As a manager, you can add regular (recurring) reservations to the system.
Add the usual reservation to the order and click Repeat.
Specify how many times to repeat the reservation.
Then select the interval and click Repeat.
If you have change the invoice in your reservation and you want to keep these changes in all subsequent reservations, set the Keep final invoice items checkbox.
New reservations will appear in the order immediately.
Please note that if you will repeat reservation 3 times then in the end there will be 4 reservations in the order.