House Sitting Armour Square

Find a loving house sitter to watch over your pets and your home.

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Over 140
pet parents in Armour Square have booked house sitting

Armour Square, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Mairead M.
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Mairead M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
26 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

This was my first time booking with Mairead so I was a little nervous, but she quickly put my mind at ease. She took the time to do a meet & greet and made an effort to learn my pup’s routine beforehand. She consistently kept me updated while I was away. I never had to wonder how my pup was doing because she was very proactive with communication. She also went above and beyond with his meals, knowing he doesn’t usually like to eat when I’m away and made great effort to ensure he was comfortable and eating. I also came home to my place exactly as I left it. I highly recommend Mairead to anyone looking for a reliable and caring sitter.

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Daritza H.
Sitter Profile Image: Jorie S.
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Jorie S.
from
$70
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Chicago, IL, 60605

Jorie was absolutely amazing! This was my first time using Rover for an overnight stay, and she made the entire experience so easy and comforting. We met in person for a meet-and-greet, and she was incredibly friendly and truly engaged in getting to know my pup, which meant so much to me. I left detailed instructions, and she followed everything perfectly. She also left my home exactly how she found it, which I really appreciated. Jorie kept me consistently updated with texts, photos, and messages after every walk, which gave me so much peace of mind. Leaving my puppy is always hard, and the worry is real but Jorie completely eased my anxiety. I’m so grateful for her care and would absolutely recommend her to anyone looking for someone trustworthy, attentive, and kind. ❤️

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Azure D.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$40
per night
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!

Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
234 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!

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Annie H.
Sitter Profile Image: Chloe P.
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Chloe P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Near West Side, Chicago, IL, 60661

Chloe is amazing! She took the time to get to know my girls and make the experience comfortable, safe, and fun for them. I would 1000% her to any of my dog parent friends!

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Hillary D.
Sitter Profile Image: Faith M.
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Faith M.
from
$60
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60622

Faith was able to fulfill a last minute house sitting request for my girls and she did a great job caring for them! Very communicative, sent photos, gave snuggles and love, and was very respectful of our home. Will definitely book her again in the future!

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Rachel H.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
141 reviews
61 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!

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C A.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$45
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
20 years of experience
Chicago, IL, 60609

Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?

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Kennedy C.
Sitter Profile Image: Nicole R.
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Nicole R.
from
$50
per night
4.9 out of 5 stars
60 reviews
21 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Nicole, again, was superb with our dog named Sunny. She has sat for our dog six times in the past year and always gives our dog such loving care. She is someone that you definitely want caring for your pet. SHE IS THAT GOOD!!! I can't praise her highly enough!

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Dawn K.
Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60607

Jessica was great with watching our 5 month old puppy. She was communicative and did a great job adapting to his behavior. Would not hesitate to work with her again!

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Mike N.
Sitter Profile Image: Dana K.
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Dana K.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
7 years of experience
Near West Side, Chicago, IL, 60654

Dana did a wonderful job watching our two cats while we were out of town. He was available on short notice, which we really appreciated, and even took the time to meet with us beforehand so everyone felt comfortable. While we were away, he communicated regularly and sent pictures, which gave us great peace of mind. When we returned, everything was clean and well taken care of and our cats were clearly happy and comfortable. Dana was reliable, thoughtful, and easy to work with. I would absolutely recommend him to anyone looking for a trustworthy pet sitter! Thanks Dana

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Heidi W.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
50 reviews
10 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great with my cats! Super communicative and sent lots of pictures. Everything was clean and kept up with. Will definitely book with her next time I need a sitter!

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Natalie M.
Sitter Profile Image: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
40 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60605

I feel very lucky to have met Tylisha. My animals quickly fell in love with her, and she had constant professional communication. Thank you Tylisha!

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Shanna S.
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

Chauntrell was great sitting my dog and cat over a week long trip. He sent multiple pictures every day and was very detailed. He even checked on routine and if certain behaviors were expected from the pets. My dog was sad to see him go!

