Pet Sitting O'hare

“My cat can be finicky when we travel and doesn't want to eat properly. Not an issue this trip. Thanks to Jackie. She made it a family affair including her daughter in pet care. This is great in my opinion as it teaches responsibility and proper pet care as well as offers new experiences for the pets she's caring for. My kitty is getting old & lazy, but she responded well to their care and is happy and healthy. Thank you! Will reach out in the future as needed.”

Stephanie K.

“Chris is a great cat sitter! As other reviewers have mentioned - she gives the BEST detailed descriptions of each visit with your furry ones and takes great photos, and is very professional and communicative.”

Gunnar P.

“Heather is always an absolute delight to have watch our two dogs. They are so excited to see her, even though they are picky with their people! She spends extra time and gives them so much love.”

Joanna J.

“Coleen was so nice! She even came back to take care of my baby 30 minutes after our original time when I’d forgotten to text her the updated code. I would have tipped her more if Rover didn’t have a 30% rule!”

Francisca F.

“Karina is great! We hired her for a drop in with our pup and she is very responsive and sends pictures and videos so you can see how your pet is doing. It's great knowing she is comfortable administering medications since our dog sometimes needs that too. We look forward to using her for other services like daycare and boarding in the future!”

Michelle L.

“Samantha did a wonderful job dropping in to check on my dog when my usual help was not available. My dog was a little wary at fist but Samantha was great and made her feel comfortable. If I need services in the future for my dog, I will definitely reach out to see if she's available.”

Abigail G.

“Yazmín did a great job of taking care of my two dogs and administering the insulin shot to my dog - it’s a great peace of mind knowing she’s taking care of my two babies”

hector q.

“Veronica did an amazing job. Very communicative and sent pictures.”

Michele B.

About: Hi! I’m just moved and I’m excited to start dog/house sitting in Chicago. I grew up with 3 dogs, mid to large size, but have taken care of dozen of dogs of varying sizes, ages, and needs. I truly enjoy connecting with dogs and am eager to meet yours! I primarily work remote. The only day I am consistently unavailable is on Wednesdays and most Sunday mornings. Otherwise, I am available to house or dog sit as needed. While I cannot offer my own home (I have 14 roommates!), I take care to make sure the dogs I watch are well loved and cared for.

About: 🐾 About us Certified Dog Trainer (Animal Behavior College – Positive Reinforcement Based Training) I’ve been caring for dogs since I was a kid, and what started as helping family and friends turned into a true passion and profession. My wife and I both work from home, which means your dog receives consistent supervision, structure, and plenty of attention throughout the day. 📍 Located 10 minutes from O’Hare — perfect for travelers. 🕒 Drop-Off & Pick-Up Hours Monday: 9:00 AM – 9:00 PM Tuesday: 9:00 AM – 9:00 PM Wednesday: 9:00 AM – 9:00 PM Thursday: 9:00 AM – 9:00 PM Friday: 9:00 AM – 9:00 PM Saturday: 9:00 AM – 9:00 PM Sunday: 12:30 PM – 9:00 PM Please select a specific 30-minute drop-off and pick-up window when booking. I ask that you arrive within that window so we can keep transitions smooth, organized, and stress-free for everyone. If anything changes, just communicate as early as possible — I completely understand that travel plans can shift. 🏡 Our Home & Philosophy We have a fully fenced yard and a dog-friendly home designed with safety in mind. Playtime is always supervised, and dogs only interact if we’re 100% confident they get along. It’s completely okay if your dog prefers people over other dogs — we respect every dog’s personality. Each dog enjoys free roaming, walks, and one-on-one interaction with us — they’re treated like part of the home, not just part of a group. 📋 Requirements Dogs must be crate trained and comfortable resting in a crate when needed. They must also be up to date on all required vaccinations to ensure the health and safety of every dog in our care. These standards help us maintain a calm, structured, and safe environment for everyone. 📸 Updates You’ll receive daily updates with photos so you can relax knowing your best friend is in great hands. 🐾 Our biggest priorities are ❤️ Love, 🛡 Safety, 🤝 Trust, and 🏡 Comfort. Our number one rule: no dog is ever put in a position where they feel they have to defend themselves.

“Ruby is an outstanding dog walker! Very flexible with last minute schedule changes/updates. Very fast at responding to messages.”

Cody S.

“We are very pleased with the care our dogs received with Kymberly. She arrived at the intervals we requested and even hug out with them for a bit. She’s great!”

Shelley T.

About: I’ve had dogs my whole life and am an absolute dog lover! I have a large fenced in yard that dogs love to play in. I look forward to caring for your furry friend and helping with whatever they need. I work from home and can usually adjust my schedule to accommodate your needs. I’m available all day or night and weekends as well. Thank you! I have a dog and three children who will be able to play with your animal while I care for them in my home. I work from the house, so will spend the day with your dog. Your dog will have as much time playing in the backyard that they’d like!

“Ray is an excellent guy. He's always available and I trust him 100% with my dog. I went on a trip to Panama City for 4 days and he took care of my pup. He asked all the right questions. Took notes and took my dog to some great places and sent me pics all the time. Don't hesitate to book Ray if you have the opportunity!!!”

Rob H.

About: I am an experienced, reliable and dependable pet lover. I have grown up my whole life with animals. I recently had to put my senior pitbull down so my house is very quiet now. Pet care is my passion and currently my main source of income and work. I have plenty of time to care for your pet! I am interested in walking, daily visits, or overnight boarding anytime of the week. Our home has a large fenced in yard, perfect for your pup to enjoy some fresh air, or bask in the sunshine. I can take your pet on walks or they can run around in the yard. Or we can snuggle up on the couch and get lots of belly rubs.

