Pet Sitting in Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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1. Niko F.

Star Sitter
Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
0.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
43 reviews
28 repeat clients
from
$22
per visit
Profile image

Niko was attentive and sent detailed messages regarding his visits with my pet. He took good care of my car. I would highly recommend his services!

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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2. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60616
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
42 repeat clients
from
$21
per visit
Profile image

Crystal did a wonderful job caring for our cats over the holidays! She was dependable and went out of her way to make sure they were loved. She consistently spent time playing with them, not just making sure their basic needs were met. Additionally, one day when there was an issue with our automatic litter box, she quickly communicated with us and spent extra time troubleshooting how to fix it and got it working again. We greatly treasured the photos and updates she sent us each day. We highly recommend Crystal as a catsitter!

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Sitter Profile Image: Shimmy G.
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Sitter Profile Image: Shimmy G.
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3. Shimmy G.

Star Sitter
I love my pups & I’ll love yours!
Near South Side, Chicago, IL, 60605
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
150 reviews
27 repeat clients
from
$20
per visit
Profile image

Shimmy is wonderful with my pup! She gives him lots of great play time and takes great photos. I trust that he is in good hands when Shimmy comes over!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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4. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
118 reviews
35 repeat clients
from
$20
per visit
Profile image

Emily was so great with our cats! She always sent photo updates along with her check-in messages and she was flexible and able to come out again when the automatic feeder got jammed. I would definitely recommend Emily’s services and happily rebook her as a cat sitter!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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5. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
12 reviews
from
$17
per visit

Jason walked our dog Tucker for 7+ years. He was awesome with him and always went above and beyond. Not to mention, he helped train him out of his leash reactiveness. I would trust Jason with any of my dogs.

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Sitter Profile Image: Yaneris A.
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Sitter Profile Image: Yaneris A.
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6. Yaneris A.

Happy walks for happy pups!
Chicago, IL, 60608
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$20
per visit

Yaneris is an amazing person who loves dogs! She has her own dog who is her baby, and you can see just from that how much she loves dogs. She is always the first person I think of when someone needs a person to take care of their dog (either walking them or dog sitting). She pays attention to every single detail when she has to take care of a dog and is always reachable in case you want that she sends you pics of your little dog baby. I will always recommend Yaneris for anything that is related to animals. She is fluent in both Spanish, which makes it perfect for any Hispanic family that needs someone to take care of their dog.

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Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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7. Jessica F.

Star Sitter
Compassionate Care - Sliding Scale
Chicago, IL, 60607
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
20 repeat clients
from
$30
per visit
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Jessica was absolutely amazing with our cats. She was extremely efficient with communicating during check ins and caring for their needs. I will definitely book with her again.

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Sitter Profile Image: Kathryn K.
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Sitter Profile Image: Kathryn K.
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8. Kathryn K.

Your furry friends favorite walker!
Near West Side, Chicago, IL, 60608
1.1 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Kathryn is a responsible pet caregiver and will ask questions of how we would like her to address our puppy as far as training commands so that she can follow through with them. Kathryn is reliable and compassionate. Our dog, Bango gets so excited when Kathryn comes and is definitely tired out after their walks. I highly recommend Kathryn!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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9. David K.

Star Sitter
Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
34 repeat clients
from
$25
per visit
Profile image

David very clearly LOVES animals. He spent the time to make sure our cats were well loved and cared for and even went out of his way (literally) to make it out to our place over the holiday weekend. I would recommend David for any services you may need!

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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10. Nicole K.

Pet Loving College Student
Chicago, IL, 60608
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$15
per visit
Profile image

1st time away from my kids for more than two nights & also this was my 1st time using Rover. Anxiety is running super high but everything went off without a hitch. Nicole was extremely professional an took great care of my kids! I will be using Rover & hoping that I can book Nicole again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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11. Erin M.

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

Erin did a great job with our cats. She hit all of the scheduled visits and sent pictures each time. The boys filed no complaints upon our return. I would rebook in the future.

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Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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12. Samantha L.

