Dog Boarding in Armour Square, Chicago
Drop off your dog at a sitter’s home or dog boarding center in the morning and pick them up in the evening.

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Top rated Armour Square dog boarders

“Emily watched my senior dog, Chloe for 4 days while I was out of town. Chloe is on a ton of meds and is a very anxious girl so I get nervous when I have to leave her. Emily was super communicative and sent lots of pics. She followed directions very well and Chloe seemed to really like her! I highly recommend booking Emily.”


About: At K9 University, we have comprehensive safety guidelines and cleaning protocols in place to ensure the health and safety of all dogs in our care. All team members complete extensive training in canine behavior, cleaning, sanitizing, and emergency protocols to ensure all standards are met in our facility daily. Kennel attendants are always present in the playgroup to proactively manage the dogs; attendants are skilled in identifying behavior signals and de-escalating interactions in group, while also ensuring a fun & positive experience for all our canine clients. Our facility is equipped with large, secure kennels and dogs can take advantage of our spacious runs and kennels for both play and rest time. Our facility is staffed 24/7 by trained team members, as well as equipped with video surveillance and secure fencing in all play areas.

“Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!”



“Elizabeth and her family were such wonderful dog sitters. We have a senior dog with special needs, and they took very good care of him, giving him lots of attention and care. We very much appreciate the special care, attention, and communication. We received regular updates and if there were any health concerns, we knew immediately. I had peace of mind knowing our senior dog was well cared for and monitored closely.”


“Katrina was so great to our pup! He loved his time with her. Katrina was very detailed with her daily updates, which made me feel less nervous with leaving our pup with her. She took such great care of him. We would definitely book her again!”



“Ashley goes above and beyond for pets & their owners- dog parks, long walks, frequent updates, pictures & more! My dog can be a little anxious and he feels so comfortable with Ashley, which is a real testament to her care. Ashley has watched my dog for up to two weeks and it’s a relief to have him in such good hands. We’re so grateful for her services!”


About: Our trained and loving staff provide quality care. We have a rigorous first day evaluation/ 'interview' process for all dogs in our care to ensure only the most well behaved and social pups are approved to be in playgroup. We keep small playgroups of 15 to 20 dogs. We take hourly potty breaks, have toy playtime, outdoor mini pool pawties in the summer to keep cool, and so much more!

“Kris and Daniel took excellent care of our pup. They were very attentive and send us reports and photos during the time we were out of town. Recommend them to everyone.”


“Always helpful and accommodating, so communicative ! Milo is always so excited to stay at her place. Happy to have such a reliable dog sitter that I can trust.”


“Bola was absolutely amazing. She was accommodating and kept my fur baby feeling safe when he was not feeling the best. I will definitely use her services again.”


“Cecile and Michael have been absolutely amazing! This last booking I unfortunately had a delayed flight and Cecile and Michael were extremely understanding and accommodating to work with me on an adjusted pick up time. They are extremely responsive and amazing dog sitters! Thank you!!”


“Lisette was awesome! I always felt confident that my pup was in good hands and she was great with communication & updates. She was also accommodating with pickup & dropoff times, which was a plus. Would definitely love to have Jax stay with her again! Thanks, Lisette 😌”


“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.”



“Yeju was great!! She gave an update each day with pictures and took my pup on plenty of walks. She even baked some dog treats to share when picking up. 10/10 would book again!”


“Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.”


“Toojan is unbelievably attentive and communicative, not to mention a great pet photographer. Not only did she provide great care for our cat, Ginny, she also sent us some of the best pictures anyone has ever taken of the little fuzzball. Never once felt worried about Ginny or uncertain. Toojan is going to be our go-to on Rover going forward.”


“Theo not only loved his playmates but Dani & Kyle were very present putting the dogs’ needs first. Good and frequent walks, lots of family time and continued videos & pics! We will return, Theo is still smiling.”


“Lan was absolutely amazing with our pup Goose for a last minute 10 day stay! He got lots of attention and we got a lot of pictures and updates! Lan followed all the care instructions perfectly and we couldn’t have asked for more! We highly recommend Lan for any pet care you might need!!”


