Pet Sitting in Winesap

“Megan was great! My dog enjoyed his time with her. She took him for walks and played with him. I could tell he was taken care of when we got home.”

Donna A.

“Jessica was absolutely wonderful! She came to visit my dog while I was away, and I couldn't have asked for a more reliable and caring sitter. She was punctual, communicative, and clearly has a natural connection with animals. My dog liked her right away, and it gave me so much peace of mind knowing he was in good hands. I appreciated the updates and photos she sent—it really helped me relax and enjoy my time away. I would definitely recommend Jessica to anyone looking for a trustworthy, compassionate pet sitter. Thank you, Jessica!”

Chantal E.

“Madelyn was professional and communicative, and were sure she got along great with our kitty! She also went out of her way to retrieve an important package that was delivered while we were away.”

Emma D.

About: My family has had dogs and cats all of my childhood and friends pets in recent years. I have learned about all sorts of animal needs in the process. I have been relied on to watch older dogs, younger cats, anxious shelter dogs and pets on medication. I work 2 jobs that keep me busy for half of a day. I tend to be a somewhat early riser but I'm able to stay up later if necessary for your pet's needs. I am able to sit with pets in the morning and overnight. Due to work I’m able to sit in the evenings on Mondays, Wednesdays and Thursdays. When watching pets in other people's homes, I try to disrupt the pet's routines and living space as little as possible. Depending on how involving your pet might be, I am able to step in and make sure your pet is comfortable while maintaining your boundaries within your home. I want to ensure your pet is comfortable around me.

“Silas was very concise & communicative throughout the entire process!! I loved the detailed updates and cute pictures. 5/5 would recommend!! :)”

Mia M.

“Thank you to Lauren for the drop-in on my 3 pups. She had to contend with a rainy day in which 2 of my 3 have to be coaxed outside in the rain! Appreciate her patience and would recommend her to others.”

Michelle E.

“Alaina did a great job! Churro was so happy to have someone walk him and play with him during the day. So thankful! We would definitely hire Alaina again for future visits.”

Sierra D.

“Kaylee is absolutely wonderful! She is so incredibly sweet too. I swear I have separation anxiety from my cat and when we were away Kaylee sent a ton of pics to ease my heart :) She even stayed awhile and played with our cat and he absolutely loved that! 10/10 would recommend Kaylee–– we will be returning customers!”

Elysia M.

“Kelly is very reliable and our dogs absolutely love her, she communicates well and is always prompt. I would recommend her to anyone. Our dogs have fallen in love with her❤️❤️”

Carolyn C.

About: Hi there! I’m Taylor and I have looked after dogs, big and small, since I was 12. I have grown up with dogs my whole life, and have raised dogs of my own. I also worked as a Kennel Tech at Happy Tails (a small shelter in IL). I also have experience in enrichment activities as well as CPR. I am currently a stay at home mom of one, so I am able to spend time with your pets and even go for walks to our dog-friendly neighborhood park! I am also available for boarding. I have a small side yard, and a neighborhood perfect for walks. I live around the corner from a dog park, and I have a friendly dog of my own (Lola) that can keep your pup company. I can also crate your pet if needed.

About: Hi, I’m Zane. You might say I have a bit of a Lucky Dog mindset when it comes to working with pups. For years, I’ve helped dogs build trust, confidence, and joy through calm leadership, positive reinforcement, and plenty of tail-wagging fun. Now, I’m bringing that same heart and expertise to the trails, parks, and neighborhoods. What Makes Me Different? As a  college student studying both psychology and animal science, I don’t just walk dogs—I connect with them. I understand dog behavior on a deeper level and use that knowledge to make every walk safe, structured, and enriching. Whether your pup is high-energy, shy, reactive, or just needs a steady hand, I’ve got the experience to make sure they feel secure and cared for. Every Walk is a Training Opportunity My calm and confident approach turns a daily walk into a moment of growth. I reinforce good leash manners, provide mental stimulation, and make sure every dog gets the physical exercise and emotional connection they need. Service You Can Count On     •    Tailored walks based on your dog’s energy level and personality     •    Consistent routines and detailed feedback after each visit     •    Clean, respectful home visits with plenty of play, affection, and fresh air     •    Trusted care with a trainer’s eye and a host’s heart Whether you’ve got a brand-new puppy or a wise old soul, I’m here to give your dog the kind of care that’s worthy of a spot on Lucky Dog—because every dog deserves that kind of attention. Let’s give your dog their best day, every day. Pet care fits really naturally into my daily routine. I have a flexible schedule, so I’m home often and can plan my day around walks, feedings, and playtime. I enjoy starting and ending the day with pets—it’s a great rhythm and honestly something I look forward to. Whether it’s sticking to their usual schedule or giving them extra love and attention throughout the day, I make pet care a priority and enjoy having it as a regular part of my week. Whether I’m watching pets in my home or theirs, I always make safety and comfort my top priority. I take time to understand each pet’s routine, needs, and personality so I can provide care that feels familiar and stress-free for them. In my home, I keep the space clean, pet-friendly, and secure—no access to anything unsafe, and always supervised during play or outside time. If I’m caring for pets in their home, I stick closely to their regular schedule and make sure they feel at ease while their family is away. I treat every pet like my own, with lots of love, attention, and respect for their unique habits and preferences.

