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

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Sitter Profile Image: Shimmy G.
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Sitter Profile Image: Shimmy G.
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1. 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
131 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: Niko F.
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Sitter Profile Image: Niko F.
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2. Niko F.

Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
0.7 mi. away
Drop-In Visits, 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.

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
40 repeat clients
from
$21
per visit

Crystal was amazing! She was super communicative, punctual, loving and dedicated to taking care of our kitties while we were out of town. My kitties were a little disagreeable since it wasn’t us at home but she took such good care of them including administering medication to a somewhat grumpy furbaby. I was at ease knowing that she was taking care of them. I’m so appreciative of all she did!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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4. 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: christian t.
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Sitter Profile Image: christian t.
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5. 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!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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6. 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 went above and beyond for my cats. One of my cats had a vomiting incident and Emily went so far as to clean/disinfect the rug and drag it into my room to keep the cats away from the disinfectant on the rug while it dried. The cats also loved her as usual!

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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7. 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 is great! She has a lot of patience for my overly excited and kind of loud dog. Diesel can tell she is a dog-person and is always excited to see her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashleigh H.
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Sitter Profile Image: Ashleigh H.
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8. 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 😊

Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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9. 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: Otis B.
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Sitter Profile Image: Otis B.
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10. 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 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!

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Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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11. 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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sidoni G.
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Sitter Profile Image: Sidoni G.
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12. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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13. 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 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!

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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
27 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: 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: Ericka J.
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Sitter Profile Image: Ericka J.
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17. 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: Kristi T.
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Sitter Profile Image: Kristi T.
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18. 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
34 reviews
11 repeat clients
from
$20
per visit

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.

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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 is great sitter. He took care of my kitty when I’m away traveling. He is super nice to our kitty and very responsive as well. Definitely recommend!

Sitter Profile Image: jiehui l.
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Sitter Profile Image: jiehui l.
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20. jiehui l.

I treat all pet like my own pet
Bridgeport, Chicago, IL, 60616
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$20
per visit

He is really nice guy! He has a lot of patience and kind. Once our family don’t have time take care our dogs. Jiehui Li help us walk dogs and take care. It’s two huge fat German Shepherd Dogs. He has his own way to treat the animals. Oh, by the way he has two adorable cats.

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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