I could have asked OPs same question 2 months ago.
The prior owners of our cabin priced it the same price every day of the year. This led to being booked well out into the future, and a 79% occupancy in a market that averages 67%. It also keeps things simple and predictable. That said, we had to inherit a booking for thanksgiving at less than half the rate it should have booked at.
we have a PM that uses Pricelabs and checks it daily. The idea behind pricelabs is to maximize revenue, not occupancy. I think this can sometimes run counter to an STR owners intuition. A "desperate" guest will pay more than a planful one.
it’s hard for me to compare which strategy is better. Pricelabs netted me 2X+ per night on the days between Xmas and new years. But the booking lead time is perhaps 2-3 weeks, which is more anxiety inducing than having bookings come in 2-3 months ahead of time. Pricelabs strategy almost guarantees I won’t get a booking 3 months out, it prices the days so expensive, once again trying to book a desperate guest over a planful one.
my guess is pricelabs leads to more $? Sometimes I wrestle with the moral component……do I really want to gouge someone at $600/night on a holiday? Do I really want to penalize the planful people? I’m currently alienating any guests that leave my place happy and want to book the same dates for next year