About: I have loved animals since I was a little girl. Having grown up around dogs of all sizes, I’m committed to taking the best care of your fur baby. I know how important it is to find someone you can trust! I currently work from home all week & am available pretty much all day for potty breaks, feedings and play time! I live near a lot of trails and I love walking companions! I have one small dog who would absolutely love a play partner. I live in a very walkable location and my husband and I are constantly taking our dog for walks, another companion would be great! My schedule is so flexible so I am able to accommodate any specific needs!

About: I have owned and taken care of many animals since I was young including exotic and livestock animals. I have experience with training two very different breeds of dogs, one currently still in training. I work with kids at a summer camp fulltime but between me and my fiance the pets are never alone for more than 4 hours. My weekends are fully open and that's usually when I go on more enriching activities such as hikes, lakes, ECT. My cats at home are allowed to free roam and usually keep to themselves but my dog stays mostly in her pen because she's still being house trained. My house is on the smaller side so best suited for small to medium dogs instead of large.

About: Hi! I’ve had my own dog for 5 years and know how important it is to find someone you trust. I treat every pup like family, whether it’s for a walk, playtime, or cozy hangouts. Your dog will be in loving, reliable hands! And I will send you lots of pictures of your dog while you are away! <3 I am unemployed currently and am mostly just busy for a period of time in the morning, so I will be free to visit your dog most of the day! I walk my dog everyday and am committed to caring for her the best way I possibly can and it is no different for my clients dogs. I love dogs so much and enjoy being around them!

“Hannah was excellent with our big old coonhound Al. He cut his foot accidentally and she quickly called me and administered first aid for him! She was prompt and efficient. She also gave him his daily insulin injections with no trouble. I highly recommend her!”

Laurie R.

About: With two years of professional dog care experience and a giant 90lb dog of my own, I am very well equipped to handle your furry friends. I’ve cared for the tiniest Shih Tzus to elderly Terriers and even giant fluffy retrievers. With tricks like hiding pills in cheese to basic leash training tactics, I have lots of variable experience with the most stubborn of dogs. I’m a fresh high school graduate about to be college student at UTK, so I have all summer to care for your pets around the clock! Weekends, weekdays, morning or nights are all great times to hang out with furry friends. I work really hard the first time meeting an animal to establish trust, so tasks like baths, brushing, nail trimming, or medication giving aren’t so hard later. Additionally, I understand that sometimes our pets miss us or are afraid of the average garbage truck, and I do my best to give them extra love and affection during those hard times.

“Larissa did a great job caring for our fur babies! Even with our German shepherd being skittish or strangers, she informed us of any issues with our babies immediately!”

Virginia A.

“Britt is absolutely the best! Extremely attentive and really cares about your fur baby. 10/10 would definitely recommend and use him again in the future!”

Taquana M.

About: I've taken care of dogs, cats, horses, and rodents for more than a decade. I am very passionate and experienced with their personalities, needs, and care. I have also taken care of animals of all ages, even senior pets who need a little extra love and attention. I am happy to work with special needs pets as long as the owner works with me to establish a care plan. I am currently looking for full-time employment, so I will have lots of time to spend with your furry friend! This frees me up to take morning or evening walks with your buddy during the hot summer or fall months. I am happy to follow any instructions given by the owners and to cater the experience to each individual pet as needed. I know that every animal has a unique personality and needs, and I promise to always do my best to make sure they are comfortable and safe while they are in my care.

“Kelsie did a fantastic job taking care of my cat, Cindy Lou Who. She spent quality time playing with her and getting to know her. She also made sure she had plenty of food, water, and treats. She really went the extra mile for her. I look forward to booking her again and highly recommend her. Thank you, Kelsie!”

Tammy R.