Yes, usually. The deposit is tied to an invoice on the cancelled booking, so moving it means clearing that invoice and raising a matching one on the booking that's keeping the money. Whether you can do it yourself depends on how the deposit was paid.
First: how was the deposit paid?
Open the cancelled booking, go to Payment → Invoices and check how the payment against the deposit invoice was recorded. Don't start the steps below until you know.
It was recorded manually (bank transfer, cheque, cash, e-transfer) — you can do this yourself:
On the cancelled booking, open the deposit invoice and unrecord the payment.
Void the invoice, so the money no longer reads as collected against the dead show.
Open the booking that's keeping the deposit and create an invoice for the same amount.
Record it as paid, using the original payment date and method, and note where the money came from in the Reference field.
Check the amount matches exactly before you save, on both bookings. This changes what each booking says your buyer still owes.
It was paid through Stripe or PayPal — the invoice can't be voided and the payment can't be refunded from inside Gigwell. The refund has to be issued through the processor. Once you've done that, start a chat from the messenger and we'll help you reconcile the records on both bookings.
If that doesn't work
Don't record a refund against a payment you didn't actually return. If your buyer is keeping the money on account with you, the void-and-re-raise route above is the correct one — a refund entry says money went back to them.
Good to know
Putting the origin in the Reference field matters more than it looks. Months later it's the only thing tying the two bookings together on a statement.
If the deposit is being split across more than one replacement booking, you'll need one invoice per portion — partial payments against a single invoice aren't supported.
The cancelled booking's voided invoice stays visible as cancelled, which is the paper trail you want.