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
30 reviews
24 repeat clients
from
$22
per visit

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.

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, 60653
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
41 repeat clients
from
$21
per visit

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!

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
141 reviews
26 repeat clients
from
$20
per visit

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: Abigail R.
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Sitter Profile Image: Abigail R.
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4. Abigail R.

Here to care like their my own!
Loop, Chicago, IL, 60606
2.4 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$10
per visit

As a lifelong pet owner, Abigail possesses a wealth of experience in dealing with pets, and she is very caring and attentive to their needs.

Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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5. 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
117 reviews
36 repeat clients
from
$20
per visit

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!

Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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6. Michael D.

Star Sitter
Dog Lover Ready to Love Your Dogs
Chicago, IL, 60609
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
10 repeat clients
from
$20
per visit

Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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7. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$23
per visit

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

Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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8. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
25 repeat clients
from
$25
per visit

Otis was able to take a last minute request which helped me in a huge way from me cancelling an important trip. He took care of my pets incredibly well during his visits and offered to house sit as well for no additional! He was communicative everyday and sent me great status reports. Would recommend Otis 5/5!

Sitter Profile Image: Lisa H.
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Sitter Profile Image: Lisa H.
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9. Lisa H.

Star Sitter
Extended family to your fur babies
Loop, Chicago, IL, 60607
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$20
per visit

My puppy, Ben, loves Lisa and waits for her visits every day. Ben mean the world to me and it takes a lot for me to trust someone with them. Lisa cares for my puppy as if they were her own. She is extremely professional, responsible, and caring.

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
79 reviews
34 repeat clients
from
$25
per visit

David is a great communicator. He followed instructions effectively and asked good questions. We loved the pictures and keeping us in the loop during the visit. He also was so nice and great to interact with over the app. It made our first experience booking someone on here a very pleasant experience. Thank you so much, David!

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

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: Monica & Calvin M.
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Sitter Profile Image: Monica & Calvin M.
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12. Monica & Calvin M.

Rover 101
Your fur baby's new best friends!
Lower West Side, Chicago, IL, 60608
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
257 reviews
104 repeat clients
from
$25
per visit

This was our second time having Monica & Calvin watch Albert. They do such a great job with him and provide tons of updates. Would definitely recommend!

Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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13. Jessica F.

Star Sitter
Compassionate Behavior Specialist
Chicago, IL, 60607
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
17 repeat clients
from
$30
per visit

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: Amanda J.
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Sitter Profile Image: Amanda J.
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14. Amanda J.

Star Sitter
Graduate student who loves animals!
Chicago, IL, 60607
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$25
per visit

Amanda was wonderful! Very good with my kitty, responsive, and kind. AND she was able to pick up another day when my other sitter bailed. I’m so glad to find her!

Sitter Profile Image: Sujae V.
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Sitter Profile Image: Sujae V.
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15. Sujae V.

Love and attention for all animals
Chicago, IL, 60608
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$22
per visit

Sujae is an excellent cat sitter. She came for drop in visits on time and consistently over multiple days. I liked seeing pictures of all the cats and the nice notes she left. She helped me out of a jam when another sitter cancelled my pet sitting while I was already out of town. Rover helped me find Sujae and I’m super happy we found each other! Sujae did a wonderful job for me and my cats. Thanks Sujae!

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

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: Sidoni G.
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Sitter Profile Image: Sidoni G.
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17. Sidoni G.

Happy human for happy pups!
Lower West Side, Chicago, IL, 60608
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit

About: I have over 10 years experience caring for mainly dogs and cats. I’ve cared for pets of all ages and needs, starting with puppies and have had the honor of supporting multiple pets with end of life needs as well. I am a freelance designer that has a flexible schedule and am available starting at 7:30am through early afternoon 1pm. Monday through Friday and open to weekends if needed. I have a car and at home have access to an enclosed patio where pets are free to run around out energy running around and practice daily games and training exercises.

Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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18. 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

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: Julianne F.
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Sitter Profile Image: Julianne F.
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19. 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
$23
per visit

Julianne was so sweet and took such great care of our kitty while we were away! Her communication was excellent - we really appreciated her detailed updates and loads of pictures too! Would definitely recommend booking with her :)

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
19 repeat clients
from
$25
per visit

Jeff did a wonderful job with my 4 cats. I was really nervous leaving them alone with a stranger, but from the beginning he was very responsive and communicative. When he came by for the meet and greet it was clear he was a cat lover, and took the time to get to know my cats individually. I left him very complicated instructions (4 cats, 4 different diets, all 4 needed medicines), and he handled it like a pro. He sent me a ton of updates, photos and videos, and it was clear he put a lot of time into playing with them, petting them, bonding with them... I felt like I was able to relax and enjoy my vacation because they were in good hands. Highly recommend him!

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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