Dog Boarding Armour Square

“Liz and her family were so good to Tyson. He loved staying there, and they really welcomed him into their family. He's the kind of dog who thrives off of attention and love, and they gave him plenty of both. I also got great updates and pictures which really made me feel like he was in good hands. I will definitely book with them again, if possible!”

Mallika T.

“I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,”

Christina E.

“Katie watched my dog for his first overnight stay at someone else’s house. She was absolutely amazing! She kept me up to date multiple times a day and kept my pup busy. We will definitely be booking with Katie again. Highly recommend!”

Katie P.

“Ashley was a wonderful host for Beck. She was super responsive, friendly, and professional. She kept us updated throughout his stay and provided pics as well. We felt very comfortable leaving Beck in her care. Will definitely plan to book again.”

Shea W.

“Buddy loves going to stay with Ann! The peace of mind we have dropping Buddy off with Ann is amazing. So much better than a normal boarding experience.”

Alec & Jelling F.

“Thank you so much for taking such good care of my dog. This booking was kind of last minute when someone else fell through and I really appreciate them taking this on maybe more last minute than I wanted, but they followed all the things that my dog needs and was just warm and welcoming, and took great care of him. He almost didn’t wanna leave when I went and picked him up but thank you for taking such great care and following all the special needs that he needs.”

Shamar T.

“Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !”

Michelle C.

“Kyla was great! She sent plenty of pictures/videos and updates. Benny always looked very happy in all of them. She had plenty of room for him to run around and play. I will definitely book her again the next time I need a sitter!”

Faith M.

“OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.”

Tiffany S.

“Kamiah and Casius took great care of our dog, Ziggy, over the holidays. They were easy to communicate with and sent a daily video to let us know Ziggy was doing ok. Drop-off was quick and easy, and Kamiah kindly brought Ziggy back to us at the end of the week. Would definitely recommend!”

Charis W.

“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

Bassey A.

“Lech & Briseida took great care of Monty! He had a great time playing with Rizzo and is exhausted after a fun weekend of playing. I absolutely would recommend them for future care!”

Tim S.

“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”

Samantha M.

“Ksenia took such wonderful care of my dog - it was clear she truly understood his needs and personality. She’s incredibly gentle, patient, and attentive, which made a huge difference. I especially appreciated the regular updates and photos, which gave me so much peace of mind. It’s rare to find someone so reliable and genuinely caring - I would absolutely trust her again without hesitation.”

Manisha S.

“Jenna was amazing with my pups, as always! Her updates and communication were timely and thorough, giving me complete peace of mind while I was away. Knowing they’re in her capable, caring hands makes it so much easier to leave them. I couldn’t ask for better care!”

J.T. A.

“Ania did a great job taking care of Dalí. He is very shy and needs time adjusting to new people. She was very gentle with him, and even took him on a couple of walks leading up to our reservation to make sure he was comfortable with her. Ania was responsive, accommodated Dalí’s needs, and sent pictures/video updates. I have already booked another boarding reservation with her.”

Annette S.

“Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.”

Era L.

About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.

“Fantastic! Zach was respectful, attentive, and welcoming to my dog. Drop off/pick up was incredibly simple and I could tell my dog enjoyed his stay!”

Noah T.

“Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!”

Pranshul G.