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

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

Niko was attentive and sent detailed messages regarding his visits with my pet. He took good care of my car. I would highly recommend his services!

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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.

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!

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.

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
41 repeat clients
from
$21
per visit
Profile image

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!

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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 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: Yaneris A.
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Sitter Profile Image: Yaneris A.
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5. 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 the most loving and caring dog owner and sitter I know. She has taken care of my two dogs plenty of times with both visits and walks and house-sitting, and I have to say that my babies love her. She gets them treats, long walks, plays with them at the park, and lets them go in bed with her even when I tell her she doesn't have too. In a nutshell, your pets will be more than take care off in Yaneris's hands.

Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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6. 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: 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 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: Samantha L.
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Sitter Profile Image: Samantha L.
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8. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amy C.
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Sitter Profile Image: Amy C.
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9. Amy C.

Animal enthusiast with extra ♥️
Chicago, IL, 60605
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
4 repeat clients
from
$20
per visit

Amy was absolutely amazing with caring for our pets and their various needs. Very helpful, kind, and communicative. Couldn’t have asked for better care of our animals! Would highly recommend!

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

Star Sitter
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
8 reviews
2 repeat clients
from
$17
per visit
Profile image

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 😊

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

We loved having Erin cat sit for us! She was on time, communicated well and was extremely considerate of other home needs! We would highly recommend her!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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12. 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
31 reviews
11 repeat clients
from
$25
per visit
Profile image

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!

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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13. 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.

Sitter Profile Image: Sean P.
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Sitter Profile Image: Sean P.
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14. Sean P.

Star Sitter
Feral Cat Caretaker, Friend to Pups
Chicago, IL, 60608
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
11 repeat clients
from
$25
per visit
Profile image

Sean watched my pet while I was on vacation and I would definitely ask him to do so again. He was very professional and sent thorough daily updates.

Sitter Profile Image: Kristi T.
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Sitter Profile Image: Kristi T.
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15. 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
Profile image

Kristi did an incredible job! She was so communicative and thoughtful through out the whole weekend that we had her doing check-ins on our cat, Senga. We will for sure be returning customers in the future. Thank you so much for everything, Kristi!!!

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 has been my reliable walker and boarder for my two large dogs for going on ten years. I have trusted him fully to care for the dogs: walk them mindfully, safeguard them, and understand their behavior. He is also trustworthy with one's home, properly placing leashes where they belong and locking up securely. Based on my experience, I cn only highly recommend Jason.

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!

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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
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!

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

Amazing! After my planned sitter bailed, Jeff showed up at the last minute. He somehow got my very shy cat to play after meeting only twice! He showed up each day, fed and watered Karma per the instructions and sent pics and even a video. Also, he emptied my sink to keep Karma from getting in to stuff which was super helpful! Thanks Jeff!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sidoni G.
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Sitter Profile Image: Sidoni G.
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20. 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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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.

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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