Your Questions, Answered

  • The Tilghman Island Inn (a Tremezzo Stay property) is the perfect waterfront location for large groups, events, and weddings.

    Talbot County does not allow vacation rentals to host events. Further, there is a strict 12 guest maximum for even the largest licensed vacation homes in the area.

  • Yes, Tremezzo Stay has added the Tilghman Island Inn to it’s portfolio. We are now able to host larger group stays, events, and weddings!

  • Use the ‘book now’ button on our website to submit your booking request. You will be in direct contact with us from that point forward!

  • Yes, we encourage all of our guests to book direct with us for the best price.

  • Tremezzo Stay has a comprehensive portfolio of luxury listings in the St. Michael’s area.

    1. Tilghman Island Inn (50 guests)

    2. Chesapeake Mansion (12 guests)

    3. Ranch at Royal Oak (12 guests)

    4. Punch Point (10 guests)

    5. Spencer Creek Cabin (8 guests)

  • Check-in: 4pm

    Check-out: 10am

    Requests can be made for early check-ins and late check-outs but are there are no guarantees.

  • Tremezzo Stay hosts their guests personally. There is no in-between. This personalized service allows guests access to a host of local experience with dining, activities, vendors, weather, people, golf, etc.

    Amenities are too vast to list here but can be found on the ‘Our properties’ pages. Beyond thagt, if you’re looking for something specific, just ask us!

  • www.tremezzostay.com

    You are right where you need to be!

  • Tremezzo Stay has the highest rated vacation rentals in the area. Collectively, the properties have over 1000 5-star ratings across multiple booking platforms.

  • All of Tremezzo Stay’s properties have waterfront pools.