Waterfront Retreat | Near St. Michaels & Tilghman

A completely reimagined waterfront retreat between St. Michaels and Tilghman Island. Made for long summer days by the pool, crisp mornings by the water, and cozy Eastern Shore weekends with the people you love. This beautifully remodeled 4-bedroom home brings together everything we love about a stay on the Shore: water just outside your door, beautiful spaces to gather, a private seasonal pool, and easy access to both St. Michaels and Tilghman Island. Come for the water. Stay for the slower mo The space Every season feels a little different on the Eastern Shore and we happen to think the quieter months are some of the best. Fall brings crisp mornings, changing leaves and afternoons made for wandering through St. Michaels. Winter slows everything down even further. The towns are quieter, the water is peaceful, and suddenly a weekend with nowhere you need to be feels like exactly what you needed. This completely remodeled 4-bedroom waterfront home was thoughtfully reimagined for those moments. Start the morning slowly with coffee and a view of the water. Spend the afternoon exploring the shops and restaurants of St. Michaels, take the scenic drive toward Tilghman Island, or simply stay put and enjoy the quiet. Then come home, pour a glass of wine, make dinner together and settle in for the evening. Inside, fresh interiors and comfortable gathering spaces create a home that feels elevated without losing the warmth you want from a weekend away. There’s room to spread out when you want it and plenty of space to come together when you don’t. Outside, the waterfront setting is the backdrop year-round. During warmer months, days naturally revolve around the private seasonal pool and time spent outdoors. As the weather cools, the experience changes, quiet mornings by the water, bundled-up walks, golden sunsets and evenings spent back inside with your favorite people. WHAT YOU’LL LOVE • Waterfront setting with beautiful views • Beautiful spaces for cooking, dining and gathering • Private seasonal pool • Close to downtown St. Michaels and Tilghman Island • Peaceful setting for fall and winter escapes • Perfect for couples’ weekends, family getaways and holiday stays Curated by Flaneur, this experience is designed in the spirit of slow travel, where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts. Guest access This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation. Other things to note Starter supply of paper towels, toilet paper, and basic toiletries provided. Please bring extra supplies if you prefer more than the starter set. The private pool is scheduled to open for the season by Memorial Day.