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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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1. 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
59 reviews
22 repeat clients
from
$17
per visit

Coretta did an amazing job taking care of our cats while we were away. She went above and beyond - taking care of unforeseen issues that popped up and sending thoroughly documented (and cute) reports after each visit. I would recommend her to anyone as a trustworthy, compassionate, and knowledgeable caretaker for your animals.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Claudia O.
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Sitter Profile Image: Claudia O.
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2. 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
56 repeat clients
from
$19
per visit

This was my first time using Rover and could not be happier or more impressed. Claudia went above and beyond taking care of my elderly cat who is on meds for 4 days that I was out of town. Her updates with pictures at every visit gave me peace of mind that Moxie was being taken care of and allowed me to enjoy my trip. Claudia took great care with her and my home, as well, and I arrived home to a happy cat and a home in immaculate condition. Claudia definitely was the best choice! Highly recommend her!

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Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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3. 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
86 repeat clients
from
$22
per visit

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: Memorial Day Weekend
Sitter Profile Image: Darcelle M.
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Sitter Profile Image: Darcelle M.
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4. 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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jorinee T.
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Sitter Profile Image: Jorinee T.
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5. 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

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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6. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$15
per visit

Have great communication, very prompted and handles Molly with care as if molly was her own

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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7. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Jessica is beyond amazing, I met her walking my dog one night and from that moment I could tell how passionate she is about dogs. She’s super sweet and caring and Dino (my dog) loves her like nobody’s business!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cheyenne D.
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Sitter Profile Image: Cheyenne D.
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8. Cheyenne D.

Dog mom! Let me love your babies!
Chicago, IL, 60617
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$20
per visit

About: I have been a dog owner since childhood and have experience working with dogs of all ages and sizes. I am currently Mom to a Boxer Dane mix; as such, any boarding MUST have a meet-up first to ensure there is no hostility. My oldest dog is nearing 7 or 8, and I am familiar with diet-sensitive and senior dogs. I am currently unemployed - as such, I can accommodate most requests! I love all breeds of dog, and have no real preferences! I am willing to house sit, as well as care for other animals (cats, etc). Non-local requests will be accepted on a case by case basis (as I rely on public transit). I am looking forward to loving on your fur babies!

Sitter Profile Image: Shantell B.
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Sitter Profile Image: Shantell B.
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9. 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

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

Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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10. Jayden Phoenix P.

Dogs are a humans bestfriend.
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
18 reviews
7 repeat clients
from
$25
per visit

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!

Confirmed availability: Memorial Day Weekend
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
2 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: Memorial Day Weekend
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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12. 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
58 reviews
36 repeat clients
from
$20
per visit

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.

Sitter Profile Image: Kristin N.
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Sitter Profile Image: Kristin N.
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13. 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

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❤️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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14. Cane E.

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

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: Memorial Day Weekend
Sitter Profile Image: Titilayo B.
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Sitter Profile Image: Titilayo B.
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15. Titilayo B.

Friend to pets big and small
South Shore, Chicago, IL, 60649
4.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

Titi is great with animals and people alike. She is kind, patient and dependable. Long before she had a pet of her own she volunteered at dog training classes which is where her love of animals started to blossom.

Sitter Profile Image: Katie & Nick B.
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Sitter Profile Image: Katie & Nick B.
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16. 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
35 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.

Sitter Profile Image: Rachael M.
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Sitter Profile Image: Rachael M.
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17. 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

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: Monce V.
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Sitter Profile Image: Monce V.
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18. Monce V.

pet lover :)
South Deering, Chicago, IL, 60617
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Monce is super caring, kind, extremely understanding and my dog Toby just loves her! She takes care of him walks him, feeds him! Etc. I would definitely not only just recommend her but I will keep working with her!

Sitter Profile Image: Jennifer O.
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Sitter Profile Image: Jennifer O.
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19. 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

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

Sitter Profile Image: SaTarah N.
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Sitter Profile Image: SaTarah N.
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20. 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

I left my Boxer over there for 2 days and he loved it she updated me with pictures twice a day. She also had her own dogs and they all played. I would be bringing my dog back whenever needed.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in East Side:

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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