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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
5 repeat clients
from
$17
per visit

Coretta was an amazing caretaker. She was consistent, on time, gave me thorough updates, and provided great care for my pets. 15 out of 10 would recommend!

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Sitter Profile Image: Claudia O.
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Sitter Profile Image: Claudia O.
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2.

Claudia O.

Rover 101
I hope my cat doesn't get jealous!
East Chicago, IN, 46312
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
196 reviews
53 repeat clients
from
$24
per visit

Claudia was extremely professional and took great care of our cat. She even went the extra mile and gave her a brushing during a check-in. Very happy with her care, would hire again in an instant!

Sitter Profile Image: Alexis W.
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Sitter Profile Image: Alexis W.
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3.

Alexis W.

a vibrant artist & pet hang out 😎
Pullman, Chicago, IL, 60628
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$25
per visit

She is very kind to animals. She treats them like family ! Would highly recommend. Very Prompt, loving, kindhearted, and honest. Would Hire Again !

Sitter Profile Image: Kori R.
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Sitter Profile Image: Kori R.
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4.

Kori R.

Playful Fur Baby Caregiver
Chatham, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
2 repeat clients
from
$18
per visit

Kori did an amazing job with my jack russell chihuahua, Binky! Not only was she on time, but Binky loved playing with her and it seemed like he didn’t even wanna leave. She even gave him a little bit of food without me asking sometimes. Would definitely recommend her if you like a good walker who engages with your pooch!

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Sitter Profile Image: Carissa C.
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Sitter Profile Image: Carissa C.
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5.

Carissa C.

Belly Rubs are Free and Unlimited!
Chicago, IL, 60617
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
7 years of experience
from
$20
per visit

About: Hey there, I’m a current pet owner myself. My whole life there has always been a dog in the house: Rottweilers, German shepherds, plenty of puppies, American Bulldogs, and Pitbulls. I’ve had my fair share in caring for little dogs too. Experienced with tiny puppies needing to be nursed back to health. I love the bond between humans and their pets and all the joy in between that comes with belly rubs during play time. I know how important it is for your pet to have proper care. There were times the only one that could comfort me when I was feeling blue or make me smile was my dog. Our pets are an extension of our family and when you can’t be there, I will take great care of them.

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Sitter Profile Image: Ashley U.
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Sitter Profile Image: Ashley U.
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6.

Ashley U.

Animals are my bestfriends luv them
Chicago, IL, 60617
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
1 review
from
$25
per visit

About: I've had dogs my whole life growing up & started pet care in 2016- 2017 I love to help others & provide the best care for my clients. I love animals, all of them i dont discriminate against ANY breed. We have a loving but shy Pitbull. SHE WILL NOT BE HOME WHEN I DO DAY CARE FOR YOUR ANIMAL AT MY HOME.(UNLESS YOU WANT HER TO BE) (( even though she Absolutely LOVES other dogs)) ) i like to provide one on one care to focus on your fur babies. I have transportation also so that's not an Issue. This is what I enjoy doing, most ppl don't like work, but I love it its also great exercise for all of us. I'm energetic when I need to be and if your dog wants to take it slow if they're older that's totally fine I will adapt to any of your pets preferences/needs. I get along with animals so well they are my bestfriends. They are in great hands. I'm currently working part-time & I pick my own days/hours work schedules so I'm very flexible. Same day pet care jobs are acceptable also. I love to be available for your fur babies. IMPORTANT INFO. ( When i care for you animals, my dog is not around, unless you want her to be ) i come to clients home to provide exceptional care. Your preferences and expectations will be respected and met at all times. I will provide care the way you prefer when you request. We have a huge fenced in yard with 7ft tall wooden fences. Your pets are safe with me anytime.

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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7.

Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
6 repeat clients
from
$30
per visit

Shakira is very personable and quick-witted. My normally reserved cat came right to her which was a great sign and definitely put me at ease that he was in the care of the right person. I look forward to working with her in the future and highly recommend her service.

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Sitter Profile Image: Derek G.
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Sitter Profile Image: Derek G.
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8.

Derek G.

Reliable dog lover and caretaker.
Chicago, IL, 60620
Drop-In Visits, Dog Walking
1 review
from
$25
per visit

Derek has helped me with house sitting my pet for multiple days while I was out of town. He really made me feel comfortable by following the steps down to the punctuation, as my dog has pretty bad anxiety. He’s one of the few people my Daisy trusts, and I agree with her.

Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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9.

Jumie T.

Dogs love me!
Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$20
per visit

About: I am a college grad and former dog owner with previous experience working as a 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, alongside my 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 write it out together!

Sitter Profile Image: Kristin N.
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Sitter Profile Image: Kristin N.
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10.

Kristin N.

I’ll love your dog like I love mine
Whiting, IN, 46394
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
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❤️

Sitter Profile Image: Dachae R.
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Sitter Profile Image: Dachae R.
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11.

Dachae R.

Veterinary Technician
Calumet Heights, Chicago, IL, 60617
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 years of experience
from
$40
per visit

About: Cat and dog baths Sitter hospitalized pets Veterinary Technician ( Experience 2yrs.) Nail trims Ear cleanings Give advice on concerns for pets I’ve been in the vet field for years and still have the love and patience for animals along with my career as a nurse for pets. I work full time as a vet tech and usually off by 3pm which where my pet sitting and walking starts for the day, along with my off days full of adventures. I’m accessible and easy to contact through phone or email. If you like updated picture or our concern of pets health I have experienced in working in a general pet hospital. If you want other request as in nail trims, anal glands, baths, and ear cleanings while pet sitting these are accessible traits I have Make sure water bowls and food portions are out, no accidents in the pets bed or house, take pet out for walks make sure I keep log that patient is eating, pooping , and peeing. Along with any Necessary scheduling for pet. Then ending off the day with updates with owner.

Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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12.

Beverly B.

Home full-time, individual care
Chatham, Chicago, IL, 60620
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
233 reviews
84 repeat clients
from
$25
per visit

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!

Sitter Profile Image: Dion T.
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Sitter Profile Image: Dion T.
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13.

Dion T.

Creative South shore native
Chicago, IL, 60617
Drop-In Visits
1 review
from
$17
per visit

"Absolutely thrilled with my pet sitting and dog walking experience! 🐾 I couldn't have asked for a better pet sitter and dog walker. Their dedication and care for my furry friend were truly outstanding. My pet was not only well-fed and cared for but also received an abundance of love and attention. The daily updates and photos they sent me during my time away provided such peace of mind. It was clear that my pet was in capable hands. Additionally, their punctuality and reliability for dog walking were much appreciated. My pup looked forward to those walks every day! I highly recommend Dion for anyone in need of a fantastic pet care service. Thank you for treating my pet like family and ensuring my time away was worry-free. You're a true gem in the world of pet care!" 🐶❤️

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Sitter Profile Image: Hilary R.
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Sitter Profile Image: Hilary R.
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14.

Hilary R.

A safe, loving, place for your pet
Grand Crossing, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits
5.0
19 reviews
5 repeat clients
from
$21
per visit

Hilary was great! She was super communicative and easy to get in touch with. My cats were happy and energized when I got back home to a super clean apartment :)

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Sitter Profile Image: Myya F.
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Sitter Profile Image: Myya F.
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15.

Myya F.

I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
28 reviews
8 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: Jalen C.
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Sitter Profile Image: Jalen C.
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16.

Jalen C.

Your best friend new bestie
Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking
7 years of experience
from
$16
per visit

About: I have a genuine love for pets and animals in general. I’ve been taken care of my dogs since I was 11 as well as feeding and taking care of stray cats in my area. I’m currently working full time 4 days out of the week but available Tuesday thru Thursday anytime before 7pm. So i can play and take of your beloved’s while you are away I will love your furry companion and treat them with the same respect and kindness as if they were mine own. I will feed them, walk them, and if necessary give them any medication if needed. I will abide by your house rules and respect your belongings. My goal is to be the only pet sitter that you’ll ever need.

Sitter Profile Image: Shantell B.
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Sitter Profile Image: Shantell B.
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17.

Shantell B.

I love pets & pets love me.
South Deering, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking
5.0
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: LaTrease D.
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Sitter Profile Image: LaTrease D.
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18.

LaTrease D.

Pets are important, and I care!
Chicago, IL, 60617
Boarding, Drop-In Visits, Doggy Day Care
12 years of experience
from
$20
per visit

About: My pup is almost 12 years old and I love him to pieces! Looking to provide the love and care to other pups cause it’s so important. On weekends I’m free and looking to board precious pups. I’m also available during the day to walk and let dogs out to play and potty. I have a 11yr old pup and a fenced year for plenty of playing! I also have a park across the street from my house for walking and lots of fun!

Sitter Profile Image: Anyah T.
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Sitter Profile Image: Anyah T.
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19.

Anyah T.

Company Dog-Walker For FreeLance!
East Side, Chicago, IL, 60617
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
2 repeat clients
from
$15
per visit

About: After loving and caring for my dog of 12 years, Fuzzy Wuzzy, I decided to take up dog care/dog walking to care for other pets who need it. I work for a Professional Company, ‘Canine Care,’ for the better part of 5 months, and am ready to start my freelance work with Rover! I work with barking, lunging, curious, drooly, happy, jumpy dogs all day, and I won’t have a problem with however your dog is! I look forward to meeting and having a great, safe, time with them. I work Part-time, typically tuesdays-thursdays. But am available most days for boarding and walking. I text back very quickly so just ask and I’ll let you know right away! I have a fenced in back yard, no pets in the house and if you’re comfortable pets are allowed on the furniture. For walking, I have 6 foot and 10 foot leashes, and my neighborhood is on the quieter side if you’re dog is sensitive to noise. Let me know if you have any other questions I’m happy to answer.

Sitter Profile Image: Jazmin W.
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Sitter Profile Image: Jazmin W.
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20.

Jazmin W.

Jazmin Pups Boarding
Chicago, IL, 60617
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
19 years of experience
from
$38
per visit

About: Welcome to Jazmin pups Boarding services . I'm a very experience dog lover, and I have to of my very own fur babies a shi zu and a very friendly golden retriever. I grew up in a pet oriented and friendly family and always had long term pets. I specialize in potty training, bathing , and older dogs. But ALL is welcome I love animals! Your pups would be very loved and well took care of just like mine. They would be surrounded by me and my fiancé at all times unless overnight , then of course when we're asleep then they would be unsupervised then. But besides that I'll take them for walks 3-4 times a day and besides then I'll let them outside when they feel like it due to me having a nice size yard. I have no restrictions honestly. I'll even potty train. As long as the pup is friendly and good with other dogs I'm open to it. Thanks have a blessed day. Thanks, Jazmin W

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Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in the East Side, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including:

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