“I left my dog with Sherydan over a long weekend and she was the absolute best choice for the job! I was never anxious or nervous because of the amazing updates, she made sure he was loved full time. Good pics and videos of the dog living a good active life. I 100% consider her my dogs one and only sitter now, thank you Sherydan!!!! 5 STARS”


“When my usual sitter was unavailable, I turned to Rover and was lucky enough to find Xinwen. She was kind and understanding which was exactly what my shy dachshund, Charlie, needed. Xinwen kept me updated and also sent great pictures throughout the stay. I highly recommend Xinwen and would not hesitate to take Charlie back to her for future stays. Thank you Xinwen, Melon and Lemon!”

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Emily S.Star Sitter

“Emily watched my senior dog, Chloe for 4 days while I was out of town. Chloe is on a ton of meds and is a very anxious girl so I get nervous when I have to leave her. Emily was super communicative and sent lots of pics. She followed directions very well and Chloe seemed to really like her! I highly recommend booking Emily.”




Corina T.
Star Sitter


“Daisy was very comfortable with Corina, and I felt relieved knowing she was safe and well taken care of. Will definitely look to use her again.”


K9 UniversityLocal facility
“My dog has been going to K9 University for about 8 years. When I’m out of town or not I take him there for doggy daycare. They take care of his grooming. I also have enrolled my dog into their classes for nose work, agility and obedience and my dog absolutely loves it. I am also satisfied with the results and experience of K9 University INC. Their staff members are well trained and they all practice the same delivery of services, for instance, what one staff members provide in quality customer services so does the remaining 5 staff members, therefore the quality you receive from this company isn’t compromised; moreover, they go above and beyond. They are all very professional and possess a wonderful attitude – they look very happy to be there. I’ll most definitely recommend using K9 University INC.”


Kamiah & Casius D.Star Sitter

“Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!”




E K.


“Elizabeth and her family were such wonderful dog sitters. We have a senior dog with special needs, and they took very good care of him, giving him lots of attention and care. We very much appreciate the special care, attention, and communication. We received regular updates and if there were any health concerns, we knew immediately. I had peace of mind knowing our senior dog was well cared for and monitored closely.”


Hua “Katrina” F.
Star Sitter


“Katrina was so great to our pup! He loved his time with her. Katrina was very detailed with her daily updates, which made me feel less nervous with leaving our pup with her. She took such great care of him. We would definitely book her again!”




Ashley M.
Star Sitter


“Ashley goes above and beyond for pets & their owners- dog parks, long walks, frequent updates, pictures & more! My dog can be a little anxious and he feels so comfortable with Ashley, which is a real testament to her care. Ashley has watched my dog for up to two weeks and it’s a relief to have him in such good hands. We’re so grateful for her services!”


Sit SocialLocal facility
“My dog Trudy and I LOVE Sit Social! All of the staff members are so kind and professional and treat Trudy like their own dog. Daycare at Sit Social is worth every penny, especially knowing that my dog is being cared for by people who love her and gets to play with other dogs her size.”


Kris & Daniel P.Star Sitter

“Kris and Daniel took excellent care of our pup. They were very attentive and send us reports and photos during the time we were out of town. Recommend them to everyone.”


Tamara J.Star Sitter

“Always helpful and accommodating, so communicative ! Milo is always so excited to stay at her place. Happy to have such a reliable dog sitter that I can trust.”


Bola A.Star Sitter

“Bola was absolutely amazing. She was accommodating and kept my fur baby feeling safe when he was not feeling the best. I will definitely use her services again.”


Cecile S.Star Sitter

“Cecile and Michael have been absolutely amazing! This last booking I unfortunately had a delayed flight and Cecile and Michael were extremely understanding and accommodating to work with me on an adjusted pick up time. They are extremely responsive and amazing dog sitters! Thank you!!”


Lisette S.Star Sitter

“Lisette was awesome! I always felt confident that my pup was in good hands and she was great with communication & updates. She was also accommodating with pickup & dropoff times, which was a plus. Would definitely love to have Jax stay with her again! Thanks, Lisette 😌”


Daphnay S.Star Sitter

“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.”




