Pro’s & Con’s

You need to invest where you can achieve long term financial independence.

You also want to make sure you protect your downside in the case regulations do emerge down the line, by looking at the Mid Term and Long Term Rental rates on the property as well to make sure it is something you could live with in the case there was a change.With the amount of Airbnb listings continuing to grow rapidly, it is become increasingly more important to provide a quality service to make your property stand out among the rest.

Hey Ben,Totally normal — two weeks with lots of inquiries but no bookings yet happens all the time when you’re new to mid-term rentals.

Both short-term rentals (STRs) and long-term rentals (LTRs) can be profitable, but the path to those returns looks very different.Here’s a quick breakdown:Short-Term Rentals (STRs)Higher income potential: Nightly rates can often outpace monthly rents, especially in high-demand areas.Flexibility: Owners can use the property themselves when it’s not booked.More work (or systems): Guest turnover, cleaning, and constant marketing require either a strong management system or more personal involvement.Market sensitivity: Local regulations and seasonal demand can change things quickly.Long-Term Rentals (LTRs)Stability: Steady monthly cash flow with less turnover.Lower expenses: Fewer turnovers mean less spent on cleaning, furnishing, or marketing.Easier to finance: Lenders often prefer long-term rental stability.Less flexibility: Once you sign a lease, the property is locked in until renewal.The real question isn’t “Which is better?”

Quote from @Seth McGathey: What are your favorite go to seller fianancing terms?

Investment Info:

Small multi-family (2-4 units) buy & hold investment.

Purchase price: $165,000

Cash invested: $40,000

A two family unit in a secluded cul-de-sac in north-eastern CT with a half a...

Either you live there and rent rooms, or you’re one of the rare Class B exemptions.That’s why most investors miss the mark: they look at MTRs through the long-term rental lens.

The seller and I negotiated the terms.

Would anyone be able to help me with analyzing the market for short-term rentals in certain areas?