Despite recent advancements on cloud-enabled and human-in-the-loop cyber-physical systems, there is still a lack of understanding of how infrastructure-related quality of service (QoS) issues affect user-perceived quality of experience (QoE). This work presents a pilot experiment over a cloud-enabled mobility assistive device providing a guidance service and investigates the relationship between QoS and QoE in such a system. In our pilot experiment, we employed the CloudWalker, a system linking smart walkers and cloud platforms, to physically interact with users. Different QoS conditions were emulated to represent an architecture in which control algorithms are performed remotely. Results point out that users report satisfactory interaction with the system even under unfavorable QoS conditions. We also found statistically significant data linking QoE degradation to poor QoS conditions. We finalize discussing the interplay between QoS requirements, the human-in-the-loop effect, and the perceived QoE in healthcare applications.