Pet Sitting & Drop Ins in East Side, Chicago, IL
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated East Side pet sitters

“This was my second booking with Coretta and certainly won’t be my last. Coretta is so great with my cat Furancis and he feels extremely comfortable and happy around her. The updates Coretta provides give great peace of mind as they are detailed and contain lots of photos! I looked forward to the updates she provides as I could tell my cat was happy and cared for while I was away. Communication is always quick and easy. Thank you so much Coretta!”



“Samantha was fantastic! She was incredibly thoughtful and went above and beyond, from keeping our cat’s food area clean to bringing up packages for us. It was a relief to know that he was in good hands while we were away. On top of all that, we loved the holiday photos she took of our cat!”


“From the moment we met her, we knew our cat was in the most loving and capable hands. She cared for our fur baby with so much tenderness and attention, going above and beyond to ensure Charlie felt safe, comfortable, and loved while we were away. Her daily updates brought us peace of mind and smiles each day. We are so grateful for her, and feel incredibly lucky to have found someone so wonderful to care for our Charlie.”


“Chloe is great with communication and patient with Penelope. She definitely paid attention to details and has no hesitation in ensuring she understands what she is doing. Thank you, Chloe!”


“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!”


“Thank you for taking care of Penelope these past 2 weeks. We appreciate all that you did especially your initial visit, bonding with her patiently and gaining her trust.”


About: I myself have four pets, one being a senior dog so there's plenty of experience there. She came as a rescue so I'm used to being gentle and working at a dogs pace whether it's sitting with them while they eat or easing them into their kennel. I'm currently a student with classes just twice a week and I work part time remotely, so I have plenty of time to play, walk, and engage with your pets. In my own home, my pets are fed on a schedule, your pets would be fed according to the standards set. Additionally, I keep their spaces clean so if you have a puppy or a senior who can't quite hold their bladder that's something I'm fully prepared for. I also ensure that they get various types of stimulation from walks, to sniff time, to reward based training (if allowed).

About: I grew up with dogs - my Afghan, Kesha, was my first best friend and how I learned to braid (lol). I've cared for Rottweilers, Pit Bulls, Cockers, and Min Pins. I've dog-sat and cat-sat for family and neighbors for years, and now my daughters and I are ready to open our peaceful home and fenced yard to pets needing love while their people are away. Our house has a crate, a basement space, and plenty of tail-wagging energy. Dogs aren't just welcome here, they're remembered forever. I'm currently home during the day with a very flexible schedule. I have plenty of time, space, and love to offer pets who need calm, consistent care while their owners are away. Pet care fits easily into my routine and brings so much joy into our home. I approach every client's home with the same respect. I would want someone to have in mine. I've worked in private homes as a section 8 inspector, a home care aide, and an insurance rep, so I'm comfortable operating professionally in someone else's space. I follow all house rules, keep things clean, and ensure pets feel safe and at ease while you're away. We live in a pet-friendly neighborhood. My daughters and I often take walks around the neighborhood, so any pet we care for will get the benefit of fresh air, familiar sights, and friendly energy. We have a peaceful, fenced yard, a crate if needed, and a quiet, unoccupied basement space for rest or separation when appropriate. I'm very aware of animal behavior, neighbor pets, and how to make pets feel safe and seen. This is a calm, kid-friendly, and pet-loving home.

“Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.”


About: Hello, I’m amazing at watching your furry family member while you’re gone! ❤️ thank you for trusting and booking with me , please feel free to text me! I have my doggy on a schedule so no need to adjust I’m pretty much adjusted but it’s pretty easy to take the dogs out I got a fenced in yard and I can see them playing threw my office window and plus I never leave the pups out there alone I make sure they remain on a schedule and remain as happy as can be I show them the same love I will show my own dogs

About: I've owned dogs of all size and ages. I provide many services including walking, feeding, playtime and giving so much love. I can provided nothing but the best care while you're away. I have a flexible and open summer schedule. I am available at anytime of the day to support your furry companion. I can be available to you when you need! I have a fenced yard and secured home and will provided constant supervision of your pet. Your pet will receive the exact care that you outline.

About: I’ve helped raise 2 of my family’s dogs and now am raising a very well behaved puppy of my own. I am very responsible in all facets of my life and will properly tend to your dog’s needs. I am starting a remote job from Dyer, IN in July and would love to incorporate taking care of dogs into that flexible schedule of mine! Given my virtual workload, I am able to dedicate a large amount of time towards my Bentley and your dog. They will be given water/food, taken outside on walks, and anything else that’s needed :)

About: I dog sat for a coworker who had 4 great danes. Potty breaks on certain days of the week, and staying however long was needed during trips. I grew up always having dogs and cats around, so I am very comfortable with all animals. I am great at following directions and can provide the care your pet deserves while you are away! I am working part time, and doing similar apps such as Instacart so my schedule is very open and spaced. I can watch your pet whenever the situation arises! In my home, I feed my pets on schedules, clean up after them whenever needed, check on what they are doing often, and watch them to really try to understand their individual personalities. I will do the same with your pet!

“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.”


About: Hi my name is Tarah I love dog all breads and ages. I work from home with short hours so I am always available. I have 2 puppies as well if my own. Your dog will have friends to play with I do request a meet and greet first for the safety of the dog. Please feel free to reach out. I work from home with short hours I have plenty of time to card for the dogs needs and wants. I have 2 of my own dogs to care for. I have 2 friendly fur babies to keep your babies company. I go to the dog park and take them in walks in the neighborhood.

