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About Chester: Pet Care Software

Run your pet care business from your phone. Chester handles the busywork.

Chester is pet care software for independent professionals. Dog walkers, pet sitters, dog groomers, dog trainers and boarders run their whole business on Chester, and the pet parents who book them get a real client app of their own, not an afterthought bolted on.

Whether you are looking for dog walking software, a pet sitting app, dog grooming software or a dog boarding booking system, it is the same app. Chester shapes itself around the service you actually provide.

Scheduling, invoicing, report cards and messaging live in one place, so you spend less time on admin and more time with the animals.

Built mobile-first in Toronto, Chester runs from your phone, between walks, in the park, wherever the work happens.

DOG WALKING SOFTWARE
Plan the week in a calendar built for the field. Track a walk with GPS, capture the route and distance automatically, and send it to the owner when you are done. Run group walks or solo visits, hand a booking to a teammate with the notes already attached, and set a visit to repeat so you stop rebuilding it.

PET SITTING SOFTWARE
Tick off what you actually did on a visit: fed, fresh water, medication, walked, litter box, plants watered, mail collected, lights, blinds, alarm set. House tasks like the mail, the plants and the alarm are asked once for the whole visit. Feeding and medication are asked for each pet, so a two-cat sit records the right thing against the right cat.

DOG GROOMING SOFTWARE
Grade the groom on the things a groomer actually checks: coat, ears, skin, teeth and nails. Record services performed, suggest the next visit on the report card, and let a repeating booking hold the chair for the clients who come back every six weeks.

DOG TRAINING SOFTWARE
Grade engagement, focus and command response each session, and record what you covered plus homework for between sessions. It goes to the owner on the report card, in your words, so they know what to practise before the next one.

DOG BOARDING AND DAYCARE
Take multi-night stays, see when a stay ends and where the collisions are, and keep every pet's feeding and medication detail on the profile where staff can find it.

RUN THE BUSINESS
- Schedule visits, appointments and recurring bookings
- Keep clients, pets, vaccinations, vet details and notes in one profile
- Invoice and get paid through Stripe, including recurring billing
- Set a cancellation policy once and let late fees and no-shows bill themselves
- Sell prepaid packs and track credits automatically
- Add staff or contractors with roles and permissions
- Get agreements signed before the first visit

WHAT PET PARENTS GET
- Request bookings and see what is coming up
- Every report card, with photos and video from the visit
- Message their pro directly
- Pay invoices and see their history
- Keep pet profiles and vaccination records current

REPORT CARDS WORTH SENDING
Turn a visit into something worth opening. Photos, video, a note in your own words, and observations shaped by the service you actually provide, because a grooming report and a walk report are not the same thing and should not pretend to be.

WHY CHESTER
- Scheduling, payments, messaging and reports in one place
- Both sides done properly, a real client app rather than a retrofit
- Mobile-first, so the business travels in your pocket
- Chester never takes a percentage of what you charge
- Built in Toronto by someone who watched care pros drown in admin and decided to fix it

Chester is a real shih-poo from Toronto. The app is named after him.

Download Chester and run the business from your pocket.

What’s new

Version 1.0.4 · Updated November 6, 2026

Built with feedback from pet care businesses. Bold, colour and bullets in care notes, with temperament and medical notes on the walk screen. Mark a missed walk complete and finish a group walk in one tap. Group report cards with up to 10 photos and videos, and full-size photos. Pickup notes under set times when clients book. Daily limits warn instead of blocking. Password rules as you type. A second phone number for clients. Plus many smaller improvements.

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