Hello everyone! Looking to expand STRs

[Eric Forsberg]

Hi everyone! Newish to the site and a novice to real estate investing. I live in Boston and have a SFH. We also have a STR (since 2018) on Okemo Mountain (VT) that does really well on Airbnb/VRBO. My W2 career pays well but leaves me exhausted with little energy for my family which doesn't feel good. I want to be a more engaged parent, travel more, and retire sooner. I've been listening to the podcasts and reading the articles...now I'm ready to act. My goal is to buy at least one more property this year and use it as a STR. From there, I'd like to expand in the STR market but as I learn, I'm open to other options.

I love the Boston area but it's so expensive here and I don't know how to make that profitable. Would love to expand more in VT (ski resort areas...still pricey), central/western MA, the Berkshires. I would entertain real estate in other states...I'm a little nervous to start but it's not out of the question.

2024 new me...Instead of saying no, I'm asking how. I've got great credit, money to invest, and would love to chat with anyone who has ideas.