Devoted College Pet Sitter 🐾
Near West Side, Chicago, IL, 60607
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$20
per visit
Profile image

Sam was great with my cat, Leo! She gave me detailed updates each time she dropped in and sent photos which was appreciated :)

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Sitter Profile Image: Katie "Anni" W.
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Sitter Profile Image: Katie "Anni" W.
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13. Katie "Anni" W.

Welcoming all fur babies :)
Near South Side, Chicago, IL, 60616
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$20
per visit

I have booked her multiple times for my dogs when I go on vacation and business trips. She always makes them feel comfortable right away and I can tell they are having a good time when I see their pictures together. I would recommend her to anyone trying out Rover!

Sitter Profile Image: Addy T.
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Sitter Profile Image: Addy T.
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14. Addy T.

Experienced with cats and dogs!
Chicago, IL, 60616
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$15
per visit
Profile image

Addy was awesome!!! Thank you so much!

Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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15. Erik W.

Star Sitter
Flexible schedule for cats and dogs
Chicago, IL, 60608
0.8 mi. away
Drop-In Visits
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$17
per visit
Profile image

Erik was great! He took care of Ghost like she was one of his own. Tons of photos and updates which is great. Ghost doesn’t like being alone for too long so it was perfect having Erik to check in on her and make sure she gets some love each day.

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Sitter Profile Image: Ericka J.
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Sitter Profile Image: Ericka J.
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16. Ericka J.

Loving dog walker 🐶🐾
Bridgeport, Chicago, IL, 60608
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$25
per visit
Profile image

Ericka helped us while we were on vacation by checking on our cat, making sure she had fresh food/water and a clean litter box. She sent us pictures of our kitty and gave us updates at every check-in. Would definitely recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Aela B.
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Sitter Profile Image: Aela B.
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17. Aela B.

Happy Pets, Happy You!
Chicago, IL, 60616
0.9 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$18
per visit

Aela has always been a loving and compassionate person - especially to animals. With her own pets and her experience volunteering at an animal shelter, she has proven to be a reliable caretaker for any animal that comes her way.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Li S.
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Sitter Profile Image: Li S.
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18. Li S.

WILL RUN, JUMP,& PLAY WITH YOUR DOG
Lower West Side, chicago, IL, 60608
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
6 repeat clients
from
$20
per visit
Profile image

Li is an amazing cat sitter! They were extremely communicative throughout the entire process, from start to finish. While I was away, Li sent me sweet photos of my little boy, and really put me at ease with being away from my kitty. I'm so grateful for Li and would love for them to take care of my boy again in the future. Thanks Li!!

Sitter Profile Image: Jeff O.
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Sitter Profile Image: Jeff O.
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19. Jeff O.

Star Sitter
Caring, reliable pet sitting
Lower West Side, chicago, IL, 60608
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
20 repeat clients
from
$25
per visit
Profile image

Amazing! After my planned sitter bailed, Jeff showed up at the last minute. He somehow got my very shy cat to play after meeting only twice! He showed up each day, fed and watered Karma per the instructions and sent pics and even a video. Also, he emptied my sink to keep Karma from getting in to stuff which was super helpful! Thanks Jeff!

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Sitter Profile Image: Courtney H.
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Sitter Profile Image: Courtney H.
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20. Courtney H.

Animal lover, current dog owner
Chicago, IL, 60608
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
25 years of experience
from
$17
per visit

About: I’ve taken care of various dogs for the past 25 years - either through dog sitting or owning my own dogs. Have vast experience feeding, walking, taking care of pups! I have the ability to work from anywhere, so I can be very flexible with schedules! Also, my after hours are currently flexible as well! All the things your pup needs! Walking, feeding, and most importantly, snuggling. Would just want to know a bit about how your pup behaves, and I can adapt!

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Chicago Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Chicago are rated on average 5 out of 5 stars based on 7,553 reviews.

Check out the Pet Sitting & Drop Ins in your neighborhood:

Rover also offers Pet Sitting & Drop Ins in:

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Rover.com is the simple, savvy way to find and book Chicago house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Chicago on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 300,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Chicago, IL house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Drop-In Visits