TREMEZZO STAY'S newest edition!

Enjoy exclusive use of an entire 20-bedroom waterfront retreat on beautiful Tilghman Island. With 24 beds and accommodations for up to 48 guests, your group will have the entire property to yourselves, making it an exceptional destination for family reunions, multi-family vacations, corporate retreats, meetings, team gatherings and group getaways.

Designed with large groups in mind, the property offers the perfect balance of gathering together and having space to spread out. Multiple indoor and outdoor living areas provide plenty of opportunities for privacy, quiet conversations, breakout meetings or smaller groups to relax separately throughout the day.

Gather everyone together for meals and celebrations, host meetings or team sessions, then retreat to your own private bedroom at the end of the evening. With 20 individual ensuite bedrooms, guests can enjoy a level of comfort and privacy that’s difficult to find in a traditional large vacation rental.

Outside, enjoy the waterfront setting, seasonal swimming pool, private docks and multiple spaces to relax and take in the Chesapeake Bay lifestyle. Spend the day by the water, explore Tilghman Island and nearby St. Michaels, or simply stay on property and enjoy having your own private waterfront destination.

The entire property is exclusively yours for the duration of your stay.

Please checkout our luxury short-term rentals
Chesapeake Mansion (sleeps 12)
Punch Point (sleeps 10)
Spencer Creek Cabin (sleeps 8)