Dog Boarding Armour Square
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 95 pet parents in Armour Square have booked dog boarding
Armour Square, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!”


“EK was amazing with my Simba. We stayed in Chicago for a month and needed a puppy sitter a few times and EK was the perfect choice. Glad we found her and I'll be using her again whenever Simba has to come to Chicago with us. He had a great time and she was a great sitter.”


“After a quick move to out of state move to Chicago with a vacation already planned, we had to scramble to find somewhere for our dogs go. Our dogs stayed with Ashley for a full week and it was such a relief to know they were well taken care of. We received frequent pictures and updates during the week. One of our dogs is having a hard time adjusting to city life and Ashley was very accommodating and gracious with her. We will definitely be reaching out to Ashley again in the future!”

“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 !”

“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.”

“Ania watched our dog Elliot for a weekend. During this time she was communicative and provided us with lots of pictures! He got comfortable fast with her and came back to us a happy dog!”

“Katie was great with Ziggy! She was able to accommodate a last minute boarding request and send regular updates during Ziggy’s stay. Ziggy came home happy and I would recommend Katie to anyone looking to board their dog.”


“Hannah was fantastic with my dog, Callie! She took her out to her farm, which she loved, and kept me updated with plenty of pictures and messages throughout the stay. Hannah even gave her a bath before bringing her back to the city, which was a thoughtful touch. I could tell Callie was well cared for and had a great time. I will definitely be booking with Hannah again!”

“Prince absolutely loves it when I bring him here while I’m away. Joanna always takes good care of my baby. Going above and beyond. Very much so appreciated. Will be rebooking again soon”

“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.”

“Outstanding host for our two fur babies! Anytime we find a sitter as caring and keen to detail as Mia was to our dogs, we cling on! She’s reliable and she goes the extra mile to make sure the dogs are comfortable and well taken care of. This was a last minute booking because their other sitter was unavailable, however, we feel so lucky to have found her, she adores our dogs and it shows in the interaction between them through the daily photos. We will definitely be booking her again!”

“Jenna is an amazing sitter! Communicative, kind and sent me updates during my pups stay. I picked up a very happy and calm pup and will definitely be using Jenna again 💕”

“Kamiah & Casius were great with my fur baby. It was my first time using a service like this and I was so nervous. Kamiah was understanding of my nerves answered all my questions. She sent daily photos and videos. She was understandable with my travel delays and when I picked my dog up she was smiling and continued to do so for the rest of the evening. There were no stress signals or behaviors from my dog and she was right back into her routine at home. Thank you for taking such great care of Macci!! Will definitely use again”

“Cassidy was fantastic! She was responsive, kind, and personable. Our pup had a great time. She sent pictures and updates throughout our dog’s stay so we could see just how happy our pup was!”

“Andre and his partner were soooo incredibly thoughtful, kind and loving to Lilo. My dogs epileptic and they sent many updates, making sure I had peace of mind while she was stating over. They were able to administer her medication with ease and even stayed by her side when she was feeling a bit down. Truly amazing experience, I will for sure rebook again!!”

“Fred was communicative. Loved how he sent pictures of my little doggy looking relaxed and playful. He gave updates on how my dog was doing and I felt secure that Fred was with him and spending time.”


“Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.”

“Per usual, Cocoa was in the best hands with Christina. She loves going over, so much so she dragged me there this time. I love all the updates and never have any second thoughts dropping her off with Christina!”

“Sarah was great! Very communicative and sent me daily updates. It was my first time using Rover and Sarah made it a great experience! Would definitely book her again.”

The median cost per night for dog boarding in Armour Square is $50
Dog parents share their Rover experiences - Armour Square
Charlotte was AMAZING! We couldn't have asked for better experience. Our pup was getting the best care and affection the entire stay, and the daily updates with adorable photos made being away so much easier. Knowing she was well cared for gave us so much peace of mind!

Elena took exceptional care of Luther and Frita! We booked for a week which was the longest we’ve ever been apart from our pups, but Elena made the whole experience so easy and stress free. She sent us regular updates and pictures throughout their stay and it gave us so much peace of mind during our vacation! When we picked them up, they looked so happy and well taken care of, which meant the world to us. Thank you, Elena, for giving us peace of mind while we were away and for treating Luther and Frita like your own! We will definitely be coming back! 💓🐶

Xianle was an amazing sitter for my Pomeranian, Taro! I’d receive updates of their walks to the parks, beach, and other fun moments, keeping me entertained and comfortable knowing he was being taken care of. Her dog Pudding is really friendly and Taro is the same so they got along well. Drop off and pickup were easy and I had no issues meeting with them.

We had such a wonderful experience with Carmela. She and her roommate were incredibly sweet and loving with Sam, and it gave us so much peace of mind knowing there was always someone around with him. We’re pretty sure Sam had a great time with them! They kept us updated with pictures and videos throughout his stay, which we really appreciated. Sam also has some special dietary needs, and when they ran out of the treats he could have, they were so thoughtful to go out and buy more for him. That little gesture meant a lot to us. Thank you both for taking such great care of our boy and making us feel completely comfortable while we were away. We would absolutely book with her again! ❤️
I’m a first-time puppy owner who felt very anxious and guilty about leaving my little guy with a boarder. Cheyanne’s calm presence, timely replies, and photo and video updates helped me overcome my feelings. The puppy seems to have liked being in the company of Cheyanne and her dogs. Previous positive reviews are accurate. I recommend her! Thank you, Cheyanne.

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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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