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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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
41 reviews
28 repeat clients
from
$22
per visit
Profile image

Thank you so much for all the photos and updates! Baker was happy to have us home but with your care he was well looked after. If anyone is looking for a cat sitter I can highly recommend you as the affection and play time you give was well worth every penny. Thank you for taking care of our boy.

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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 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.

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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
36 repeat clients
from
$20
per visit
Profile image

Emily was fantastic! She took lots of time to play with my two cats and provided me with thorough updates on how they were doing each day. She was also very responsive and communicative. I would definitely book her again!

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Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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5. 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

Samantha is one of the most compassionate and nurturing people I know! Her connection and relationship with animals is admirable. From caring for her own five dogs with the utmost passion and dedication, she’s been a loyal choice for me whenever I have dog sitting needs. Amongst our friends, she’s reliable and trustworthy whenever we have a pet sitting task since she’s able to adapt and problem-solve when a situation gets out of hand. I highly recommend her for any and all of your pet needs! She excels at communication and empathizes with all of your worries which she quickly puts to rest.

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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 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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7. 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 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!

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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8. 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.

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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: Erik W.
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Sitter Profile Image: Erik W.
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10. 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.

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: Kathryn K.
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Sitter Profile Image: Kathryn K.
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12. 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!

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Sitter Profile Image: Ericka J.
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Sitter Profile Image: Ericka J.
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13. 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: Tracie T.
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Sitter Profile Image: Tracie T.
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14. Tracie T.

*BRIDGEPORT/PILSEN AREA*
Bridgeport, Chicago, IL, 60616
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$20
per visit
Profile image

I made a last minute booking with Tracie and it was so easy to communicate and coordinate meeting up before hand to meet the cats and share keys. One of my cats is quite skittish and it was great to see in pics and a video how she warmed up to Tracie. Great pet care, highly recommend!

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Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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15. Kelsey S.

I’m an animal lover + tree hugger.
Chicago, IL, 60616
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$20
per visit
Profile image

Kelsey is an excellent pet sitter. My cat is very shy but seemed to take a liking to her immediately. She is a great communicator, very punctual, and thoughtful.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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16. 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 is such a great dog walker! He's been walking my dog, Louie, for two years. Louie gets so excited anytime my phone rings because he thinks it's Jason! He takes him for long walks with a group of other dogs, and they often go to play in the dog park. I can tell that Jason loves Louie (and all dogs!) and always trust that Louie will be well cared for with him.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julianne F.
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Sitter Profile Image: Julianne F.
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17. 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
75 reviews
21 repeat clients
from
$25
per visit
Profile image

Julianne took good care of our cats! We have two scaredy cats and she took the time to find them in their hiding places to make sure they were ok. Her detailed notes and photos gave us peace of mind while we were away. I highly recommend Julianne!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Aela B.
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Sitter Profile Image: Aela B.
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18. 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 passionate and shown endless love towards dogs and cats. She constantly asks to take pictures of dogs whenever we pass by an adorable dog. Aela has volunteered at PAWS Chicago and handled many dogs and cats. She also shows much love to her two dogs. She is responsible and caring whenever she is with her dogs or sits any of her friends pets. She is a good candid to be a pet caregiver

Sitter Profile Image: Kristi T.
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Sitter Profile Image: Kristi T.
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19. 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 did a fantastic job with my cat, Aria. She doesn’t usually like strangers, but she seemed to like Kristi immediately. Aria seemed well taken care of while I was away and I recommend Kristi for anyone needing a cat sitter.

Sitter Profile Image: Jeff O.
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Sitter Profile Image: Jeff O.
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20. 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

Jeff is a great sitter with a genuine love of cats. He spent lots of time with my kitties and gave them great care and attention. Highly recommend!

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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