About: I have a senior dog in great condition! Friends and family say pets always gravitate towards me. I am a empath so I feel naturally called to care for animals and treat them with respect. I have plenty of open time to care for pets! I don’t see this as a job but an opportunity to spend time with animals I’m truly passionate about. I will make sure your pets safety is my number one priority. I try to bring nothing but happiness and comfort to both owners and pets.
Loving pet sitters in your neighborhood
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Coretta S.Star Sitter

“This was my second booking with Coretta and certainly won’t be my last. Coretta is so great with my cat Furancis and he feels extremely comfortable and happy around her. The updates Coretta provides give great peace of mind as they are detailed and contain lots of photos! I looked forward to the updates she provides as I could tell my cat was happy and cared for while I was away. Communication is always quick and easy. Thank you so much Coretta!”




Samantha E.Star Sitter

“Samantha was fantastic! She was incredibly thoughtful and went above and beyond, from keeping our cat’s food area clean to bringing up packages for us. It was a relief to know that he was in good hands while we were away. On top of all that, we loved the holiday photos she took of our cat!”


Guadalupe R.

“From the moment we met her, we knew our cat was in the most loving and capable hands. She cared for our fur baby with so much tenderness and attention, going above and beyond to ensure Charlie felt safe, comfortable, and loved while we were away. Her daily updates brought us peace of mind and smiles each day. We are so grateful for her, and feel incredibly lucky to have found someone so wonderful to care for our Charlie.”


Daniela M.

“Love, love, love Daniela.”


Chloe A.

“Chloe is great with communication and patient with Penelope. She definitely paid attention to details and has no hesitation in ensuring she understands what she is doing. Thank you, Chloe!”


Moria S.Star Sitter

“Moria has a sweet and gentle demeanor that my cats are obsessed with! love working with them. Thank you so much!”


Jayden Phoenix (They/Them) P.Star Sitter

“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!”


Anyah T.

“Thank you for taking care of Penelope these past 2 weeks. We appreciate all that you did especially your initial visit, bonding with her patiently and gaining her trust.”


Veerali R.
About: I myself have four pets, one being a senior dog so there's plenty of experience there. She came as a rescue so I'm used to being gentle and working at a dogs pace whether it's sitting with them while they eat or easing them into their kennel. I'm currently a student with classes just twice a week and I work part time remotely, so I have plenty of time to play, walk, and engage with your pets. In my own home, my pets are fed on a schedule, your pets would be fed according to the standards set. Additionally, I keep their spaces clean so if you have a puppy or a senior who can't quite hold their bladder that's something I'm fully prepared for. I also ensure that they get various types of stimulation from walks, to sniff time, to reward based training (if allowed).


Shani M.
About: I grew up with dogs - my Afghan, Kesha, was my first best friend and how I learned to braid (lol). I've cared for Rottweilers, Pit Bulls, Cockers, and Min Pins. I've dog-sat and cat-sat for family and neighbors for years, and now my daughters and I are ready to open our peaceful home and fenced yard to pets needing love while their people are away. Our house has a crate, a basement space, and plenty of tail-wagging energy. Dogs aren't just welcome here, they're remembered forever. I'm currently home during the day with a very flexible schedule. I have plenty of time, space, and love to offer pets who need calm, consistent care while their owners are away. Pet care fits easily into my routine and brings so much joy into our home. I approach every client's home with the same respect. I would want someone to have in mine. I've worked in private homes as a section 8 inspector, a home care aide, and an insurance rep, so I'm comfortable operating professionally in someone else's space. I follow all house rules, keep things clean, and ensure pets feel safe and at ease while you're away. We live in a pet-friendly neighborhood. My daughters and I often take walks around the neighborhood, so any pet we care for will get the benefit of fresh air, familiar sights, and friendly energy. We have a peaceful, fenced yard, a crate if needed, and a quiet, unoccupied basement space for rest or separation when appropriate. I'm very aware of animal behavior, neighbor pets, and how to make pets feel safe and seen. This is a calm, kid-friendly, and pet-loving home.


Shakira C.


“Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.”


Shantell B.

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


Yesenia S.
“She’s an awesome dog sitter and always bought treats for me to bring home! She takes my baby out on walks and takes pictures throughout my pups stay! Love her !”


Ivory G.
“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!”


David A.
“David is very reliable and responsible. He takes great care of his own dogs at home and would be an amazing caregiver for other pets.”


Jocelynn W.
“Jo has always loved animals and had pets her whole life. Dogs, cats, chickens, ducks, bunnies, goats and donkeys. She wanted to be a vet like all little girls want. She raised Ocho, an injured early litter removal doberman puppy to a beautiful HUGE pet that her uncle now owns in florida. She would be a very empathetic and loving pet caregiver for multiple breeds of animals. Dawn W.”


Rachael M.

“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.”


SaTarah N.
“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.”


Lucia C.
About: I have a senior dog in great condition! Friends and family say pets always gravitate towards me. I am a empath so I feel naturally called to care for animals and treat them with respect. I have plenty of open time to care for pets! I don’t see this as a job but an opportunity to spend time with animals I’m truly passionate about. I will make sure your pets safety is my number one priority. I try to bring nothing but happiness and comfort to both owners and pets.
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in East Side.
Rover makes it easy to find East Side pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
