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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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
36 reviews
27 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!

Confirmed availability: Memorial Day Weekend
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
Profile image

Crystal did a wonderful job caring for our cats over the holidays! She was dependable and went out of her way to make sure they were loved. She consistently spent time playing with them, not just making sure their basic needs were met. Additionally, one day when there was an issue with our automatic litter box, she quickly communicated with us and spent extra time troubleshooting how to fix it and got it working again. We greatly treasured the photos and updates she sent us each day. We highly recommend Crystal as a catsitter!

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
144 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!

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Sitter Profile Image: Mia M.
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Sitter Profile Image: Mia M.
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4. Mia M.

I love all animals big and small
Chicago, IL, 60607
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$20
per visit
Profile image

mia is great! good communication throughout the drop-in and was very attentive to my anxious dogs requirements

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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
118 reviews
36 repeat clients
from
$20
per visit
Profile image

Callie is so comfortable with Emily! She truly is so kind and detail oriented when it comes to Callie’s care. I appreciate that she goes the extra mile to make sure our cat feels comfortable and safe while we are away. She is also great in communication and will help out wherever she can.

Sitter Profile Image: Ciera B.
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Sitter Profile Image: Ciera B.
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6. Ciera B.

1 year of experience/ vet tech
Chicago, IL, 60661
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
26 repeat clients
from
$14
per visit
Profile image

Thank you to Ciera for taking care of our senior cat. She was able to administer subcutaneous fluids to make sure our cat stayed healthy while we were out of town.

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Sitter Profile Image: Yaneris A.
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Sitter Profile Image: Yaneris A.
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7. 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 a very caring and attentive dog owner and dog sitter. With her dog Arya, Yaneris has organized a routine for Arya in terms of the meals and walks. Yaneris has also taken the initiative to attend dog training programs with Arya, where her dog has learned how to behave well. Arya is a very sweet dog that gets along with other dogs and I believe this is due to Yaneris’ loving care towards Arya. More importantly, Yaneris tenderly reminds Arya that she must play nice with other dogs and Arya always listens to her. Yaneris ensures that Arya goes to the vet very frequently to stay up to date with her vaccines. When Arya is not feeling well, Yaneris either calls the emergency dog care number or makes an appointment with the vet. If Arya needs to take medication prescribed by the vet, Yaneris sets reminders on her phone to let her know when it is time for Arya to take the medicine. Even though Yaneris is currently in school, she makes time to play with Arya, especially on the weekends. Yaneris is always looking for dog events in Chicago, where Arya can meet other dogs or simply just have fun outdoors. Aside from taking care of Arya, I have seen Yaneris dog sit for her friend’s two dogs. Before taking care of the dogs, she asks the dog owner for the dog care plan - the meals, their walk routine, any reminders she must be aware of, etc. Yaneris has a great balance when going on walks with 3 dogs. Before going on walks with the dogs, Yaneris reminds them that they must listen to her. At the park, Yaneris does a great job in getting the dogs to come back to her in order to put on their leashes and return home. She also checks in regularly with the dog owner to let them know how their dogs are doing. During the time the dogs are at Yaneris’ home, she makes her space cozy for them, so they also feel the same loving care that Arya receives. I believe Yaneris will take very good care of any dog that is placed with her. The dogs will definitely feel at home with her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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8. 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
25 reviews
5 repeat clients
from
$23
per visit
Profile image

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashleigh H.
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Sitter Profile Image: Ashleigh H.
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9. 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: 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
80 reviews
34 repeat clients
from
$25
per visit
Profile image

David took great care of our kitty for a weekend of drop-in visits! Super responsive, very detailed updates with photos, and overall great communication.

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Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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11. 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
6 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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12. 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!

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Sitter Profile Image: Ericka J.
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Sitter Profile Image: Ericka J.
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13. 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!

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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14. 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: 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 a fantastic job with my cat, Aria. She doesn’t usually like strangers, but she seemed to like Kristi immediately. Aria seemed well taken care of while I was away and I recommend Kristi for anyone needing a cat sitter.

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Sitter Profile Image: Jesica G.
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Sitter Profile Image: Jesica G.
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16. Jesica G.

Loving dog mom
Chicago, IL, 60608
0.9 mi. away
Drop-In Visits, Dog Walking
15 years of experience
from
$18
per visit

About: I’ve had dogs my whole life and make sure to pay extreme attentive care. I follow schedules especially for pups who are potty training! Lots of walks and outdoor time! I currently work part time so I am able to care for pets and looking to do so during my free time. I am available Mondays anytime and weekends after 5pm. I have a fenced yard and one beagle pup at home. Based on the pets needs for walks my pup can come along or be kept separate as needed. I follow a daily walk routine and am able to fit that in to the pets needs. I send updates numerous times throughout the day including pictures and can do check ins when needed!

Confirmed availability: Memorial Day Weekend
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: Sean P.
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Sitter Profile Image: Sean P.
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18. 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
47 reviews
11 repeat clients
from
$25
per visit
Profile image

Our eldery, curmudgeon-y cat warmed up to Sean pretty quickly! He was very respectful and kind to her. If you book with him, expect a very thorough, consistent and communicative sitter. We knew our old kitty was in good hands!

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

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!

Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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20. 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.

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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