Hotel K Pet Sitting - Madison, WI
Dog Walks, Cat Sitting Visits and Live-In House Sitting.
Our Story
The Hotel K story started in 2007 when Jimmy & Leona Killerlain bought their first house on Madison's Northside. Friends and family frequently asked if they could dog sit while away, and over the next few years, word of mouth spread. Their home quickly became known as "Hotel K"—where all dogs got Free Belly Rubs!
As requests grew for cat sitting and live-in house sitting, Jimmy K saw a genuine need across the Madison Area for local, professional pet sitting. In 2016, Hotel K LLC was officially established with a simple, lasting promise: Free Belly Rubs and to deliver the best pet sitting experience possible.
In the summer of 2026, we launched our community crowdfunding campaign, the Belly Rub Reset, reinvesting directly into our operations and the future of our care. Today, that dedication continues as Hotel K Pet Sitting transitions to a direct W-2 employee team model beginning January 2027—delivering bonded accountability, rigorous standards, and consistent, trusted sitters in your home.
What To Expect
Getting started with Hotel K Pet Sitting is simple, friendly, and designed to give you total peace of mind. Here is how it works:
Create Your Account
Click the button to get started! It only takes a minute to set up your contact information and begin your profile.
Check Your Inbox & Meet the App
You’ll receive a quick activation email to get you rolling, and Time To Pet will guide you through an easy onboarding setup. Be sure to download the Time To Pet app on your phone so you can easily message your sitters, receive photo updates, and view GPS route tracking.
Tell Us About Your Pet
Fill out your pet’s profile with their daily routine, feeding instructions, and favorite activities. Add a great photo of your pet so we can put a face to the name, and upload their current Rabies vaccination record so all safety bases are covered.
Request Your Services
Submit your schedule directly in the app or portal:
- For Dog Sitting & Dog Walking: Select the dates, arrival windows, and walk lengths that fit your dog's daily routine and exercise needs.
- For Cat Sitting Visits: Choose once-a-day, twice-a-day, or every-other-day drop-ins with convenient arrival windows to match your cat's feeding and litter box schedule.
- For Live-In House Sitting: Let us know what day and time you are leaving home and when you expect to return so we can coordinate seamless coverage from start to finish.
(Tip: Book and confirm early! Please secure your dates as early as possible—availability is strictly limited, especially during major holidays and high-volume seasonal weekends.)
The Meet & Greet
Once your reservation request is in, we’ll schedule an in-home Meet & Greet with your assigned pet sitter(s). We’ll go over home access, review routines, answer any questions, and start getting to know your pets.
Enjoy Your Time Away
Head out on vacation or to work with complete confidence. You’ll receive updates, photos, and walk maps after every visit, knowing your pets are comfortable, safe, and getting plenty of free belly rubs right at home.
Our Travel Delay Guarantee
Rest assured—if your return travel is delayed, Hotel K will automatically extend coverage at regular pricing to keep your home secure and your pets safely championed. We will never leave you or your pets stranded.
Prefer to talk to a live person first?
We’re always happy to chat! Give Jimmy K and the team a call directly at (608) 286-1573.
We utilize the Time To Pet App - Best in the Industry!
Whether using our mobile app or web portal, scheduling pet care is effortless. Update routines, track dog walks via GPS, and enjoy instant visit reports with photos right to your inbox. Invoicing is fully secure and paperless with easy card payments.