The care every dog deserves — and every guardian wants.
We're a team of multi-certified professional trainers and pet sitters — which means when we care for your dog, we bring a depth of understanding that goes far beyond the average pet sitter. We're specially trained to reduce fear, anxiety, and stress in the animals in our care — using gentle handling, positive reinforcement, and a deep understanding of pet behaviour to make every visit feel safe, calm, and comfortable. Because every dog is different, we assess and adapt to each one individually.
And because most of our pet sitters are also certified trainers, we have a particular skill with dogs who carry a little more worry in the world. Anxious, reactive, and sensitive dogs are our speciality — but the depth of understanding that makes us exceptional with them is exactly what every dog in our care benefits from.
Serving Toronto · Oakville · Prince Edward County · Quinte & surrounding areas
"I wish I could give Fearless Tails a thousand stars in this review. The whole team, no exceptions, is absolutely phenomenal. Deciding to use the services of a business that you find on Google takes a real leap of faith. I am so happy I decided to give them a chance to look after my boy. The Fearless team knows our almost three-year-old Bouvier des Flandres very well. We had an extremely traumatic event with Hector, when he suddenly became blind a few months ago. The support we have received from the team since that awful day, particularly from Tasha, Haley, Sarah and Erin, has been truly humbling. It is clear how much they genuinely care about the dogs in their care. They take the time to understand each dog's personality and needs, which makes a huge difference, especially now that we have a blind dog."
Care designed around your dog's rhythm.
Every dog deserves a sitter who truly understands them — their personality, their needs, their pace. We bring professional, thoughtful care directly to your door, so your dog never has to leave the place they feel safest.
Built around your dog's natural rhythm of attention, adventure, and rest. Perfect for busy days, day trips, or when overnight care is arranged elsewhere.
- 1 x 45-minute visit and 1 quick potty break, between 9am–7pm
- Walks & outings plus enrichment activities
- Rates based on location and duration
Forty-five minutes of pure, purposeful fun — scent safaris, fun tricks, new skills, canine fitness and more, all tailored to your dog's personality and pace. We've even taught dogs to file their own nails in these visits! When we're done, your dog is deeply fulfilled in a way that "just a walk" can't deliver — settled, content, and ready to rest. And when you finish your busy day, your evenings just got a whole lot easier with a dog who's ready to wind down too.
- Tailored enrichment — scent safaris, fun tricks, new skills & canine fitness
- Goes far beyond a walk — brain and body both get a workout
- Available in PEC, Napanee & Midtown Toronto
A quick, caring pop-in to let your dog out for a bathroom break and make sure they have fresh water and everything they need.
- Available in PEC, Napanee & Midtown Toronto
Bring your dog to PEC.
We'll take it from here.
Bring your dog.
We come to you.
Staying at an Airbnb or cottage in PEC? Our certified team comes directly to you — or you can bring your dog to us — for expert, Fear Free certified care while you make the most of your time in Prince Edward County. No kennels. No chaos. Just one-on-one attention from people who genuinely understand dogs.
- Bookable in 3-hour increments · additional time $30/hr
- Add-ons at our facility: yard time & sniffery sessions
You travel. Your dog thrives.
Every dog is different — so we offer overnight care in three tiers, each built around how much presence and companionship your dog needs while you're away.
Perfect for dogs who have a trusted friend or family member popping in during the day. Our sitter arrives in the evening and stays through to morning — so your dog is never alone through the night.
- Includes an evening walk, dinner, and sleeping the night away with your sitter
- Morning walk & breakfast before we leave
Two 45-minute enrichment visits during the day — tailored to your dog's routine — plus a sitter from evening through to morning. Brain, body, and bedtime all covered.
- Evening & morning routines included
Our most complete care experience — for dogs who thrive with maximum presence and companionship. A trained professional is with your dog through the day and stays overnight. Walks, outings, enrichment & play throughout the day, and plenty of snuggling relax time when they need it. Alone time is capped at 4 - 5 hours and not necessarily all at once. Packages can be tailored for dogs that need round the clock care.
Ready to find your dog's perfect match?
Tell us a little about your dog and we'll follow up within 48 hours with a time to talk through your needs.
Request Your Dates
We are the only daycare and boarding service with a Fear Free Certified Professional from Oshawa to Ottawa.
"Individuals who have attained the Fear Free Professional certification are thoughtful and intentional in every interaction with boarding, pet sitting and daycare pets — from first steps in a facility or your home, to introductions, to managing overexuberance, fear or shyness. They excel at designing safe, enriching and appropriate experiences for the animals in their care. Your pet deserves care that puts their wellbeing first."
— Fear Free Certified Professionals
Less stress. Better care. Happier pets.
