Tails learns your dog’s temperament and needs, then shows caregivers who fit and why.
Free to match. No subscription required.
Lauren gives Sneezer a comfortable, friendly, safe place. We always feel good booking her and head out worry-free.
Bruno loves Ariel. She makes time when we need help quickly, and it’s obvious she cares about animals.
Martin confidently handles my strong, energetic Lab. Emmy came back happy and well-exercised.
Lauren gives Sneezer a comfortable, friendly, safe place. We always feel good booking her and head out worry-free.
Bruno loves Ariel. She makes time when we need help quickly, and it’s obvious she cares about animals.
Martin confidently handles my strong, energetic Lab. Emmy came back happy and well-exercised.
Tails shows why each caregiver fits your dog, not just their star rating.
Lincoln Park
Keeps 50+ Golden families coming back with runs that safely tire out dogs who need serious exercise.
Wicker Park
Cared for 30+ senior dogs. Keeps walks gentle, watches for mobility issues, and never rushes.
Logan Square
Helps nervous dogs feel safe with calm greetings, predictable routines, and space to settle.
See who we'd match with your dog.
Meet first, track walks, and get care reports.
See how your dog responds. Book only when you're sure.
You've walked
42 times in February!
GPS route, exact distance, and a report when they're done. No guessing.
Photos and a full care timeline after every visit.
We interview every provider to verify hands-on care skills
We interview every provider over coffee to understand how they handle anxious dogs, high-energy breeds, and reactive behavior — not just whether they cleared a background check.
Reviews cover what actually matters — how providers handle separation anxiety, leash reactivity, and first-time dogs. Not just star ratings.
If your provider cancels, we find a replacement — fast. You'll never be left scrambling the morning of a booking.
Starts at: 09:00 AM 
Lincoln Park, Chicago, IL 60614 See how your matched provider bonds with your dog during a free meet-up before you book.
No endless scrolling. No awkward cold messages. Just a match, a meet, and a booking.
Breed, energy level, temperament, special needs — the stuff that actually matters for finding the right fit.
We show you providers matched to your dog's specific needs — with the reasons behind each match.
Watch your dog meet their caregiver in person. Only pay when you're ready to book.
Cozy overnight care with photo updates. Your pet gets belly rubs, treats, and lots of love!
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Energizing walks tailored to your dog's needs. From quick breaks to adventure trails!
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Supervised play and socialization while you're away. Fun, exercise, and plenty of attention!
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What a good boy! Here's a yummy treat for you!
Cozy overnight care with photo updates. Your pet gets belly rubs, treats, and lots of love!
Learn more →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
Couldn't find what you were looking for? We're here to help! Send us an email and we'll get back to you quickly.
Send EmailOur invite-only approach lets us find the best-of-the-best through word of mouth. Then, we personally interview every provider over coffee, verify their experience with specific pet behaviors like separation anxiety. We don't believe that passing a basic background checks is enough to qualify caring for our pets... or yours.
Three key differences: 1) We personally meet and test every provider (most platforms don't), 2) We match based on your pet's specific needs rather than making you scroll through hundreds of profiles, and 3) We offer free meet & greets so you can see how your pet responds before booking.
We create a profile that outlines specific traits about your dog's personality and care needs, then match them with providers who have proven experience with those exact traits. This eliminates the frustration of endless scrolling and ensures providers know how to handle your pet's specific quirks.
That's exactly why we offer free meet & greets with no obligation! If your pet doesn't seem comfortable, we'll match you with a different provider at no cost. We'd rather find the perfect match than force a booking that doesn't work for your pet.
Our providers send real-time photo updates during the visit, tracking of walks, detailed notes about your pet's mood, behavior, eating, bathroom breaks, and any special moments. Reports are delivered instantly so you always know how your pet is doing.
Tails only charges Providers 10% vs. industry norms of 20%-40%. This means providers on Tails earn more than on other platforms. You set your own rates, create your own schedule, and build a loyal client base that stays with you. Top providers can earn $800-1,500 weekly with consistent bookings.
Booking insurance is coming soon. We can also help pet parents buy pet care insurance and pet care providers buy pet sitter insurance.
Couldn't find what you were looking for? We're here to help! Send us an email and we'll get back to you quickly.
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