Pet Sitting & Drop Ins in Armour Square, Chicago

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Sitter Profile Image: Jason C.
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Sitter Profile Image: Jason C.
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1. Jason C.

Rover 101
Star Sitter
Just rly <3 pets (y hablo español)
Chicago, IL, 60628
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
Profile image

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.

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Nico M.
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Sitter Profile Image: Nico M.
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2. Nico M.

Caring for your pet like my own
Chicago, IL, 60605
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
22 reviews
2 repeat clients

Nico has been walking our dog Winnie for a little over a year now. He is super responsive and very reliable. We can tell how well he takes care of Winnie by seeing how much she loves him and is always looking forward to their walks together. Nico always leaves a super detailed recap of their walk with a ton of pictures. He follows ALL instructions we leave him, whether that is to use a harness, wipe her paws, etc. Recently, Winnie was sick and we had to leave Nico instructions for specific medication and food. He made sure to always follow them closely and we always felt that we can trust Nico to watch and walk Winnie. Additionally, we told Nico we were working on some training things (not jumping on people) and he has made sure to continue the training when he is walking her. If you’re looking for a reliable and trustworthy dog walker that will love your dog, we would HIGHlY recommend hiring Nico.

Availability updated today
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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3. Niko F.

Star Sitter
Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
1.3 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
121 reviews
38 repeat clients
Profile image

Niko and I had some hiccups in the beginning of his first visit with us, but after that everything went smoothly. My cat is kinda a turd and I booked Niko knowing he had lots of cat experience. His visits seemed to have went as smoothly as I could have hoped for. Great communication and that was very appreciated.

Availability updated today
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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4. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60616
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per visit
5.0 out of 5 stars
119 reviews
55 repeat clients
Profile image

Crystal is wonderful! She looked after my beloved cat during drop-in visits. We had a nice meet-and-greet, and I felt very comfortable leaving my Simon in Crystal's care while I was away for a few days. She sent detailed updates each day and made a lot of effort in making sure he was cared for. I look forward to booking with her again in the future!

Availability updated 3 days ago
Sitter Profile Image: molly m.
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Sitter Profile Image: molly m.
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5. molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5.0 out of 5 stars
71 reviews
21 repeat clients
Profile image

Molly is great with our boys! They’ve warmed up to her so quickly! She sends the cutest pics and always leaves a note for us when we come back. Highly recommend her for your fur babies!

Availability updated 3 days ago
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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6. David K.

Star Sitter
Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
106 reviews
37 repeat clients
Profile image

David was absolutely wonderful. Went above and beyond any rover sitter we have worked with, who were also great! He was incredibly kind and considerate with our pet and with our home. We highly highly recommend David for any of your pet’s needs!

Availability updated yesterday
Sitter Profile Image: Namira J.
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Sitter Profile Image: Namira J.
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7. Namira J.

My service is a walk in the park!
Near South Side, Chicago, IL, 60616
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

Namira was great! Very communicative throughout the whole process, wonderful with my dog, attentive to details. 10/10 experience!

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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8. Erin M.

Reliable care for your pet
Bridgeport, Chicago, IL, 60608
1.2 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
57 reviews
15 repeat clients
Profile image

We loved having Erin cat sit for us! She was on time, communicated well and was extremely considerate of other home needs! We would highly recommend her!

Availability updated 3 days ago
Sitter Profile Image: DEMIN Z.
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Sitter Profile Image: DEMIN Z.
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9. DEMIN Z.

Rover 101
Univ.Staff &Tail Wagging Care
Near South Side, Chicago, IL, 60605
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
33 reviews
8 repeat clients
Profile image

Demin is a person of few words — I’ve been used to Rover sitters who write out a little report of their visit and she merely checked off the boxes — yet she strikes me as efficient. We appreciated that she sent daily pictures and even a few videos of brushing the cat, which were very cute!

Availability updated 4 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Jasmine M.
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Sitter Profile Image: Jasmine M.
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10. Jasmine M.

Your fur baby’s next best friend!💝
Bridgeport, Chicago, IL, 60608
1.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
3 reviews
Profile image

We needed someone last minute to drop in and check on our cat. Jasmine saved the day and was able to check in on our cat. She was super communicative and sent updates step by step during the drop in. I would definitely book with her again! Thank you!

Availability updated 3 days ago
Sitter Profile Image: Wendy L.
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Sitter Profile Image: Wendy L.
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11. Wendy L.

