Pet Sitting & Drop Ins in Armour Square, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your dog.
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Crystal R.

“I highly recommend Crystal. She took care of my two highly active puppies for five days. It was the best feeling to know that my pups were being taking care of in the middle of the day. Crystal follows my notes exactly and always responsive.”


David K.

“Highly recommend David for your pet sitting needs! He visited our two cats while we were away and did a phenomenal job. He was a great communicator and very professional.”


Danning X.
“Danning is a devoted pet owner! She is always reliable and caring for furry companions. She exceeds all my expectations and provides unparalleled care for pets.”


Shimmy G.
“Shimmy is such an asset to the pet community - she is such a kind and loving person, and treats animals like royalty. She is raisibg two of the goodest boys and it translates so well into caring for others babies. Without hesitation, I would highly recommend Shimmy!”


Tucker P.
“I’ve known Tucker Privette for a very long time. He is incredibly responsible, organized, and loving. Whenever my family and I have needed pet care, Tucker has always been our first choice. For as long as I’ve known Tucker, he has always been a big animal lover, and the animals always love him. My dog always gets so excited when Tucker walks through the door. You couldn’t ask for a better pet sitter.”


Mia M.
About: I have had the privilege of growing up with and caring for two wonderful dogs. Bella, my Great Pyrenees German Shepherd mix, has been a part of my family since 2015, in which I love taking on long walk and car rides. Additionally, I have Max, a Shih Tzu Maltese, who has been a beloved member of our family since 2011, who loves being brushed and relaxing in the sun. I truly emphasize with the challenges of juggling a hectic schedule while ensuring that our furry companions receive the utmost care and attention they deserve As a college student in Chicago, I have available time after classes during the week and on weekends, making it easy to incorporate pet care into my weekly routine I’m exceptionally attentive to pet care. For walks, I maintain keen awareness of my surroundings. When checking in on dogs, I ensure they have ample food and water at the beginning and end of each visit whilst following and analyzing care instructions to be carried out. Furthermore, I’m more than willing to engage with energetic puppies and dogs to help them expend their energy through play and walks. Your pets’ well-being and happiness are my top priorities.


Luis G.
“Luis has a great love for animals! He is exceptionally knowledgeable about proper care and training for dogs as well as cats. His work raising his own dog shows his dedication and nurturing nature that a pet needs to be happy.”


Josie S.

“Josie was a great sitter and very knowledgeable about cat care. She is considerate, communicative, and punctual; exactly what we want in a pet sitter.”


Coretta S.

“Coretta was an amazing caretaker. She was consistent, on time, gave me thorough updates, and provided great care for my pets. 15 out of 10 would recommend!”


Max C.
“Max was very friendly and very aware of my dogs wants and needs. I will continue to use max for our future dog watching services.”




Dalila E.


“Dalila was great with my cat Shelby! She went out of her way to make my cat (who is afraid of strangers) feel at ease, and she even warmed up to her sooner than I expected. I’d definitely hire her again!”


Emily O.

“Emily helped by coming by each day to clean my kitties litter boxes while I was away and she did a phenomenal job! Super communicative and very clearly an animal lover that prioritizes our pets like her own while she cares for them!”


Taiyo N.

“Taiyo is a very polite, punctual and helpful young man. He looked after our dog very well and I would highly recommend him!”




Chi O.
About: I love dogs! I always have, and have my own puppy best friend at home with me. I’m so excited to love on your furry friends just as much as I do mine. I love long walks with lots of pauses for sniffing and exploring, and plenty of indoor playtime with my dog Mini. I’m also big on healthy treats and snacks. Aside from my dog, I’ve also had plenty of fun dog-sitting for other dogs of small to medium size. Choose me to give your pup an exciting, dynamic vacation while you’re gone! I’m currently a student at Booth which means that most of my time is free (class on average only 3 hours a day) and I’m close by to check on pups! I am big on walks, pets, and enrichment interactions to keep pups mind as occupied as their body. That being said, I know you know best and I’ll follow your instructions on treats and playtime to disrupt your dogs routine as little as possible.


Logan T.
“I'm usually pretty nervous about leaving my dog with new caretakers while I'm away on trips or stuck in office but I lucked out finding someone as reliable and awesome as Logan! My 5 year old pup absolutely adores him and the attention/care he receives when Logan comes to visit. I love the communication and consistent updates that I get from Logan when he's overnight sitting for me or just taking my fur child for walks around the neighborhood. You can tell how much he loves dogs by how patient he is with not only the doggos but their anxious parents as well. It's a relief to know I can leave my fur child with someone I can trust when I have to be away. I honestly don't know what I would do without him!”


Hunter S.

“Hunter is one of the most considerate dog walkers I’ve used yet and I am unbelievably grateful for his help each week. My dog and my home have been wonderfully cared for by this individual and I recommend him highly.”


Kathryn F.

“Kathryn was excellent in her care of Finn. She was a great communicator, giving me detailed reports of her check ins and how he was doing. He’s got a lot of quirks and I felt confident in her abilities to handle them. Definitely recommend her service. Will be booking her again for future travel.”


Lucy S.

“Lucy is a great sitter. She is responsible and took good care of my cats. She sent me pictures and messages during visits just to make sure my cats got what they need. I’d definitely recommend her and use her service again if needed!”


Otis B.

“Otis was able to take a last minute request which helped me in a huge way from me cancelling an important trip. He took care of my pets incredibly well during his visits and offered to house sit as well for no additional! He was communicative everyday and sent me great status reports. Would recommend Otis 5/5!”


Erik W.

“Erik was great! He took care of Ghost like she was one of his own. Tons of photos and updates which is great. Ghost doesn’t like being alone for too long so it was perfect having Erik to check in on her and make sure she gets some love each day.”