Dog Boarding In Armour Square

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Top rated Armour Square dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
132 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was fantastic and our pup clearly loved spending the weekend with her! She took her to play fetch every day and was flexible with us on our return home. 10/10 would recommend!

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Robert M.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
186 reviews
67 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley and her daughter are the most welcoming and amazing pup gurus we could ask for. This was the first time we left Queso with someone who wasn't immediate family and the second Queso saw them on the meet and greet we knew that he was in good hands. Couldn't recommend her more.

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killianare
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
371 reviews
175 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Elizabeth was a wonderful sitter for my two "peanuts" as she called them :) I got daily updates and pictures. The dogs came back super relaxed and happy. I can tell they had a great time with the kiddos.

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Kachel W.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

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.

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Tiffany S.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

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 !

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Michelle C.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

Ksenia took great care of Lola while we were out of town! We were new to Rover and a bit anxious about the process but Ksenia made the process smooth and comfortable. We are grateful for the care and attention she gave Lola, so much so that we have already rebooked for another stay soon. Thanks again, Ksenia!

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Christian W.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
from
$35
per night
5.0 out of 5 stars
19 reviews
14 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

My Zoey had a great time with Cheyanne! Cheyanne was communicative and sent lots of pictures during Zoey's stay. She was incredibly patient with my flight delays that prevented me from picking up Zoey on time - very grateful for a kind and accommodating sitter!

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Kayla T.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
180 reviews
47 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina is seriously the best!!! Truffles boarded with her over the weekend and she had the best time, cuddling and walking and playing. Katrina sent over multiple (adorably edited and captioned) pictures and videos throughout the day, complete with an end of day report card. I was totally at ease knowing Truffles was getting the best care :)

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Maggie S.
Sitter Profile Image: Sara T.
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Sara T.
from
$40
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Lower West Side, Chicago, IL, 60608

I had a great experience with Sara. She communicated well and was really easy going. She sent pictures and videos. And our dog Boomer seemed to have a great time! I would happily book again!

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Carly R.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
34 reviews
23 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

They took excellent care of my dog. Picture and video were sent to let me know that my dog was doing fine. I will definitely use them again. Great service 👏

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Marjorie L.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was a wonderful sitter! My dog was well cared for and had a blast. I will book with her again !

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Michelle C.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
128 reviews
26 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann is amazing. She has watched my doggie twice and has been very communicative with us and loving towards him each time. Highly recommend!!!

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Janice J.
Sitter Profile Image: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

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.

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Era L.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$53
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea took great care of my dog for 5 days and I had a really positive experience. Communication was great the whole time, she was very sweet, and my dog seemed like she had a great time with her. She was also super thoughtful and flexible, she even offered to do drop-off for me, which I really appreciated. She also noticed my dog was running low on food and reached out right away to ask if it was okay to ration it, which I appreciated because it showed she was paying close attention and wanted to make sure everything was handled properly. I would definitely book with her again!

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Zoe W.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
93 reviews
22 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

Great as always. Had a personal emergency pop up and she was so easy to work with around it. Your animals will always be in great hands with her.

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J.T. A.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
359 reviews
98 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was a great sitter. She frequently updated and let me know how my dog was. He seemed every happy at her place. Her dog is always very friendly and got along just fine with mine. Thanks again :)

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Nikita J.
Sitter Profile Image: songen f.
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songen f.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Songen took excellent care of our toy poodle, Charley Charley got along very well with their maitipoo. Songen kept us updated with regular pictures, videos, and updates to calm our minds. Highly recommended.

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Neeraj S.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
188 reviews
69 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan (Uncle Nate) was a god send for us. We had been using very reputable doggie hotels. Our boy always came back sick and stressed. Uncle Nate was a home away from home. We had so many pictures sent to us where he was happy, healthy, and relaxed. Dog park next door is a great asset too! I think Winston had more fun with Nate than at home. We will be rebooking in the future.

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Patrick M.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$30
per night
4.9 out of 5 stars
28 reviews
3 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

I love the attentiveness to all the fur babies and keeping them on a schedule - Katie and Teddy were playing with the others fur babies which is wonderful. These guys are my go-to boarders from this day forward 😊

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Aldar S.
Sitter Profile Image: Mia L.
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Mia L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Mia has been wonderful. She is reliable, kind, and clearly cares deeply about the dogs she works with. Her communication is excellent; she keeps us updated, responds quickly, and sends thoughtful notes, which gives us a lot of peace of mind. We also really appreciate the level of care she provides. She is attentive to our dog’s needs, patient, and responsible, and it’s clear our dog feels comfortable and happy with her. Mia goes above and beyond by being punctual, trustworthy, and genuinely invested in making sure each walk is safe, enjoyable, and positive. We’re very grateful to have found her.

