@Aaron-J2 The system will not allow you to extend your stay while there are dates that are currently booked. As mentioned by other hosts, no host would have incentive to honor your request however, if you have flexibility and options for staying elsewhere, you might be able to negotiate with the host about booking the available dates. One thing to consider is that your current long term booking costs are usually much lower than short stays due to a long term discount. So it might be a better financial deal to find another place to stay for a longer continuous stay.