Pet Sitting & Drop Ins in West Elsdon, Chicago, IL

“I can’t recommend Steven enough as a dog sitter! He was incredibly reliable, communicative and treated each of my dogs like his own, starting with our meet and greet. The updates and photos were phenomenal. His communication relieved my stress while I was away. It was obvious my dogs were happy, comfortable and well cared for. Coming home to my calm happy trio of fur babies says it all. Five stars all the way!”

Chartise C.

“Patricia is honestly the best. Very attentive and thoughtful. She even offered to shovel snow and salt our steps to ensure safety during the Chicago winter storm. I will definitely be working with her again. Nala and Jumelle were so well taken care of.”

Raphael C.

“Angela helped us last minute while I was out of town and my partner was busy. She was very communicative and kind. Our pup had to take some medication and she did well with that. Many thanks for your help!”

Julisa W.

About: I have loved pets since I was a kid. I was obsessed with learning about them. After my first pet died, I was very motivated on learning about how to offer pets the very best life, and this comes through research! I have worked with a variety of animals. Working at PetSmart allowed me to get a better hands on experience as it opened a door to working with cats, sick animals who needed medication, and working with large numbers of pets. This also helped me see what methods worked and what methods to avoid when taking care of our beloved pets. I have a very flexible schedule and will be available for you and your pets. I don’t have a set schedule yet due to work and school. Safety is my top priority. You know your pet best, I will work with what I have and incorporate new techniques and ideas once your pet trusts me. I have a porch that is safe meanwhile my garage is being built at the moment.

About: I care and adore animals, I will treat as if they were mine and ensure fun, care, and safety. And give updates on the well being of your fur babies. Finding myself without a job, and I want to stay active in the care of my babies. I love my babies, I respect and adore all animals. I believe that pets are not just pets, they're family, they are a huge part of our lives and they make it so much better, they're our babies no matter the age. We chose to raise, love, and take care of them, then it's also ok to be picky with who we pick to watch them in times of need, they deserve to be spoiled with the best. I will give my full attention and care for your babies as if they were my own. I am open to listen to concerns and work with you in any way possible. I respect the homes and rules of each individual, if anything seems disagreeable I will communicate this. Will keep clean and maintain your babies well entertained and fed. I do give baths if needed.

“Guillermina was great with my cats. She was able to visit everyday to feed, play and administer supplements. I recommend her for your visits.”

Daniel G.

About: I've had cats in my life since 2004. I've currently have 2 cats right now. I have experience with providing medication such as pills. Also I enjoy playing with cats and believe they should be played with. I like to keep things clean for them such as proving them with clean water and fresh cat litter boxes. I enjoy making them happy because it makes me happy. I currently am working full time Monday through Friday. I would have time available on some Friday nights and Saturday mornings. Occasionally I might be available on select Sundays. I can take care of your cats in your home, depending on how you want them to be in your home. If you want them to roam around in your home that's great. If you prefer then to be crated then that's ok too. What ever instructions you leave with me I respect that and can make it work.

About: I have 2 small cavapoo dogs I have more than 14 years experience of taking care of my 2 dogs and my in laws dogs. We play, go for walks and feed them every day! I currently have a part time job so I have plenty of time to care for your dog. I love meeting new furry friends! I will take care of your dog as if they were my own. I have a fenced in yard and 2 friendly dogs and can easily crate your dog. I love talking them for walks and playing games. Some dogs even like watching movies with me.

About: I’ve taken care of my siblings dogs when they are away at work. I feed them, walk them, and keep them company for a while. I am currently unemployed and not in school, so I have enough free time to look after animals. From walking dogs to checking on them. I make sure the gates are closed if the client has a yard. I also make sure to avoid walking to bigger dogs when outside.

About: I have taken care of animals since I was little. I grew up around ranches. Family, and friends relied on me to watch and care for their pets as they know that I want to become a veterinary doctor some day. I’m currently going to do part time as I work full time at an animal hospital but I can do afternoons About 3 pm till 7 I have a fenced yard. And one dog who enjoys running around and play with the neighbors dog. During the summer I put in a pool for my dog to have when he gets hot.