Yeju K.

“Yeju was great!! She gave an update each day with pictures and took my pup on plenty of walks. She even baked some dog treats to share when picking up. 10/10 would book again!”


Ann V.Star Sitter

“Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.”


Toojan A.Star Sitter

“Toojan is unbelievably attentive and communicative, not to mention a great pet photographer. Not only did she provide great care for our cat, Ginny, she also sent us some of the best pictures anyone has ever taken of the little fuzzball. Never once felt worried about Ginny or uncertain. Toojan is going to be our go-to on Rover going forward.”


Dani B.Star Sitter

“Theo not only loved his playmates but Dani & Kyle were very present putting the dogs’ needs first. Good and frequent walks, lots of family time and continued videos & pics! We will return, Theo is still smiling.”


Lan P.

“Lan was absolutely amazing with our pup Goose for a last minute 10 day stay! He got lots of attention and we got a lot of pictures and updates! Lan followed all the care instructions perfectly and we couldn’t have asked for more! We highly recommend Lan for any pet care you might need!!”


Sarah B.Star Sitter

“Sarah B was so nice and accommodating. This is the first time my pet has stayed with a sitter and my mind was completely at ease. Thanks Sarah!”


Sheredyn R.Star Sitter

“I left my dog with Sherydan over a long weekend and she was the absolute best choice for the job! I was never anxious or nervous because of the amazing updates, she made sure he was loved full time. Good pics and videos of the dog living a good active life. I 100% consider her my dogs one and only sitter now, thank you Sherydan!!!! 5 STARS”


Xinwen M.Star Sitter

“When my usual sitter was unavailable, I turned to Rover and was lucky enough to find Xinwen. She was kind and understanding which was exactly what my shy dachshund, Charlie, needed. Xinwen kept me updated and also sent great pictures throughout the stay. I highly recommend Xinwen and would not hesitate to take Charlie back to her for future stays. Thank you Xinwen, Melon and Lemon!”
Armour Square dog parents share their Rover experiences
I left my dog with Sherydan over a long weekend and she was the absolute best choice for the job! I was never anxious or nervous because of the amazing updates, she made sure he was loved full time. Good pics and videos of the dog living a good active life. I 100% consider her my dogs one and only sitter now, thank you Sherydan!!!! 5 STARS

Tessa is wonderful! This was Georgie’s second stay with her, and she sends just the right amount of updates so I can enjoy my vacation without a worry. Georgie is always thrilled to see me when I pick him up…and then immediately passes out from all the fun he’s had 😊

Naomi was AMAZING with Simba! From the very start, it truly felt like she cared for him as if he were her own. She kept me updated constantly, sending me pictures and little notes about how he was doing, which really put my mind at ease. I could tell Simba was happy and comfortable the entire time he was with her. She went above and beyond in every way, and I can’t thank her enough. If you want someone who genuinely loves and cares for your pet, Naomi is 100% the one. She’s the best! 🙌

So thankful we left Olive with Camila! Olive wasn’t feeling well, and Camila took great care of her – and kept us updated the whole time so we wouldn’t worry (too much). She is responsive and adaptable, and we will definitely trust her with our pup in the future!

This was our first dog sitter experience, and Andrew was nothing but amazing. We usually do dog boarding and Andrew surpassed everything we have ever experienced. The constant communication reassured us. We received multiple pictures a day with updates on how he was doing. Our dog was very well-taken care of and loved. He took care of our dog’s specific diet, gave him lots of attention and cuddles. We were worry-free and were able to enjoy our vacation to the fullest knowing our dog was in great care. We will definitely book Andrew again. In fact, we’re reluctant to write a review for the fear of Andrew being too busy and booked up for our future vacations!

Popular requests near you
Select a filter and find qualifying Armour Square sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Only Rover provides comprehensive Armour Square dog boarding options that meet your dog's unique needs. Anxious or special needs dogs who prefer a 1:1 environment are a good fit for in-home dog boarding, while energetic pups who benefit from socialization and activity are a good fit for dog boarding facilities.
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Armour Square.
Rover makes it easy to find Armour Square dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
