Turning Homes Into Income: Charlie Waitt’s House Hacking and STR Strategy

In this episode of the REI Freedom Podcast, Jeremy sits down with Charlie Waitt, a New Hampshire-based real estate investor who has mastered the art of house hacking and short-term rentals (STRs). Charlie’s inspiring journey began with a simple house hack: renting out an in-law unit as a long-term rental. However, he soon discovered the immense potential of STRs by combining his passion for hospitality with his real estate goals.Charlie shares how he transitioned from managing restaurants to managing properties, overcame challenges, and turned properties into income-generating assets. From creative financing to maximizing income through Airbnb, Charlie’s story is a must-listen for anyone curious about real estate investing, house hacking, or building a path to financial freedom.Whether you're just starting out or looking to scale your portfolio, this episode is packed with actionable insights and motivation to help you take the leap into real estate success.What You'll Learn in This Episode:How Charlie discovered house hacking and used it to generate income.The transition from long-term to short-term rentals and why it worked.Lessons learned from a challenging 9-unit property in Laconia.The power of taking action, even when things aren't perfect.How short-term rentals can help you achieve time freedom and financial independence.Charlie’s advice for new investors on overcoming fear and getting started.Resources Mentioned:Connect with Charlie:Email: [email protected]: Loudon Mountain View SuiteFacebook: Loudon Mountain View HomeJoin the REI Freedom Coaching Program:Learn how to find and manage great properties with our coaching program. Visit reifreedom.com/apply to book a discovery call.Don’t Forget to Subscribe!Never miss an episode of REI Freedom. Subscribe now and join us every week for more expert insights, inspiring stories, and actionable advice.