About: I’ve had two dogs who I have taken care off going for 6 years I love being with them I love dogs or cats in general feeding or cleaning after pets is no issue. I currently work mornings weekdays so anything after 4pm and weekends I am available. I could do overnight stays on weekdays depending on where you’re located. I make sure they are always in the same room as me if allowed if not I always check on them to take them out of on a walk every hour or two. If the dogs are allowed indoors I make sure no human food and or snacks is in reach for them and make sure that they have gone to the bathroom outside already.

About: I am a lifelong animal lover and pet caretaker, with tons of experience with dogs of all sizes, multiple breeds, puppies, and senior dogs! I was born and raised in Illinois, where I grew up as a caretaker for multiple cats and a German Shepard/Newfoundland mix named Henry, who I helped take care of with my family. I took care of my family’s chihuahua and acclimated him to a new environment. I have taken care of dogs and cats with plenty of unique situations who needed extra love! I moved to Las Vegas in 2016, and I am currently the co owner of 3 rescue pups, who require plenty of love, walks, and playtime. I adopted my dog Zeyda when she was 12 weeks old, and I worked with her a lot using positive reinforcement and attended training with her to help her gain confidence, learn basic life skills and tricks, and walk on a loose leash. I love helping pets and making them happy, giving each one the unique love and care that it needs. I am off during the summer (until August 1st) so I have very open availability! During the rest of the year I work full time, so I am typically available on weekends as well as evenings during the week. I may be available during the week around holidays as well. I have a 2 story house with a fenced yard, and a dog run across the street. My gated neighborhood is dog friendly and perfect for walks. My 2 roommates and I take care of 3 dogs, and they are friendly and loving.

About: Hi! I am currently a receptionist at an animal hospital located in Bucktown/Wicker Park. I have worked as a dog handler, or what we refer as a pack leader, at a doggy daycare located in the West Loop neighborhood in the past for over two years. I am certified in canine first aid, and I usually spend around 8-9 hours a day with medium to big dogs and also cats. I have gained a lot of experience by spending time with dogs that have different behaviors, from friendly to aggressive, I have not faced any issues with dogs yet. I have also spent time around dogs that require special care, so that would definitely not be an issue with me. Overall, I am always willing to spend time with doggies, even friends call me the dog whisperer :)

About: Over 15 years of volunteer foster parenting! I love all dogs and will love yours like my own. I want your pets to feel safe and secure while in my care. We treat our dogs like part of the family and will treat yours the same way. Any special requests please just let me know and I'll be happy to make them work. Safe, secure, loved and tons of attention all in one place. We're lucky to have many repeat visitors which is great for both the owners and the doggies. Please set up a meet and greet today! We all can't wait to meet you and your furry friends. Happy to answer any questions and assist with any needed training issues you might have.

About: I have my own business called Ozzys Crew Pet Services (found on facebook) been doing this for 8 years now. My partner is going on 11 years. She started the business to give people affordable costs for your dog either dog walks or boarding. We have it all. We want you to know your dog will be loves and cared for as much as you do. We always fo meet and greets before hand. no matter how difficult a time they have getting to know people they have always warmed up to me atleast by the third visit. Which excites me so much because I want to start my own business as far as walks and a day care because i want dog parents to have a place they can trust who will treat there children like a part of family when there parents are away! I'm currently un employed so my schedule is super openned to whatever is needed! I'm very flexible to change and love the more information the better! I do not currently board pets in my home but can absolutely watch them in yours. I like to meet with the parents ahead of time to discuss the expectations and making sure I can deliver everything that is needed also a right fit for your dog

About: I grew up taking care and even sitting some of my mom's friends dogs. In my teens I would take care and sit a few family members dogs. I then volunteered at a puppy adoption center in Mexico. I am currently only attending school on Friday mornings from 8am to 12pm. I will update my schedule once I go back to tutoring or when my classes change. I will ensure that your pets get the care they need and the exercise they need. I will also pay attention to any requests your pets may need.

