Pet Sitting & Drop Ins In Near North Side Chicago

“Repeat client here! Conner is the best. My grumpy boy did hiss at him once but only bc he had imprinted on Conner’s coat and didn’t want to give it up as his cozy spot when Conner had to leave.”

Caroline K.

“Erica was very attentive and went above and beyond to take care of my cat. Most sitters think just because it’s a cat they just need to show up and do nothing so I appreciate when someone actually takes care of my cat and makes sure he’s good. Definitely highly recommend!”

Gabriel P.

“Kacy was fantastic with sending a bunch of cute photos so I felt like we were with them the whole time 🥰 they definitely felt comfortable and loved!”

Abby M.

“Anna was so caring and loving with my cats! She was incredibly patient and interacted at the comfort level of each cat. They immediately likened to her, and she went out of her way to keep my place orderly.”

Nugeen A.

“Took such great care of my cats, kept in touch, and my place was spotless when I returned home. I can't recommend them enough. Thank you Jason & Olivia!”

Rachel W.

“Justyna stopped in and took my pup out for a walk which was a huge help to my schedule! He seemed to really enjoy himself in the photos she sent. I’ll definitely be booking with her again.”

Sam B.

“Sarah was amazing! Great with Hershey, our 13-yr-old Dachshund, while we were traveling for vacation. Highly recommend for your pet care needs!”

Samantha M.

“Elizabeth is wonderful! She was so attentive, loving, and communicative throughout the entire stay. My cat was relaxed and happy when I returned, and I could tell he was well taken care of. Highly recommend!”

Melanie T.

“Reema was fantastic! She was incredibly communicative throughout the entire process, providing regular updates and photos, which really put my mind at ease. She took excellent care of my pet and even went above and beyond doing some dental care for him and watering some plants while I was away. I came home to a happy, well-cared-for kitty. I highly recommend Reema and will definitely book her again in the future!”

Valencia L.

“Love, animals, responsible trustworthy, and went above and beyond when he went in and cleaned up after his mess, which is just not what I intended for her to have to do, but she really cares about animals. I highly recommend.”

sarah w.

“Emily was fantastic and Cat loves her! I will definitely work with Emily again in the future - she is sweet, bright and easy to work with. She is very communicative and I felt very comfortable having her visit my place and check in on Cat. And truly, Cat was very happy with her and clearly connected with her quickly!!”

Christa A.

“Cassi was amazing with my cat! She was super responsive and left detailed updates after each drop-in, which was reassuring for me because I was on a long trip overseas. My cat is shy around new people and can be anxious and territorial, but she absolutely loved Cassi. Could not have asked for a better cat sitter :)”

Elizabeth C.

About: I have experience walking and caring for dogs, and I genuinely adore spending time with them. I love going on walks, playing, and giving lots of attention so each dog feels happy, relaxed, and totally comfortable with me. I’m very attentive to their routines, energy levels, and little personalities, and I always adjust my care to match what they need. Whether a pup is super playful or more calm and cuddly, I make sure they feel safe, loved, and cared for like they’re my own. I’m patient, reliable, and treat every dog like my own! I work part-time, which gives me lots of flexibility for dog walks and drop-in visits. I’m always free on Mondays and most Sundays, and I usually have availability during the week too, depending on what your pup needs. I live in the Streeterville/Gold Coast area, so I’m super reliable for walks and check-ins. I love helping dogs feel comfortable in their routine and making their days a little happier, and I’m always happy to work around whatever works best for you and your fur baby! I live in a quiet, walkable area in Streeterville/Gold Coast that is great for dog walks. I am just a few minutes from the lake and very close to a dog park . The neighborhood also has wide sidewalks that make walks feel calm and safe. I always keep dogs properly leashed, pay close attention to their surroundings, and make sure every walk is safe, relaxed, and enjoyable.

“First time using Rover! Caroline set the bar high. She was quick to respond, sent detailed check ins, and great photos of my cat while I was away. Overall, she gave me peace of mind while traveling and highly recommend you book with her.”

Adrienne T.

“Nate has been such a huge help to us while we were out of town. He goes so many updates and photos, is always on time and made sure to spend a ton of time with Charlie on walks, giving pets, etc. highly recommend him!”

sean g.

“Gabriela took great care of Hoshi. Communication with her was smooth, she was very responsive and we were able to enjoy our holidays knowing that our cat was in good hands :)”

Jaime S.

About: Been taking care of cats for over 6 years now! Feeding, playing, cleaning their litter box, etc. I love dogs too and have always enjoyed spending time with them and caring for them Work from home, so my schedule is extremely flexible. Easy for me to take a dog walk break or for a home visit / check in. I live in an apartment complex, so hard for cats to get out of my apartment since everything requires a key fob for entry and exit. A block away from a popular dog park in Chicago with lots of rooms for dogs to play.

“ChynaRose can get very anxious and nervous when strangers are around but when we came home she was soundly sleeping and not nervous at all! I attribute this to Madison H. Calmly greeting ChynaRose, tending to her needs and not seeking her out as per my request. Thank you Madison H.”

Marcella S.

“She’s amazing and incredibly communicative and sends lots of pictures! We will 100% hire her again to watch our kitty!”

Rachael E.

About: Hi I’m Emily! I’ve been an animal lover my whole life with lots of experience with dogs and cats of all ages, sizes, and personalities. I grew up with many different breeds of dogs and cats and now have a dog of my own who I adore. I’ve dog and cat-sat for many families in my hometown. I’m happy to do walks, playtime, feeding, or just spend time with your pet while you’re away! I treat every pet like my own and would just love the opportunity to spread the love to your best friend! I’m currently a grad student so I have a pretty flexible schedule! Over the summer, I am very flexible and am available most days/times so feel free to reach out! I mainly care for pets in your home since I have my own dog at home. I’m happy to help maintain your regular routine to keep your pets happy and safe!