Copyright 2018. Tails on Trails Pet Sitting. All rights reserved.                        

When you can't be there...

We guarantee a well connected experience with you while you’re away. If anything happens, we’ll contact you immediately.

Our Guarantee


Monday-Friday: 4pm -9 pm

Saturday-Sunday: 9am -9pm

A Few Happy Customers:

If you're anything like us, you have an incredible connection with your dogs and cats. When you're out of town, you want to make sure they're with someone who will love them just as much as you do. That's why we started Tails on Trails Pet Sitting, to give you a peace of mind while you're on extended trips away from Fido and Fluffy. So, leave them in good hands and enjoy yourself

Our Mission

Chesapeake, Virginia

Tails on Trails Pet Sitting

Our mission is simple: To love and care for each and every animal just like we would want someone to take care of ours.