About: What sets me apart? I’m not just a pet sitter—I’m a pet’s personal playmate and snuggle expert! From teaching puppies their first tricks, I also have a gentle touch with senior pets, providing extra comfort , I make sure your fur babies feel special. Whether it's playtime, cuddle time, or just a stroll around the block, I tailor each visit to match their vibe and needs, ensuring they’re always happy and cared for. As a college student, I’ve learned how to manage my time efficiently, and pet care fits seamlessly into my daily routine. I prioritize flexibility, offering tailored care to fit your pet’s schedule—whether it’s morning walks, midday playtime, or evening cuddles. Between classes, I make sure to provide consistent attention, ensuring each pet gets the exercise, training, and affection they need. Whether it’s a playful puppy or a senior needing extra comfort, I’m committed to giving your pets the love and care they deserve while balancing my academic responsibilities. When caring for pets in my home, I create a safe, comfortable space that’s pet-friendly and free of hazards. I ensure plenty of room for play, rest, and exploration while keeping things routine and familiar. If I’m caring for pets in a client’s home, I make sure to follow their pet’s usual routines as closely as possible, maintaining feeding schedules, walking routes, and playtimes. I also take extra care to respect the home environment, keeping things tidy and secure. Whether at my place or yours, my goal is always to create a stress-free, loving environment for your pets to feel safe and happy.

About: I have taken care of dogs for the last seven years whether that’s for friends, neighbors or friends of friends. Each time has been memorable and has filled my heart with joy knowing I gave a fur baby a fun day! I always think about how I would want my dogs to enjoy a day with someone else and feel safe and loved when I watch over another persons pet. I currently work remotely part time. I am available during the week in the afternoon and evenings. I am flexible on the weekends for your dog care needs! I have a fenced in backyard and two dogs that are great company. I would like to give your fur baby a fun loving experience!

About: I’ve been working with animals professionally since I was 19 — I’m now 26. Over the years, I’ve worked as a vet assistant, a professional groomer, and at a pet store, gaining hands-on experience with animals of all kinds. These days, my main focus is boarding, walking, and house sitting — and it’s something I genuinely love doing. What sets my care apart is the family-style experience I offer. When your dog stays with me, they aren’t just being watched — they’re becoming part of our daily life. It’s usually me, my young son, and my partner Brian. We go on nature walks, play outside, and include your dog in everything like they’re part of the crew. This isn’t just pet sitting — it’s a second home. I’ve found that so many dogs (and their humans) are looking for that feeling of safety, love, and belonging — even if they haven’t put it into words yet. That’s exactly what I try to create here. I’ve worked with dogs of all ages, sizes, and personalities — including shy rescues, high-energy pups, and seniors. I’m trained in animal behavior, have my own vehicle, and can adapt to your dog’s specific needs and temperament. 🚗 Please note: For boarding in my home, dogs must be comfortable around kids and okay with cats, since we do have both. I want everyone (human and animal) to feel safe and relaxed. Whether your pup needs playtime, quiet time, cuddles, or space, I always meet them where they are — with patience, love, and respect. I work from home part time, so your fur baby will fit in perfectly with my schedule. I am looking for something to do that will occupy more of my time, and what better way than to spend it with a new furry friend to love?! I have a fenced yard and a friendly cat who is more like a dog. I can keep him separate if ever needed. My house is a little over 1,300 sq ft so there’s plenty of space. If you need your pet to be crated I am comfortable with that. As well as if any medication is needed to be given or frequent walks. I will always respect the home of the pet and owner. Just point me where I need to go with some guidance regarding you fue baby’s routine, you are in great hands!

About: As someone who has grown up with pets their entire life, I have over 15 years of experience in walking, feeding, and supporting pets of all shapes and sizes. Whether its dogs, cats, or any other furry friend, I have extensive experience in caring for pets and providing whatever care they may need, whether its feeding, walking, or general sitting. I currently work from home as a part-time freelance writer, so my schedule is very open in taking on new clients who need walking, check-ins, and house-sitting services! I am available every day of the week, including weekends, and my schedule is wide open for taking care of your adorable pets. As someone who has had dogs and cats my entire life, I am no stranger to puppy/doggy playdates. Also, as a pet owner, I understand that pets are essentially members of the family, and I take the safety of pets very seriously, whether they are mine or someone else's.