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Mariana S.
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Armour Square dog parents share their Rover experiences

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5.0 out of 5 stars

Tiffany was so patient and communicative with our senior pup. We appreciated her updates and her willingness to work with his quirks :)

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Megan D.
Boarding
5.0 out of 5 stars

E was great! We received daily updates with photos. Waybe loved her stay, she came home so tired from all the playing and attention she got.

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Revital A.
Boarding
5.0 out of 5 stars

Theo is clearly at home with Dani and her Bruno, his best bud. Long walks and beach visits are highlights and Theo comes home happy and tired. Dani loves her dogs and it shows in the special attention and intuitiveness she gives them and has.

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Carol W.
Boarding
5.0 out of 5 stars

I had a great experience with Sara. She communicated well and was really easy going. She sent pictures and videos. And our dog Boomer seemed to have a great time! I would happily book again!

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Carly R.
Boarding
5.0 out of 5 stars

Kseniia was amazing! I left my dog for almost 2 weeks and Kseniia sent daily pics and videos and made sure to update me about any changes with my dog. Super flexible with pickup and drop off times as well.

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Marc R.
Boarding
5.0 out of 5 stars

Cheyanne was absolutely amazing. Our dog enjoyed his time there, and Cheyanne was beyond flexible as we were traveling through the area.

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Nancy W.
Boarding
5.0 out of 5 stars

Great job with my little pup! Sent daily pictures/videos and was very flexible with pick up/drop off times as our travel times changed.

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Jess R.
Boarding
5.0 out of 5 stars

Megan was amazing! She was very communicative, took so many adorable pictures, and Albus was happy and tired when I returned.

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Addie W.
Boarding
5.0 out of 5 stars

Another great stay for our Frenchie! Hua is amazing and takes good care of our pup. Will always use her when we travel

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Michelle T.
Boarding
5.0 out of 5 stars

Demetra was so amazing with ladybird!! Usually she’s nervous as first but she was relaxed and cuddly all day. My flight was also a bit delayed on the way home and she was so cool and flexible about drop off time. She’s amazing!!

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Hannah L.
Boarding
5.0 out of 5 stars

Poppy’s stay with Kirstin was great! I received lots of cute photos of their daily adventures while I was away!

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Jacquelien H.
Boarding
5.0 out of 5 stars

Luxi was very easy to work with! She was both kind and flexible despite my own schedule being a little bit variable. Costello came back to me very happy and well cared for. I really appreciated her help and would definitely book her again :)

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Marissa H.
Boarding
5.0 out of 5 stars

Daphnay was amazing! Very professional and she sent a TON of pictures. I never felt like I had to worry about them, outside of my old girl being 15 soon. Lol. I have to make sure she's breathing at home. I highly recommend Daphnay, and I will definitely book with her in the future.

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aundrea h.
Boarding
5.0 out of 5 stars

Anni took such amazing care of Bear on very short notice, and I couldn’t be more grateful. She was incredibly sweet, attentive, and kept me updated throughout his stay, which gave me so much peace of mind. Bear wasn’t feeling his best when I dropped him off, and somehow he came back happy, comfortable, and healed from whatever he had going on that week. It was clear he was loved and well cared for every step of the way. I highly recommend Anni to anyone looking for someone trustworthy, compassionate, and reliable to care for their pet. Thank you again for taking such wonderful care of my little Bear! 🐻❤️

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Kathy M.
Boarding
5.0 out of 5 stars

Andrea did a great job watching my dog for the weeks my dog is a rescue and can sometimes be a bit anxious. He did wonderful in Andrea’s home. I would definitely feel comfortable using Andrea in the future.

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Diane C.
Boarding
5.0 out of 5 stars

Shannon and Lance are the best sitters! They take care of my pup like I would and always do a great job of communicating with us throughout the stay.

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Jessica D.
Boarding
5.0 out of 5 stars

Carmela took great care of Winston and was very flexible and accommodating. Winston has found a new friend! I definitely recommend Carmela and will ask for her assistance in the future.

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Thong L.
Boarding
5.0 out of 5 stars

Ashley did AMAZING tending to my sweet girl. She was very communicative and attentive. Her energy is perfect to make any furry friend feel safe and loved! 💛

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Ashley C.
Boarding
5.0 out of 5 stars

Ania was great with Dolly! My dog looked so happy in all the pictures she sent! Would definitely book her again.

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Reid B.
Boarding
5.0 out of 5 stars

Anthony was so great with Magic. She's shy and gets scared easily with noises and nighttime walks, and he was so great and accommodating to her quirks. He communicates well and I had complete confidence that Magic was in great hands. I would definitely book Anthony again!

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Caitlin M.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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    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.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Armour Square dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

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.