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David A.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

Alexis took wonderful care of Cooper while I was away! She kept me updated with photos and videos throughout his stay, which gave me so much peace of mind. It was clear that Cooper was happy, comfortable, and well cared for. When I returned, my apartment was just as neat and clean as I had left it, which I really appreciated. Alexis was reliable, communicative, and treated both Cooper and my home with great care. I would absolutely recommend her to anyone looking for a trustworthy pet sitter, and I would gladly book with her again!

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Byron C.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
24 reviews
15 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog sitter.

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Peirong S.
Sitter Profile Image: Ella M.
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Ella M.
from
$55
per night
15 years of experience
Chicago, IL, 60608

About: Dogs were the first things I ever knew. I have grown up around animals my whole life and dogs have always been apart of my world. Currently I have 3 dogs back at my home. I have experience with puppies, senior dogs, big breeds, and small breeds. I used to work at a doggy day care and have skills in dog training. I will do whatever it takes to make your pet feel like they being taken care with as much love as you give them when you are home. It is my personal duty to respect their boundaries and do my best work to provide you comfort while you are away too. Your pet will be treated as one of my own. At the moment I am out for summer and free to work! I will start my second to last semester of undergrad in September! At home I take care and love my pets everyday so being so far away from Colorado takes that part of my day away. I love to get comfortable and spend time with your pets. I will treat yours as if they were my own and make sure your furry friends are safe while you are away.

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$75
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Elizabeth was awesome! We have already booked her for an additional four stays! One of our pups isn't very trusting and tends to bark and lunge at new people. When Elizabeth came to meet them, she didn't even flinch. She remained calm and let Kona get adjusted which is exactly what Kona needed to feel comfortable. Elizabeth also sent us updates with photos of our pups while we were gone. We don't have kids, so our dogs are our kids and we, understandably, felt nervous leaving them with a new person. However, we felt so comfortable with Elizabeth and look forward to having her stay again in the future.

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Alex S.
Sitter Profile Image: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$95
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Ann-Marie was great! She took very good care of Pepper while we were away and shared frequent updates and photos. Would definitely recommend!

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Manasa & Andy B.
Sitter Profile Image: Annie X.
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Annie X.
from
$75
per night
4.9 out of 5 stars
159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures and Fiona looked like she was in her element at home. I felt so comfortable with Annie taking care of Fiona that I didn't feel the need to check in constantly (which is a big thing for me). She also left the apartment just as clean as we had left it! She was great!

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Brooke S.
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The median cost per night for house sitting in Armour Square is $50

Pet parents share their Rover experiences - Armour Square

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5.0 out of 5 stars

Gabriela was such a blessing to us during an unexpectedly busy week. She stayed with our dog for one day and did a fantastic job walking her and keeping her company. We have a chihuahua mix whose personality is quite spicy — Gabriela handled her with ease. 100% would book with Gabriela again.

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Elizabeth G.
House Sitting
5.0 out of 5 stars

Linh has been taken care of my cat for a couple of months now and is super trustworthy, reliable and communicative.

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Kelsie M.
House Sitting
5.0 out of 5 stars

Zhanna is absolutely wonderful! She has been taking exceptional care of my Maine Coon, Onyx, and I’m so impressed by how patient, gentle, and attentive she is with him. Onyx is a big boy with a LOT of fur and definitely has his own opinions about literally everything, but Zhanna somehow knows exactly how to handle him. She takes her time and always pays attention to the little things. What I appreciate most is how much she genuinely seems to care about the animals she works with. That kind of personal attention is hard to find! Having someone I completely trust with Onyx means so much to me. Zhanna is professional, reliable, kind, and truly exceptional at what she does. Five stars without hesitation! ❤️🐾

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Violeta B.
House Sitting
5.0 out of 5 stars

Angelina gave my little Lizzie the absolutely best care ever. She communicated regularly and when I got home I was met by a very happy dog who acted like I had just been to the store and not gone for 5 days!

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Carol N.
House Sitting
5.0 out of 5 stars

Tylisha was great! Very responsive, prompt, lots of photos shared and Airlie seemed very happy when I got home. House was clean and tidy. Highly recommend!

