Pet Sitting Armour Square

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 227
pet parents in Armour Square have booked pet sitting

Armour Square, Find top rated pet sitting

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

1 / 1
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60616

Amazing as always

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Che R.
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
7 repeat clients
1 year of experience
Chicago, IL, 60616

Chauntrell is communicative and reliable. Would book again!

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Haden K.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was very punctual, provided lots of updates and pictures, communicated well, and poppy loved her! We will definitely be using her again and I 10/10 recommend her!

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Freddie V.
Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
66 reviews
28 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice was so kind and jumped in to watch Goonie very last minute. I appreciated her updates and how she was kind enough to clean up his messes!! Looking forward to working with her again!!

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Kate S.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$20
per visit
5.0 out of 5 stars
45 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna was amazing. She took great care of my kiddos and kept me up to date with all their goings on. All my babies loved her (not as easy of a feat as you would think). I count myself lucky to have had her taking care of the fur babies while I was away.

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Kendal B.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$17
per visit
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: Nadine T.
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Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
38 reviews
7 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.

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Stephanie D.
Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
60 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

About: Up until recently I had a large reactive dog. She was my best friend and taught me not only patience, but also taught me so much about dogs. I wfh and am looking to add a little something to my schedule. I would love to give your dog the exercise it needs while you’re at work. I am willing to work with reactive dogs in case by case basis. I am also a dog walking volunteer at CACC. I wfh and have flexibility in my schedule. I am available afternoons and evenings m-f and can work something out on weekends if it was needed. I would take care of your animals at your home based on instructions you give me for you pet. I respect you as an owner and your pet and do not want to give overstep and boundaries

Sitter Profile Image: Marco H.
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Marco H.
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
Loop, Chicago, IL, 60607

About: I have been around dogs my whole life. My extended family has as well and so I have been called on numerous occasions to dog sit, or do drop ins for family members on vacation or away for longer periods of time. I currently have a 6 year old corgi named Ernie that I love and adore and spend as much time with as possible since I have a flexible work schedule that allows me to work from home multiple days a week. I do work full time, but am afforded the opportunity to work from home multiple days a week and the flexibility to step out for an errand or two. I will keep my calendar updated regularly so that you can see my availability. My six year old corgi Ernie has a ton of energy so we make sure to take him on multiple walks and trips to the dog parks in the South Loop area. I would be happy to do the same for your pup if allowed!

Sitter Profile Image: Toojan A.
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Toojan A.
from
$25
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
15 years of experience
Chicago, IL, 60616

Toojan was a wonderful sitter to my two cats. I was nervous leaving one of them because they have asthma, and she eased my fears right away with her clear and abundant communication. I also needed to book her an extra day, last minute, due to flight delays and she was flexible and reliable and calmed my worries. I can’t recommend her enough as a sitter. She is very communicative, reliable, flexible, sends detailed updates and lots of cute photos. I will definitely be using Toojan again!

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Samantha K.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
27 reviews
12 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

Great with dogs! Daphne gave our 11yr old and 1yr old so much love and attention during her mid day drop in visits, we are grateful for her service. Wonderful and easy to work with and we will definitely use again.

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Petia O.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
15 years of experience
Chicago, IL, 60616

Jason is great! He’s very responsive and my poodle pup loves him. I highly recommend him and will be using him whenever I need someone to drop by and help out when I’m busy.

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Nick S.
Sitter Profile Image: Giancarlo C.
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Giancarlo C.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
33 years of experience
Loop, Chicago, IL, 60605

About: I am a lifetime dog owner, volunteer with Last Hope. I foster and rescue with PAWS. I volunteer for the animal program at The Nettlehorst School, and plan to open an animal sanctuary. I work part time and have flexible hours. I can meet almost any scheduling needs and will work with you to do what's best for you and your animal(s). My building has an indoor fenced dog park. I have an apartment with a large outdoor balcony. I will focus on your pet's safety above all else.

Sitter Profile Image: David K.
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David K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
157 reviews
49 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

David was extremely communicative and understanding about my pets’ needs. Very easy to coordinate with and respectful of my space and my request for plenty of pictures :) I will absolutely be booking with David again!

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Sarah L.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
53 reviews
10 repeat clients
21 years of experience
Bridgeport, Chicago, IL, 60616

Sarah is professional, caring, and communicative and gave regular updates which I really appreciated. My cat was totally relaxed when I got home. Sarah is my new go to cat sitter!

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Zoe A.
Sitter Profile Image: Andres G.
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Andres G.
from
$20
per visit
5.0 out of 5 stars
36 reviews
13 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Andres was great with my cat even though she doesn’t love new people. He sent plenty of pictures and made sure that she had water and food and clean litter. He went out of his way to accommodate when I needed to extend my trip. Will definitely book him again!

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olga b.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
24 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$17
per visit
5.0 out of 5 stars
33 reviews
13 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

This is my second time working with Jozelin, and it was an absolute breeze! She does such a great job communicating throughout the day, and I completely trust that my cats are in great hands with her!

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Paula F.
Sitter Profile Image: Hallie B.
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Hallie B.
from
$17
per visit
5.0 out of 5 stars
32 reviews
7 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

Hallie was amazing! The peace of mind knowing the kitties were in such good hands helped me really enjoy our trip to our daughter’s wedding. She sent daily pictures of my cats and even got the shy one to come out.

