderful residents❤️🌹

02/13/2026

Heart 💗 Work