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Dane C.
House Sitting
5.0 out of 5 stars

Elissa is an absolute dream! I am a very nervous pet owner, and she was so communicative and helpful. Our dog immediately fell in love with her, and we were able to enjoy our weekend because of Elissa's diligence. We cannot wait to use her again!

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Niko Z.
House Sitting
5.0 out of 5 stars

Meg did a great job taking care of Finn and Maisie! Communicated updates on how their days were going and left my place super clean! Would not hesitate to book Meg again!

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Michaela S.
House Sitting
5.0 out of 5 stars

We went out of town for 10 days and Zoe took care of our two whippets, Sammy and Bleu. We got updates and pictures each day, and know they got at least two long walks daily (they have Fi collars, so we can see their daily steps). Zoe also took great care of our home and left it cleaner than when she arrived! I could not recommend her enough!

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Aleisha K.
House Sitting
5.0 out of 5 stars

Samantha is the best! It’s always sad to leave our pup but knowing he’s in such great hands is very comforting.

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Mary A.
House Sitting
5.0 out of 5 stars

Anastasiia is so thoughtful and takes such good care of my dog Biscuit! Biscuit was injured and she handled her meds and routine with the utmost care, and even brought her a little toy to make her feel better. I am so grateful to have Anastasiia take care of my pup!

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Lauren W.
House Sitting
5.0 out of 5 stars

Roxanne is the best! Great dog sitter & walker. Got along great with my leash reactive pit bull. Very nice. Good communication. Overall just a really great dog sitter. I will definitely have Roxanne dog sit for me again in the future. THEY ARE THE BEST!

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A C.
House Sitting
5.0 out of 5 stars

Esther was amazing with my two dogs. Everyone had really great things to say about her at the dog park and the pups loved her. Will absolutely work with her again. Thank you Esther for the extra help!

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Alexander F.
House Sitting
5.0 out of 5 stars

An extremely wonderful sitter, she not only is a great sitter, but happily accepted a last minute request for extending hours as my flight was delayed, she took care of my dog until midnight. I came back home with a happy dog.

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Bhavik T.
House Sitting
5.0 out of 5 stars

Victoria house-sat for our golden retriever and cat over a week long vacation. She did a wonderful job - very communicative, good with the pets, regular photos/updates, and kept our place in great shape!

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Allyson R.
House Sitting
5.0 out of 5 stars

Betsy was the perfect dog and house sitter! the dogs were happy and Betsy sent photos while we were gone. We will definitely be using her again soon.!

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Elizabeth G.
House Sitting
5.0 out of 5 stars

Isabel took great care of our animals for a family function. I appreciate her keeping in touch with us. She has the sweetest disposition. Our animals loved her.

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Jill D.
House Sitting
5.0 out of 5 stars

Victoria did an excellent job caring for my cat and dog. She’s detail oriented, communicative, and also left my apartment as clean as I left it. I highly recommend her!

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Elanor G.
House Sitting
5.0 out of 5 stars

Jozelin was a delight. I had daily updates and photos and my apartment was clean and tidy when I returned. Will definitely book with Jozelin again!

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Kelcie B.
House Sitting
5.0 out of 5 stars

Chauntrell is a lifesaver! Our sitter backed out the day before our trip, and he was immediately available. He sent us picture updates of our sweet Lola, followed our instructions on Lola’s care, and was very communicative! You can tell he loves animals and wants to provide the best care for our furry friends. I would book Chauntrell in a heartbeat! Thank you again, Chauntrell!

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Cori W.
House Sitting
5.0 out of 5 stars

We have 2 cats, one who has always done well with sitters and I knew would be fine, and one who had never been away from us and always hides when guests come over. Maired did great with both of them! She stayed in our house while we were out of town and by the end of her stay both cats were playing, cuddling, eating just like they would if we were there. Our whole goal with getting a sitter was to disturb their routine as little as possible and she did exactly that! We received daily updates and photos while we were away and came back to a clean, well kept home. Highly recommend!

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Meg M.
House Sitting
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