Pet Sitting & Drop Ins in East Side, 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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Sitter Profile Image: Toni C.
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Sitter Profile Image: Toni C.
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1. Toni C.

Rover 101
Animal welfare enthusiast
Chicago, IL, 60655
8.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$17
per visit
Profile image

Toni is awesome! We were so at ease while traveling, knowing that our two cats were in great hands. Toni left thorough and thoughtful reports and took lots of pictures for us. We look forward to using Rover again and hope that Toni is available to watch them in the future.

Confirmed availability: Juneteenth
Sitter Profile Image: Ivory G.
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Sitter Profile Image: Ivory G.
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2. Ivory G.

Your trusted pet godmother.
South Chicago, Chicago, IL, 60617
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$10
per visit

Ivory took amazing care of my rottie baby. I love her attention to the note I left and the many pictures that she provided while we were away. I will be booking again soon. Thanks again, Ivory and Mellow missing you!

Confirmed availability: Juneteenth
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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3. Coretta S.

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
4.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
67 reviews
27 repeat clients
from
$17
per visit
Profile image

Coretta was very easy to work with. She’s a great communicator, and always kept us updated. Our cat seemed to like her, and it really couldn’t have gone much better.

Confirmed availability: Juneteenth
Sitter Profile Image: Claudia O.
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Sitter Profile Image: Claudia O.
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4. Claudia O.

Rover 101
Star Sitter
I hope my cat doesn't get jealous!
East Chicago, IN, 46312
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
222 reviews
57 repeat clients
from
$19
per visit
Profile image

Claudia did drop-in visits for me about a month ago while I was having a staycation. She was very loving to my kitty Salem and he seemed to be having a lot of fun based on all the cute photos and vids. Would definitely book with her again!

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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5. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$15
per visit
Profile image

Always showing up on time treating Molly as if she was her own

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Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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6. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
235 reviews
88 repeat clients
from
$22
per visit
Profile image

Beverly was super helpful and kind with our dog Oliver. He immediately liked her and she was great at communicating and sending pictures/ updates. Will definitely be contacting her next time we need a pet sitter!

Confirmed availability: Juneteenth
Sitter Profile Image: Jorinee T.
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Sitter Profile Image: Jorinee T.
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7. Jorinee T.

Nurturing and Gentle is my motto!
Calumet city, IL, 60409
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Jorinee is a great person to be around and definitely trust with your furry pets! I have met Jorinee through volunteering at the animal shelter. She is very caring and hands every pup and kitty with gentle hands. She helps to clean and walk every pup atleast once to twice a day. Every pup loved going out with her to play or walk. Do not hesitate to ask jorinee for care for your fur babies

Confirmed availability: Juneteenth
Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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8. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
4.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$14
per visit
Profile image

Cane accepted sitting our 2 dogs and 4 cats at short notice. He provided pictures and plenty of updates while we were away and did well with my reactive dog. I was especially worried about leaving my dog with anyone and almost didn't go on the trip at all because of that but Cane did well meeting him outside and then was able to interact with him while we were gone! He continued to provide care for our pets even after losing access to his car due to the icy roads while we were away. It was very helpful to have someone with experience and patience to work with all our social animals. We will definitely reach out to him again next year 😄

Confirmed availability: Juneteenth
Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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9. Jayden Phoenix P.

Pets are family. ❤️
Roseland, Chicago, IL, 60628
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$25
per visit
Profile image

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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10. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
59 reviews
36 repeat clients
from
$20
per visit
Profile image

Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.

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Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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11. Jumie T.

Dogs love me!
Chicago, IL, 60649
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

About: I am an artist and former dog owner with experience working as a private dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, and diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can talk through it together.

Confirmed availability: Juneteenth
Sitter Profile Image: Kaleb S.
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Sitter Profile Image: Kaleb S.
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12. Kaleb S.

I’m best for your 4 legged friends
Grand Crossing, Chicago, IL, 60619
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$17
per visit

About: Greetings I hope all is well. As an owner of German shepherds and lover of animals I understand the responsibilities of a pet sitter well. Only the best will do! Please reach out with any dog sitting, grooming or related opportunities. I currently work as a cps educator and interventionist. Thankfully it’s Summer and I am free for any work opportunities. Feel free to reach out In my home, we have 3 German shepherds. In order to maintain a clean home, healthy doggy lifestyle and not be super stressed I prioritize proactivity and structure. My dogs are walked 7 times a week, brushed twice a week, and are given enrichment throughout the day. All animals deserve the best. Please reach out with any questions

Sitter Profile Image: Shantell B.
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Sitter Profile Image: Shantell B.
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13. Shantell B.