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Cristi M.
Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
162 reviews
37 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasiia is incredibly attentive and detail orientated. I provided some instructions for how to care for my kittens, but she went beyond and asked for clarifying questions regarding their care that I didn't think about. I think this really speaks to her professionalism. Each drop in visit was wonderful and my kittens needs were all taken care of. I cannot recommend her enough to anyone in the chicagoland area who needs a cat sitter. The communication was above and beyond.

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Andy Z.
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The median cost per visit for pet sitting in Armour Square is $20

Pet parents share their Rover experiences - Armour Square

1 / 1
5.0 out of 5 stars

Mariam is great and has watched our fur baby, Tom, quite a few times over the past year. Mariam is very responsive, and takes wonderful care of Tom when we’re away!

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Morgan P.
Drop-In Visits
5.0 out of 5 stars

Andres was SUPER easy to work with and great with our very senior cat Elmer. When my husband and I are away, we kind of need someone who’ll allow us to not think about what’s going on at home and Andres did just that- made it easy to be away from our lil guy. Thank you!

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Emilia & Tyler K.
Drop-In Visits
5.0 out of 5 stars

Nadine was great! It was so lovely to get pictures of Sampson throughout the trip and she took wonderful care of him.

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Hanna M.
Drop-In Visits
5.0 out of 5 stars

Andrea did a wonderful job looking after our cat! She was very communicative, and we felt at ease knowing our pet was in good hands. I would definitely recommend her.

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Evelyn S.
Drop-In Visits
5.0 out of 5 stars

110% recommend! My normally shy cat warmed up to her so quickly, and Susmitha’s daily report and check-in’s were always detailed and thorough. It’s very obvious how much love, care and attention she provides our furry babies when we’re away! Will definitely have her around more often! ⭐️⭐️⭐️⭐️⭐️

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Jade H.
Drop-In Visits
5.0 out of 5 stars

Absolutely never worry when Morgan is taking care of my cats. If I could give her 10 stars, I would.

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MARCY B.
Drop-In Visits
5.0 out of 5 stars

Went above and beyond the call of duty and my cats got loved and taken good care of while I was gone! Will definitely book again.

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Tyesha T.
Drop-In Visits
5.0 out of 5 stars

Nandini was wonderful! She went above and beyond to take care of our two kitties. She was even willing to do a little extra clean-up when one of our boys made a mess!. We will absolutely be booking with Nandini again in the future!

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Logan M.
Drop-In Visits
5.0 out of 5 stars

Lauren was awesome with my two cats. Good communication and pictures. When the kitties had multiple accidents she took care of all the cleanup. Would absolutely book again.

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Cassie G.
Drop-In Visits
5.0 out of 5 stars

Lana did an amazing job taking care of my cats. She took extra care of them beyond expectations. One of my cats is pretty feisty and she was able to handle him. I would definitely reccomend her going forward!!

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Thanu A.
Drop-In Visits
5.0 out of 5 stars

Annie did a wonderful job cat sitting our two cats while we were away for over a week. We appreciated the updates we got from her and we could see that our cats were very well cared for while away. Would recommend her to anyone needing a pet sitter.

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Sara P.
Drop-In Visits
5.0 out of 5 stars

Christina was an incredible pet sitter. She was communicative, incredibly capable, and my cat loved her! Would definitely rebook.

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Eve F.
Drop-In Visits
5.0 out of 5 stars

My pittie does happy spin zoomies every time he sees Adrianna. I don’t trust just anyone with my son. Thanks, Adrianna! Will book again

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Santiago
Drop-In Visits
5.0 out of 5 stars

Lourdes took the best care of our boys and accommodated a late-notice holiday request. 🐈 I would absolutely recommend her. Thank you again! :)

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Izzy B.
Drop-In Visits
5.0 out of 5 stars

Linh was an incredible sitter for my two cats. Before her visits, she asked all the right questions to make sure she understood their routines and needs. Throughout the booking, she sent plenty of photos, provided detailed daily updates, and was extremely attentive to both of my cats. She made sure they had fresh food and water, kept their litter boxes clean, and spent time playing with them during each visit. It was clear that she genuinely cared about their well-being and comfort. Linh went above and beyond, and I felt completely at ease knowing my cats were in such good hands. I would highly recommend her to anyone looking for a reliable, caring, and thoughtful pet sitter.

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Rawa O.
Drop-In Visits
5.0 out of 5 stars

Anna did such a wonderful job taking care of Shadow while I was out of town! He took to her so quickly and seemed to really enjoy her visits :) I really appreciated how communicative she was! She sent lots of pictures each visit and wrote very detailed Rover cards which really helped to put me at ease! Will definitely be reaching out again when I travel

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Divya K.
Drop-In Visits
5.0 out of 5 stars

Grace is the absolute best — she’s communicative, proactive, and so detail-oriented! She takes amazing care of my cats while I’m away and makes sure that their care is one less thing I have to worry about, and I’m so grateful for that peace of mind.

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Sunyou K.
Drop-In Visits
5.0 out of 5 stars

Chelsea came and spent a few hours with my anxious dog and was so lovely. My dog loved her right away and I got updates while I was out which I appreciated! I will definitely use Chelsea again!

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Aryn V.
Drop-In Visits
5.0 out of 5 stars

Kaylie took such great care of my senior kitty while I went away for the weekend. She was very quick to respond, and sent me wonderful pictures and updates. He was well cared for and happy. I would definitely book with her again!

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Teresa B.
Drop-In Visits
5.0 out of 5 stars

Paola was so great with my cat, Nim. She was very responsive and sent pictures after every visit. I couldn’t recommend her enough!!

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Maris P.
Drop-In Visits
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Sitters in Armour Square average 6
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