Responsible pet walker and sitter!
Bridgeport, Chicago, IL, 60608
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
Profile image

Wendy is wonderful and I will not hesitate to hire her again. Her cat photography skills are top-notch, and it’s clear she truly loves animals. She’s very professional and kind. Highly recommended!

Availability updated over 1 year ago
Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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12. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
156 reviews
44 repeat clients
Profile image

This past weekend was the first time Emily took care of my two cats and she was amazing. I left her a list of Kitty To Do’s and sticky notes all over the house lol and she knocked it all out at each visit. Unfortunately one of my cats is a super picky eater and you have to try a couple things for him to eat and she tried it all until he ate not once but twice then she would leave. She made my trip less stressful because I knew my boys where in good hands. She also is a great photographer, I received multiple pics of my boys at each visit which made my day!

Availability updated 7 days ago
Sitter Profile Image: Sarah B.
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Sitter Profile Image: Sarah B.
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13. Sarah B.

Star Sitter
Pet Sitter in Pilsen
Lower West Side, Chicago, IL, 60608
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
Profile image

Very nice and friendly to my cats. Even brushed them a little!

Availability updated 9 days ago
Sitter Profile Image: Andrea H.
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Sitter Profile Image: Andrea H.
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14. Andrea H.

Animal lover ❤️
Douglas, Chicago, IL, 60616
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5.0 out of 5 stars
8 reviews

My first time using Rover and will definitely reboot with Drea. She was an amazing sitter, she sent me a few pictures of my dog throughout his stay. She planned out the activities and made sure to confirm his diet. Overall had a great first experience.

Availability updated 3 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Ruslan S.
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Sitter Profile Image: Ruslan S.
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15. Ruslan S.

Taking Care of Your Pet as my own
Near South Side, Chicago, IL, 60616
0.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 reviews

Ruslan is truly an amazing pet sitter! He took care of our dog in the most wonderful way, treating him with so much love and attention. From regular walks and playtime to making sure our pup was well-fed and happy, Ruslan went above and beyond to keep our dog comfortable and content. He sent us daily updates and pictures, which really put our minds at ease while we were away. It’s clear that he genuinely cares about animals and has a natural ability to connect with them. We couldn't have asked for a better person to care for our furry friend!

Availability updated 3 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Carli S.
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Sitter Profile Image: Carli S.
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16. Carli S.

An experienced dog lover
Douglas, Chicago, IL, 60620
0.9 mi. away
Drop-In Visits, Dog Walking
from
$23
per visit
5.0 out of 5 stars
38 reviews
14 repeat clients
Profile image

Carli did a great job walking and feeding my dog while I was away and she also sent several videos of her playing with my dog. Extremely easy to contact and I never had to worry!

Availability updated 4 days ago
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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17. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5.0 out of 5 stars
28 reviews
6 repeat clients
Profile image

levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around

Availability updated 13 days ago
Sitter Profile Image: Netiya S.
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Sitter Profile Image: Netiya S.
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18. Netiya S.

Caring for others is my passion.
Bridgeport, Chicago, IL, 60608
0.9 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
52 reviews
19 repeat clients
Profile image

Netiya is a great pet sitter, has looked after both my dog and my cat. She is communicative and caring. She will look after your pets and keep them happy while you are away!

Availability updated 5 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Zoe K.
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Sitter Profile Image: Zoe K.
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19. Zoe K.

Hello. My name is Zoe Kinser.
Armour Square, Chicago, IL, 60616
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
30 reviews
9 repeat clients
Profile image

Zoe was great. My cats, who often are iffy with strangers, really liked her. She’s communicative, replies quickly, sent photos everyday and some videos. I would love to have her watch my cats again the next time I’m out of town.

Availability updated over 1 year ago
Sitter Profile Image: Annie X.
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Sitter Profile Image: Annie X.
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20. Annie X.

Rover 101
Your 1st kitty/doggy visit FREE ✔
Armour Square, Chicago, IL, 60616
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per visit
5.0 out of 5 stars
126 reviews
97 repeat clients
Profile image

Annie was dependable, communicative, and followed all instructions! Her daily photo updates helped put me at ease. I'd definitely recommend her services for those in need of a reliable cat sitter!

Availability updated 47 days ago
Confirmed availability for Christmas and New Year's

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