Pet Sitting & Drop Ins In Jackson Park

“Leandrea was so wonderful with our dogs over our weekend away. She was so patient and provided a peace of mind leaving them while we were away. We will definitely be using her again and are so grateful we have someone we can trust when we need time away.”

Kim H.

“Lisa was very communicative with her daily updates. She made good friends with my extroverted cat and worked around the quirks of my introverted cat. She was very respectful of my property and time. I came back to healthy and happy cats!”

Kevin I.

“Vanessa was amazing with Raychel. She was courteous, helpful, and you can really tell she loves animals. My Raychel is stubborn, but Vanessa understood her and had loads of patience. At the end Raychel got so used to her she looked forward to Vanessa’s visits. It was a great experience with her and I would definitely book her again.”

Mrs C.

“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”

Sarah H.

“Angela was extremely responsive and took great care of our kitties! We felt so much better knowing she was checking in on them! Will definitely be booking again in the future!”

Ali E.

“Mary is wonderful. I am so glad to have come across her service and connected. Her service is exactly what I needed. Also, she is very prompt with communication which I really appreciate.”

Amanda L.

“Amanda is great with my dogs and is super flexible which is so helpful. We have been using her for months and have loved having her watch them!!”

Madison D.

“Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)”

Hannah R.

“Sarah did it again! We have a whole herd at our house between resident and foster dogs and she gave great care to everyone. We just feel so much better having her stop by when we are gone for a long day.”

Cam H.

“Thank you Keusha!”

Jude A.

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

“Michele was great with Pekoe. His photos showed my stranger-averae parrot to be calm and happy. She did a great job respecting his space and personality while keeping his bedtime routine intact. I've already booked her for my next 2 trips. 🙂”

Angela B.

“Marilia did a great job cat sitting. Marilia is responsive, caring, and will go above and beyond to take care of your pet/home while you’re away. Definitely would rebook.”

Savannah H.

“My cat is always comfortable with Lilly. She is my go-to sitter. I can tell she is fond of my cat and enjoys the time with him. I’ve never had any issue with her sitting.”

Ginger P.

“Liz is my first choice for looking after my cats when I'm away, especially for a long trip. She takes great care of them, sends lovely updates, and is careful to note changes that she sees with them. Highly recommend!”

Rebecca R.

About: Whether it’s training puppies, managing the special requirements of senior dogs, or offering a calm, attentive presence for anxious pups, I tailor my approach to ensure a positive experience. With a background in Husky behavior, I’m able to offer not only walks but also stimulation and basic upkeep, keeping your dog happy, healthy, and well-cared for. I am committed to providing personalized care that focuses on your dog’s unique needs. I am a full time student & do work part time, however I am free every evening and weekends. I am willing to make accommodations & create flexibility based on needs. I have a large fence in my backyard, I also have a husky and a poodle who are trained with other animals but can be crated if needed for safety. However, for the meantime I am not offering any personal in home services.

“Courtney is awesome!!! My beagle looks forward to her morning with her and they have a great time together!! Initially started with coverage during a hospital stay and turned into a regular routine!! Thank you so much Courtney!”

Jeremy W.

About: I’m a true dog lover who treats every pup like family. I provide a safe, loving, and dependable environment where your dog will receive plenty of attention, affection, walks, and playtime. I understand how important routines and trust are, and I’ll always keep you updated with photos and messages so you can feel confident your furry family member is happy and well cared for. I look forward to meeting you and your pup! I am currently at home all day not working and have plenty of time to take care of your pet and be attentive to their needs. I have a fenced in yard to keep your dog safe and secure. I can also keep your dog in a crate or behind a gate if needed.

About: Hello! (Usually available after 5:30 pm during the week days and free on Fridays) My name is Stephane and I'm a project engineer in environmental science. I have had cats since my childhood, a mother, and a daughter I had the chance to live with for 20 years. Today, I have a cat I got from a refuge, called Juno. He was super shy and introverted due to his sad past but I can see a lot of progress in his behavior. He is some work but seeing him getting more and more free makes me happy. I have also always been with dogs and love to take them on walks and play with them. I took care daily of my roommate's dog (Kenny) in Toronto, taking him regularly on walks and dog parks. I live in North Water Street and can drive to your home to take care of your best friend(s). I'm also an aquarist and can look of your aquatic friends if you need it. I hope to see you soon and your best friend! I always start my day with a hello to Juno :) He usually comes to me claiming food like for having breakfast and we cuddle after. Which is a perfect start for having a good day. I will follow any instructions you give me to keep your pet routine as normal as possible. I will be respectful of your space and will always ensure that everything is closed and safe for your pet. I can send you updates with photos if you need them.