Buying a Bed and Breakfast with potential for events and short-term rentals (STRs) can be a fantastic investment, but as you mentioned, with the market saturation and seasonal challenges, it's important to run the numbers carefully.

Are there challenges to be aware of?  

With property prices rising across the country, it’s becoming challenging to find investment properties that offer solid cash flow.

One of my friends is a mortgage broker, so I discussed my challenges with him, and he connected me with a real estate agent.

Challenges?

All will have challenges but can easily be solved and planned for when purchasing.3.

Dealing with older homes, especially those from the early 1900s, can indeed be challenging, especially for a first-time investor.

It definitely has its challenges.

A little about me:  I love camping (well, Glamping if I'm being honest - we camp in a Northern Lite RV), mountain biking (which I'm not very good at but I love the challenge), and Star Trek in all it's various iterations. 

Investor Consequences: Cash Flow Investors: Rent control can be a challenge for investors primarily focused on monthly cash flow, as rent increases may not keep pace with rising costs.