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: Devin S.
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Sitter Profile Image: Devin S.
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1. Devin S.

Experienced dog and cat sitter!
Chicago, IL, 60654
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$16
per visit

Thank you!

Confirmed availability: Easter Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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2. Michael D.

Dog Lover Ready to Love Your Dogs
Lower West Side, Chicago, IL, 60608
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$20
per visit

Michael took fantastic care of our cat while we were out of town! He was very communicative the entire time we were gone and always sent lots of photos.

Confirmed availability: Easter Weekend
Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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3. 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
111 reviews
35 repeat clients
from
$20
per visit

Emily is an AMAZING cat sitter. She was super communicative, treated our cat so well, and went above and beyond. She would even bring in our packages and one time our cat made a mess and without even asking her to, Emily vaccummed our apartment. If you want truly exceptional care for your cat, please hire Emily. She is the cat sitter we will use moving forward. Thank you, Emily!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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4. 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
85 reviews
38 repeat clients
from
$21
per visit

Crystal was prompt, communicative, and very nice to our cats. I had missed her on the agreed time to meet up for the keys and first details entirely due to my fault, but she was very understanding. She sent pictures everyday during the check in. Thank you so much for taking care of Boba and Pudding!

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Sitter Profile Image: Josie S.
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Sitter Profile Image: Josie S.
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5. Josie S.

Animal Whispering Weirdo
Lower West Side, chicago, IL, 60608
0.4 mi. away
Drop-In Visits
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$20
per visit

Josie was a great sitter and very knowledgeable about cat care. She is considerate, communicative, and punctual; exactly what we want in a pet sitter.

Confirmed availability: Easter Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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6. 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
77 reviews
32 repeat clients
from
$20
per visit

David was awesome, kind, and SO COMMUNICATIVE in caring for our cats Gigi and Soup while we were out of 10. Goes above and beyond in terms of care, mishaps (cats knocking things over and scattering litter… classic!) and does so while making friends with our furry buddies.

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Sitter Profile Image: Martha G.
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Sitter Profile Image: Martha G.
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7. Martha G.

Fun and adventurous Chicago Native!
Lower West Side, Chicago, IL, 60608
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per visit

Martha took great care of my kitties while I was out of the country. She was also very respectful of my home. I never had to worry about if they were fed and loved. Will absolutely hire again!

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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
44 reviews
15 repeat clients
from
$25
per visit

Jessica did an awesome job of taking care of Ollie and Juni. Juni is a super shy kitty and she did a great job of making him feel comfortable. Thanks Jessica, we will see you soon for sure :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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9. 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
18 reviews
11 repeat clients
from
$22
per visit

Niko was absolutely amazing! He came in to let my pups out during one of my longer work shifts and they were immediately comfortable with him. He sent me so many pictures of them following their play time. Happy to rebook him again.

Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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10. Grace T.

Dog Lover!
Loop, chicago, IL, 60605
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
25 repeat clients
from
$20
per visit

Grace has been a regular dog walker for us for a couple months now and we're really happy to continue working with her. She's professional, easy to communicate with, and does a great job spending time with our dogs. We appreciate her greatly. I would recommend her highly.

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Sitter Profile Image: Shimmy G.
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Sitter Profile Image: Shimmy G.
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11. 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
118 reviews
19 repeat clients
from
$20
per visit

Shimmy is the best pet owner I know. I have watched her love, care, and celebrate many pets including 2 happy pups of her own. She is responsible, punctual, and a true professional. Whatever your pet care needs are she will fulfill with a smile and a treat. I would absolutely recommend her as a companion and care giver for any of your fur babies.

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Sitter Profile Image: Marlena H.
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Sitter Profile Image: Marlena H.
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12. Marlena H.

Shelter-animal trained pet sitter
Near West Side, Chicago, IL, 60607
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$20
per visit

Marlena is very responsive and flexible on the schedule, and easy to communicate! She is super nice and sent videos and photos when she checked in. I’ve booked a few times and worked great with her and will definitely rebook!

Sitter Profile Image: Nick M.
Sitter Profile Image: Nick M.

13. Nick M.

Compassionate care for your pet.
Chicago, IL, 60605
1.6 mi. away
Drop-In Visits
5.0 out of 5 stars
5 reviews
from
$11
per visit

Nick was the best cat sitter I've ever had! He went above and beyond to provide the best care for my cat and provided detailed updates along the way! I'm blown away by his compassion, kindness, and overall attentiveness. A great guy and a great cat sitter!

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Sitter Profile Image: Sydney S.
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Sitter Profile Image: Sydney S.
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14. Sydney S.

We wil exercise and play all day!
Near West Side, Chicago, IL, 60608
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$20
per visit

We love Sydney! She communicates quickly, gives us thorough updates, and loves on Pepper. She sends plenty of good photos, too. She’s flexible and helped us out in a tricky situation when we needed a sitter last minute. Pepper is sweet but a very particular dog who needs a sitter that understands that—Sydney gets it! I would highly recommend her.

Confirmed availability: Easter Weekend
Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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15. Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60616
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
193 reviews
84 repeat clients
from
$30
per visit

As usual, she is amazing. She’s a reliable sitter who we know we can turn to. Most recently she helped clean up a bad potty mess inside a kennel during one of her visits. We’re grateful and love knowing we can trust her :)

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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16. 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
5 reviews
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.

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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
from
$10
per visit

If you are looking for a caring, attentive, and friendly dog sitter, then, look no further!! I know my pooches are in good hands when they are with Gabriela! She is also a very good communicator which always puts my me and my wife at ease when we're away.

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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
2 repeat clients
from
$20
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
59 reviews
19 repeat clients
from
$25
per visit

First time using Jeff for my cat and it was during the Southwest scandal over the holidays so my schedule kept changing - he was super communicative, flexible, and was so attentive with my kitty. From what he sent me he seemed to have a natural easy chemistry with her and she seemed to really take to him. When I got back she even seemed less anxious than usual when I’m gone on trips! I’d highly recommend and he’s going to become a regular go-to for me!

Sitter Profile Image: Addy T.
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Sitter Profile Image: Addy T.
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20. 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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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