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

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
44 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!

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 was timely and very communicative while watching my cats. I’m so glad to have found her and look forward to scheduling with her in the future.

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
154 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!

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 is a great and attentive sitter. She always let me know if there was an issue (there rarely was) and treated my two kitties with great care! They were happy to have someone to play with while I was gone! :) Will definitely turn to Emily if I need to rebook in the future!

Sitter Profile Image: Maggie R.
Sitter Profile Image: Maggie R.

5. Maggie R.

A teacher who is dog-deprived!
Near West Side, Chicago, IL, 60608
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$20
per visit

I have known Maggie since she was born. Maggie is a very responsible young lady. Besides being a HUGE animal lover, she wouldn't hesitate to ask a question, or voice a concern. She dog sat for many years for a close friend (who had between 4-6 dogs at any given time!) (we are both considered surrogate "aunts" LOL). I would trust Maggie with ANYthing. Before Maggie bought her car, I even let her use my car (or just drive me around LOL). Anyone would be lucky to have Maggie take care of their pets (or children or house -- you name it).

Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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6. 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

I am so very happy having Jason to care for my dog George. When I drive up to Jason’s Residence my dog is truly happy to see him Jason takes care of my dog and I trust him. He also make meals for my dog

Sitter Profile Image: Kathryn K.
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Sitter Profile Image: Kathryn K.
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7. 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!

Sitter Profile Image: Yaneris A.
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Sitter Profile Image: Yaneris A.
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8. 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 a very caring and attentive dog owner and dog sitter. With her dog Arya, Yaneris has organized a routine for Arya in terms of the meals and walks. Yaneris has also taken the initiative to attend dog training programs with Arya, where her dog has learned how to behave well. Arya is a very sweet dog that gets along with other dogs and I believe this is due to Yaneris’ loving care towards Arya. More importantly, Yaneris tenderly reminds Arya that she must play nice with other dogs and Arya always listens to her. Yaneris ensures that Arya goes to the vet very frequently to stay up to date with her vaccines. When Arya is not feeling well, Yaneris either calls the emergency dog care number or makes an appointment with the vet. If Arya needs to take medication prescribed by the vet, Yaneris sets reminders on her phone to let her know when it is time for Arya to take the medicine. Even though Yaneris is currently in school, she makes time to play with Arya, especially on the weekends. Yaneris is always looking for dog events in Chicago, where Arya can meet other dogs or simply just have fun outdoors. Aside from taking care of Arya, I have seen Yaneris dog sit for her friend’s two dogs. Before taking care of the dogs, she asks the dog owner for the dog care plan - the meals, their walk routine, any reminders she must be aware of, etc. Yaneris has a great balance when going on walks with 3 dogs. Before going on walks with the dogs, Yaneris reminds them that they must listen to her. At the park, Yaneris does a great job in getting the dogs to come back to her in order to put on their leashes and return home. She also checks in regularly with the dog owner to let them know how their dogs are doing. During the time the dogs are at Yaneris’ home, she makes her space cozy for them, so they also feel the same loving care that Arya receives. I believe Yaneris will take very good care of any dog that is placed with her. The dogs will definitely feel at home with her.

Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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9. 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
Profile image

When I needed someone to watch over my cat, I found Jessica, and I couldn't have been happier with her care, she was amazing. She followed all instructions to kept my cat entertained, and even sent me regular updates and cute photos. When I got back, my cat was relaxed and happy, clearly enjoying her time with Jessica.

Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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10. 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 took great care of our kitty for a weekend of drop-in visits! Super responsive, very detailed updates with photos, and overall great communication.

Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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11. 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.

Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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12. 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.

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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13. 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

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!

Sitter Profile Image: Julianne F.
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Sitter Profile Image: Julianne F.
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14. Julianne F.

Nurturing Care Giver & Animal Lover
Lower West Side, CHICAGO, IL, 60616
0.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
21 repeat clients
from
$25
per visit
Profile image

She’s amazing! We always get the most thorough report card for our two babies and she recently watched both of our cats for a week while we were out of the country and she arrived twice a day at the time we requested and sent lots of pics and played with our fur babies in the most fun and loving way! We felt 100% at ease having her here and that our cats were well taken care of! Forgot to mention one of our cats is senior and needs meds and lots of love and she was always in amazing shape and cared for when we returned…not stressed at all, which never happens after long times away! We will continue to use Julianne and are so grateful for her!

Sitter Profile Image: Ericka J.
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Sitter Profile Image: Ericka J.
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15. 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!

Sitter Profile Image: Aela B.
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Sitter Profile Image: Aela B.
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16. 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.

Sitter Profile Image: Kristi T.
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Sitter Profile Image: Kristi T.
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17. Kristi T.

Rover 101
Ready to swap secrets w/ your pets!
Chicago, IL, 60608
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
11 repeat clients
from
$20
per visit
Profile image

Kristi was our first experience using Rover and I would absolutely book her again. She is flexible, responsive, and always on time. Kristi sends photos after each visit, which were very reassuring! Our cat was well taken care of and seemed at ease in her company.

Sitter Profile Image: Addy T.
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Sitter Profile Image: Addy T.
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18. 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: 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!

Sitter Profile Image: Li S.
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Sitter Profile Image: Li S.
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20. 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!!

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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:

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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