You can as an administrator, add regular (recurring) reservations to the system.
Add the reservation to the order.
In the booking section click Repeat.
Indicate how many times to repeat the reservation.
Then select the interval and click Repeat.
If at the same time you need to save all the elements of the total account, checkbox Keep final invoice items.
After that new reservations will appear in the order.
Please note that if you specify 3 repetitions then in the end there will be 4 reservations in the order.