I love pets & pets love me.
South Deering, Chicago, IL, 60617
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$19
per visit
Profile image

Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.

Confirmed availability: Juneteenth
Sitter Profile Image: Darcelle M.
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Sitter Profile Image: Darcelle M.
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14. Darcelle M.

May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$15
per visit
Profile image

Darcelle was great and my cats loved having her drop by to check on them. I appreciated that she played with them and cleaned up the food dishes. I recommend her and plan to call on her again when I can't be home.

Sitter Profile Image: Katie & Nick B.
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Sitter Profile Image: Katie & Nick B.
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15. Katie & Nick B.

Star Sitter
Make new friends @the Doodle Ranch!
Whiting, IN, 46394
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
36 repeat clients
from
$40
per visit

About: My husband and I are lifelong dog people. From shih tzus to mastiffs, we've cared for many fur babies of our own as well as those of friends and family. We have two goldendoodles (Daisy and Hazel) that our family would not be complete without and provide us daily joy. My husband and I both work from home and feel so lucky to be with our dogs every day. We have a big fenced in backyard that the dogs roam around and play in- always supervised. Nick and I are active folks and take our dogs for daily walks around the block, to the park, or to the beach near our house. We can offer a large crate, gated quiet areas, and a fresh water bowl. We have a fenced in backyard and let our dogs out to roam and play throughout the day. Our dogs are allowed on the furniture and sleep on the floor in our bedroom- our home is the dogs’ home. If we both leave the house for any reason we always keep your pets and ours separated for their comfort and safety. Food is also served separately so all pups can dine in peace.

Confirmed availability: Juneteenth
Sitter Profile Image: Myya F.
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Sitter Profile Image: Myya F.
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16. Myya F.

I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$25
per visit

About: For dog walking I have walked 2 dogs at once before. I really like getting outside with any pets and letting them enjoy the fresh air. I always carry my own doggy bags just in case. For House sitting I've sat houses before overnight for family members and it was a great experience. I can clean parts of the house if needed and straighten things up. If wanted I can also bathe the animals. I am also willing to take special requests. I believe what sets me apart from other sitters and walkers is that I am more flexible and easygoing. I don't mind rescheduling things and moving things around, I understand that things come up and things happen. What also sets me apart is my drive and personal care for animals I believe animals should be cared for as if they were family and your pets will be treated as if they were my own. Rover is my main job so I have all the time in the world to give to your animals and I have no children or any of my own personal pets so it would just be me and your lovely pet. I have a few parks near my home and a dog park not too far as well so lots of space to get a good exercise in and maybe other dogs to play with. My home is 100% dog friendly and your dog will have me as the best play mate all the time. Any accommodations your pet may need just let me know and I’ll be happy to oblige.

Sitter Profile Image: Kristin N.
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Sitter Profile Image: Kristin N.
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17. Kristin N.

I’ll love your dog like I love mine
Whiting, IN, 46394
2.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$25
per visit
Profile image

Kristin went ABOVE & BEYOND for my Teddy. She is thorough, consistent and definitely a dog lover. She was amazing!!! I couldn’t be happier. It’s a no brainer… book her now❤️

Sitter Profile Image: Rachael M.
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Sitter Profile Image: Rachael M.
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18. Rachael M.

Lifetime dog lover, owner!
WHITING, IN, 46394
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$24
per visit
Profile image

I am so happy that my dogs were in such good hands while I was gone. She is just an amazing person that cares for my dogs as if they were her own. I have a blind senior dog in diapers and a deaf senior dog that requires meds and add to that a 4 year old Newfie and they all love her. I would recommend Rachael for anyone seeking peace of mind while having to be away from their dogs. We usually board them while we’re gone, having them stay home is my new preference. She was wonderful.

Sitter Profile Image: SaTarah N.
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Sitter Profile Image: SaTarah N.
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19. SaTarah N.

Pet Paradise
South Chicago, Chicago, IL, 60617
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$16
per visit

Tarah was excellent with my 2 fur babies. They did not want to leave at pick up. She sent videos and pictures throughout the stay. She also has 2 fur babies of her own so mine had playmates. Definitely found a home away from home for my babies in the future.

Confirmed availability: Juneteenth
Sitter Profile Image: Jennifer O.
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Sitter Profile Image: Jennifer O.
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20. Jennifer O.

Su-paw-star!
Chicago, IL, 60617
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$16
per visit
Profile image

She did wonderfully with the dogs, and they loved her. They got energy out well!

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Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7915 owners have reviewed sitters in East Side, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect East Side, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in East Side, Chicago who can provide the care your pet needs, when they need it.

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