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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Niko F.
Verified Enhanced Background Check
Sitter Profile Image: Niko F.
Verified Enhanced Background Check

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

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.

Calendar Recently Updated
Sitter Profile Image: Shimmy G.
Verified Enhanced Background Check
Sitter Profile Image: Shimmy G.
Verified Enhanced Background Check

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
144 reviews
27 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.
Verified Enhanced Background Check
Sitter Profile Image: Crystal R.
Verified Enhanced Background Check

3. 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

Everything went smoothly. We were concerned about leaving our elderly cat. Crystal communicated well, leaving timely updates and photos. She made our cat feel at ease and comfortable while we were away. I strongly recommend booking with Crystal.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
Verified Enhanced Background Check
Sitter Profile Image: Michael D.
Verified Enhanced Background Check

4. Michael D.

Star Sitter
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
27 reviews
10 repeat clients
from
$25
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!

Calendar Recently Updated
Sitter Profile Image: Emily N.
Verified Background Check
Sitter Profile Image: Emily N.
Verified Background Check

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

Emily was so great with our cats! She always sent photo updates along with her check-in messages and she was flexible and able to come out again when the automatic feeder got jammed. I would definitely recommend Emily’s services and happily rebook her as a cat sitter!

Sitter Profile Image: Ciera B.
Verified Enhanced Background Check
Sitter Profile Image: Ciera B.
Verified Enhanced Background Check

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

Charlie is a difficult kitten, needing injections each day and Ciera did an absolutely incredible job!! I am so so impressed and thankful. She was also super responsive, timely, and sent tons of pictures! Will definitely book again! Thank you, Ciera!

Calendar Recently Updated
Sitter Profile Image: Mia M.
Verified Enhanced Background Check
Sitter Profile Image: Mia M.
Verified Enhanced Background Check

7. 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

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check

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
24 reviews
5 repeat clients
from
$23
per visit

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: David K.
Verified Enhanced Background Check
Sitter Profile Image: David K.
Verified Enhanced Background Check

9. 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

David very clearly LOVES animals. He spent the time to make sure our cats were well loved and cared for and even went out of his way (literally) to make it out to our place over the holiday weekend. I would recommend David for any services you may need!

Calendar Recently Updated
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check

10. 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: Ashleigh H.
Verified Enhanced Background Check
Sitter Profile Image: Ashleigh H.
Verified Enhanced Background Check

11. 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

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: Sean P.
Verified Enhanced Background Check
Sitter Profile Image: Sean P.
Verified Enhanced Background Check

12. 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

Sean has watched my cat on more than one occasion and has always communicated extremely well and been very professional. My cat is always happy when I get home and I will definitely continue to ask Sean to take care of him. Thanks Sean!

Sitter Profile Image: Kristi T.
Verified Background Check
Sitter Profile Image: Kristi T.
Verified Background Check

13. 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.

Calendar Recently Updated
Sitter Profile Image: Kathryn K.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn K.
Verified Enhanced Background Check

14. Kathryn K.

Your furry friends favorite walker!
Near West Side, Chicago, IL, 60608
1.1 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Kathryn has always shown enthusiasm towards taking care of pets around her. As a family friend, I’ve watched her take care of my parent’s small dog in a caring and responsible manner. I know she also enjoys taking care of her friend’s cats whenever she gets the chance! She’s a big animal lover.

Calendar Recently Updated
Sitter Profile Image: Yaneris A.
Verified Enhanced Background Check
Sitter Profile Image: Yaneris A.
Verified Enhanced Background Check

15. 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 an amazing person who loves dogs! She has her own dog who is her baby, and you can see just from that how much she loves dogs. She is always the first person I think of when someone needs a person to take care of their dog (either walking them or dog sitting). She pays attention to every single detail when she has to take care of a dog and is always reachable in case you want that she sends you pics of your little dog baby. I will always recommend Yaneris for anything that is related to animals. She is fluent in both Spanish, which makes it perfect for any Hispanic family that needs someone to take care of their dog.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julianne F.
Verified Enhanced Background Check
Sitter Profile Image: Julianne F.
Verified Enhanced Background Check

16. 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
$23
per visit

Julianne is amazing! Very tentative and caring to our babies! She made us feel so great while we were away bc she consistently sent pics and updates! Will def book w her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sidoni G.
Verified Enhanced Background Check
Sitter Profile Image: Sidoni G.
Verified Enhanced Background Check

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.

Calendar Recently Updated
Sitter Profile Image: Jesica G.
Verified Enhanced Background Check
Sitter Profile Image: Jesica G.
Verified Enhanced Background Check

18. 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!

Sitter Profile Image: Jeff O.
Verified Enhanced Background Check
Sitter Profile Image: Jeff O.
Verified Enhanced Background Check

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
19 repeat clients
from
$25
per visit

Jeff is a great sitter with a genuine love of cats. He spent lots of time with my kitties and gave them great care and attention. Highly recommend!

Sitter Profile Image: Erik W.
Verified Enhanced Background Check
Sitter Profile Image: Erik W.
Verified Enhanced Background Check

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

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.

Search Map

Connect anywhere with the Rover app

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