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
Which dates do you need?
What size are your dogs (lbs)?

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.

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
24 reviews
20 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.

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Sitter Profile Image: Shimmy G.
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Sitter Profile Image: Shimmy G.
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2. Shimmy G.

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
129 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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3. Crystal R.

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
89 reviews
39 repeat clients
from
$21
per visit

She was very flexible with our schedule and when we asked her if she could extend she had no issue whatsoever with it. She gave us constant updates and communication and when my dog ripped open a bag she let us know and took it out. I would highly recommend Crystal to anyone.

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Sitter Profile Image: christian t.
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Sitter Profile Image: christian t.
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4. christian t.

South loop sitter
Loop, Chicago, IL, 60605
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$17
per visit

Having entrusted my beloved furry companion to my friend's care through Rover, I can't recommend them highly enough! Their dedication to providing top-notch pet sitting services is unmatched. With a genuine love for animals and a keen eye for detail, they ensure every wag and purr is met with the utmost attention and care. Your pet will be in the best hands with them on Rover!

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

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
32 repeat clients
from
$25
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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6. Michael D.

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
20 reviews
8 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!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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7. Emily N.

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
114 reviews
36 repeat clients
from
$20
per visit

Emily was phenomenal. She tend to our cats needs right away. She knew how to interact and she was really thorough with all the instructions that were given I would definitely book her again to babysit.

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Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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8. Jessica F.

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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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9. Otis B.

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

Otis has been quick to respond and super communicative. He clearly loves dogs and is attentive and patient with our fearful dog, which we really appreciate. So glad to have found him!

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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashleigh H.
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Sitter Profile Image: Ashleigh H.
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11. Ashleigh H.

Sloop couple saving for a wedding
Near South Side, Chicago, IL, 60605
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$17
per visit

Ashleigh is the perfect sitter. She's responsive and reliable. My dog is shy and she's able to build his trust. I am so happy to have her as my sitter 😊

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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12. 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
6 reviews
1 repeat client
from
$15
per visit

Nicole has been great with my reactive dog! She’s super communicative and timely with walking Pi and Pi looks forward to having her come around. Pi is a 3 legged dog who is dog reactive, so it’s not always easy to find someone who can accommodate her needs, but I can count on Nicole to do just that.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sidoni G.
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Sitter Profile Image: Sidoni G.
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13. 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.

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

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
26 reviews
11 repeat clients
from
$25
per visit

Amanda is wonderful and I am a repeat customer! She always does a great job taking care of my cat. She is polite and responsive, and I encourage you to book her!

Sitter Profile Image: Addy T.
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Sitter Profile Image: Addy T.
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15. 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
5 reviews
2 repeat clients
from
$15
per visit

Addy was awesome!!! Thank you so much!

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Sitter Profile Image: Sujae V.
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Sitter Profile Image: Sujae V.
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16. 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!

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Sitter Profile Image: Gabriela C.
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Sitter Profile Image: Gabriela C.
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17. Gabriela C.

Fun and reliable animal lover here!
Lower West Side, Chicago, IL, 60608
0.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$10
per visit

Gabriela is amazing! She took great care of my 2 cats while I was away. She ensured they had enough food and water, cleaned their litter boxes and also made sure to play with them as well. Will definitely book with her again in the future

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Sitter Profile Image: Ericka J.
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Sitter Profile Image: Ericka J.
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18. 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
8 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!

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

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 took such good care of our Olivia while we were away. We appreciated how thorough he was and that he sent us daily updates with photos. We 100% recommend him!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julianne F.
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Sitter Profile Image: Julianne F.
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20. 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
74 reviews
21 repeat clients
from
$25
per visit

Julianne was great and very communicative. Our baby was in great hands! She kept a good eye on his well-being and was quick to answer messages.

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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:

Rover also offers other services in Chicago:


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