Dog sitting app

A dog sitting app for Chicago dog sitter matches.

Tails helps dog parents compare sitting options without starting from a blank search. Tell us about your dog, then use the app to find interviewed providers for boarding, drop-ins, walks, and recurring care.

Dog relaxing during in-home care

Care profile first

Energy, temperament, routine, and special needs guide the match.

Why high-intent dog parents use Tails

Low total fees

Built to keep care affordable

Tails keeps platform fees low so more of each booking supports the person caring for your dog.

Provider take-home

Caregivers keep 90%

Providers keep 90% of their booking earnings, which helps experienced sitters stay available on the platform.

Interview vetting

Interviewed before joining

Tails screens and interviews providers before they can accept care requests from Chicago dog parents.

Match by dog needs

Matched to your dog, not just your ZIP code

Your profile captures energy level, temperament, medications, feeding notes, and comfort with other dogs.

Chicago availability

Focused on real Chicago coverage

Use Tails for Chicago sitting needs across core neighborhoods, from routine care to travel coverage.

Dog sitting app questions

Is Tails a dog sitting app or a dog boarding app?

Tails supports several dog care needs. If your dog should stay in a caregiver home, start with dog boarding. If they need a sitter to stop by your home, use drop-in visits. Dog walking is available for exercise and routine breaks.

How does Tails match dog sitters?

Tails uses your dog profile, schedule, location, and care needs to help surface providers who fit. The goal is to reduce endless scrolling and make the first shortlist more relevant.

Can I use Tails for anxious, senior, or high-energy dogs?

Yes. Your dog profile can include anxiety, age, exercise needs, medication notes, leash behavior, feeding instructions, and household preferences so the match starts with the right context.

Now Available on iOS & Android

The
Right Caregiver
For Your Dog's Unique Needs

Download Tails to connect with vetted, background-checked pet care providers in your neighborhood.

Caregivers matched to your dog's energy level, age, and needs

GPS tracking and real-time updates during every service

Simple scheduling for walks, boarding, and daycare

4.9
| Unleash Happiness
Free to download. No subscription required. Privacy Policy