About: As a proud pet owner myself, I know that our animals aren't just pets—they are cherished members of the family. I take immense pride and honor in providing the highest level of care, backed by decades of hands-on experience. My background includes over 15 years of experience working with German Shepherd/Sheep Herd dogs, understanding their unique loyalty, energy, and intelligence. Additionally, I have 28 years of dedicated experience caring for felines—both male and female indoor cats—giving me a deep understanding of their diverse personalities, needs, and behaviors. When your pets are with me, they will receive the same fierce love, respect, and attentive care that I give to my very own. My daily life revolves around my own vibrant pet family: one high-energy German Shepherd and three indoor cats. Managing this household has taught me the art of a perfect routine—balancing the physical and mental stimulation needed for intelligent herd breeds with the quiet, structured care that felines thrive on. From morning walks and puzzle toys for large breeds to meticulous litter box maintenance and separate feeding schedules for multiple cats, pet care is seamlessly integrated into my everyday routine. I know exactly what it takes to keep a multi-pet home safe, organized, and filled with love, and I am excited to bring that same dedicated, expert care to your beloved animals! As a dedicated pet provider, safety isn't just a checkbox for me—it is the foundation of how I manage my home and routine. I believe that a predictable, structured environment combined with purposeful engagement is key to keeping animals secure, happy, and stress-free. Secure & Supervised Environments: To ensure total safety, my cats remain strictly indoors at all times, protected from outside hazards. When out in the beauty of nature, dogs are strictly kept on a leash to guarantee full control and security. Confidence-Building Playtime: I know that cats thrive on mental stimulation just as much as dogs do. Structured playtime with felines is a priority in my home because it burns excess energy, prevents stress, and—most importantly—builds their confidence and security in their environment. Structured Rest & Crate Comfort: I respect an animal's need for boundaries and decompression. If a dog needs downtime to relax or reset, I utilize crate training as a safe, positive haven for them to unwind. Proactive Health & Bloat Prevention: Having deep experience with large breeds, I am hyper-aware of digestive health. All meals are served on a strict, timely schedule. Furthermore, I enforce mandatory, quiet rest periods immediately after eating to prevent any digestive discomfort or dangerous conditions like bloat. When you trust me with your pets, you are getting an environment rooted in vigilance, confidence-building routine, and a deep respect for animal wellness.

About: I’ve been grateful to have had the opportunity to take care of my family members’ and friends’ furry friends, both cats and dogs, by providing adequate food and water, ensuring potty breaks and/or clean up time, and engaging and stimulating play and enrichment time. I also have experience reinforcing puppy training skills with puppies when sitting and looking after newly trained pups. I’m currently working part-time, so I’ll have plenty of time to spend with your pup and/or kitty. My schedule is pretty open and flexible and willing to accommodate as needed with adequate notice. Safety is my number one priority, so when going into your home to look after your furry friend, I make sure all safety and security measures are in place while I am there and when I leave for the day. I communicate effectively and promptly with pet owners to confirm safety & lock up procedure of the home as well as when any other safety or environment concerns arise.

About: I live in Chicago’s Northwest just outside of O’hare with my 7 year old Boston Terrier-Boxer named Lilly, whom I’ve had since she was 7 weeks old. Before Lilly, I grew up with 2 dogs, both small and large, along with several cats and other pets. I have gone through professional dog training with all 3 of our dogs, most recently with my own puppy. I have always been a dog lover at heart and love taking care of pets. I have dog sat for several of my friends over the years, and I have taken care of dogs ranging from miniature pinschers to Great Danes. I believe in positive reinforcement training and never any punishment, physical harm or yelling. Currently I have open availability as I’m Working as a caregiver to a senior friend. I take all request/rules very seriously when responsible for others’ pets. I am able to travel up to about 5 miles via the CTA and if I have my car, I’m able to drive. I currently have open availability and I like to say I work 11-11, but can take on earlier clients as needed. I am usually running a little late, but I will try to be more punctual! My pets always have fresh water in a clean bowl, and clean food bowls typically fed twice a day with treats throughout. I learned that pets do better eating when you eat, so I’ve taken on that habit.

About: I worked at a dog daycare/boarding place at the Wag Hotels Schiller Park location for 2 1/2 years: feeding, cleaning their rooms, giving medications and more! I have great experience with both cats and all types of dogs and have always enjoyed my time spent with the animals! :) I also have my own animals at home that I take care of— both a dog and a cat. I am taking classes during the week and my schedule will be more packed during the weekdays, so weekends would be the best for me to work with! Unfortunately I cannot house pets during the day or overnight as I am in school, but I am available for drop in visits, dog-walking, and possibly future pet sitting opportunities!

About: I've always loved spending time with dogs, and five years ago, I welcomed my own pup, Captain, into the family. Since then, I've enjoyed training him and taking him on regular walks and hikes. I also bring two years of hands-on experience from working at various dog daycares, along with pet sitting for family and friends. Whether it's playtime, exercise, or cuddles, I’m here to give your dog the same care and attention I give my own. I have a pretty set routine on my days off. I do enjoy to do this as I like to spend time with animals and find joy in taking care of them. I always strive to prioritize the preferences of each pet parent, and my top goal is to keep your furry loved ones safe, healthy, and happy.