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 pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated East Side pet sitters
“Coretta is very reliable and we enjoy working with her! She built trust with both cats (even our scaredy cat), and she sends great pictures and updates. We are return customers and will continue to be:)”
“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!”
About: I have taken care of many different personalities of cats and small dogs since I was growing up. I appreciate their character and would love to meet your family pet. I work from home, also flex, so I would be able to pop in during the morning, lunch and afternoon if need be. I am flexible to the needs of your family and believe in clear communication. I would appreciate a quick meeting with you and your fur baby so I can see how you would like everything provided. It can be as detailed as you like, I take diligent notes to ensure everything per your standards.
“Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!”
“Daniela is great! She is very responsive and my dogs really enjoy her.”
“Jayden is the best, so kind and attentive and thoughtful! We love seeing all the cute pictures they take, and our two picky cats love Jayden’s care and company.”
About: Hello - I’m Rick! I’m born and raised in Chicago, and lived with dogs all my life, and had a cat when I was a teenager. My girlfriend, Cristina, and I are passionate about pets and animal advocacy — we have fostered eight dogs a various ages and breeds through a local animal shelter. We have provided lots of care and training to help them prepare for their forever home. We're also familiar with administering medications to pets as needed. We live in a house with a backyard and we are two blocks from a state park where we spend lots of time walking and enjoying nature. We’re excited to meet you and your pet and provide the care comfort and peace of mind every pet parent seeks!! For the safety of our pets and those we are caring for, dogs we host must be crate trained. Don't hesitate to reach out with any questions! My girlfriend works from home during the day and I work night shift so someone is usually always home. Our schedules are flexible and we are able to accommodate special requests - don't hesitate to reach out! We have an Australian shepherd mix who is 7 years old -- he's very friendly and would love to keep your pet company! We recently adopted a 3-year old American Pit Bull Terrier - she is petite and loves to hang out with her big brother! :-) We also have crates for small to medium size dogs if your pet is more comfortable sleeping in a crate. We’re happy to accommodate special requests to ensure the comfort of your pet! For new clients, our meet and greets typically last about 15 minutes, and we can have your dog(s) explore the backyard or go on a group walk together.
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.
“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.”
“Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.”
About: I have worked with animals in various roles throughout the years, from working in a doggy daycare, to volunteering and fostering with various rescue organizations (OTAT, RWAR). I am experienced in senior pet care, administering medication, and some obedience training. I have a soft spot for brachycephalic breeds, and I owned and raised a Boston Terrier rescue dog for 12 years (RIP Batman 2009-2023). I currently own a mellow and submissive lab/husky mix, Henry, and a Maine Coon/Domestic Medium Hair cat, Tater Tot. Both get along with other animals. I am currently not working a full time “normal” job, so I have plenty of time to walk and babysit your furry friends. I am available for on-demand walks in the city limits of Chicago and south suburbs. For North and Northwest Suburbs, I can be flexible with enou I own a historic Victorian row home; it is 3 stories plus a basement and 2600 sq ft. My home is in the heart of the Historic Pullman District, on National Park Service land. My neighborhood is VERY safe, and my home is also down the street from the 005 District Police Station. My home has plenty of room to spare for your fur children. Not only that, I also have a 6 ft fully fenced yard. There is a dog park 3 blocks from my home, and I am in close proximity to several Forest Preserves. If baths are requested, bath lovers can enjoy baths in a jacuzzi tub, and bath tolerators will be bathed in a walk in shower with a double rainfall showerhead, and a handheld shower head for the hard to reach spots. I can offer pickup and dropoff for those without a car or time to spare, and dogs will be transported in a seatbelt for safety.
About: I’ve had my Yorkie since he as a 6 week old puppy. I bottle fed him. He’s now a 4.5 year old big boy. He loves walks and going to the beach Pet care fits into my daily routine as I always make It my business to make sure my dog goes out at least 5 times a day. I make sure I spend more than enough time with both of my pets . I will make sure your pet is always fed. Always clean. Always feeling loved the same as they would feel if you were around. Make sure they’re safe, protected and know that I have their back
About: I am an artist and former dog owner with experience working as a private dog sitter for the past 10 years. 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.
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 :)
“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: My wife and I love dogs and own 2 small shitzu/bichon ourselves. Our house is ideal because we have a large fenced yard and are near a park. If there is inclement weather, we also have a large basement. Since we no longer have young children in the home, dogs provide us with joy and love. We walk our own dogs twice a day and play with them frequently. Since I work from home, the dogs are not left alone often or for long periods of time.
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: 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
“She did wonderfully with the dogs, and they loved her. They got energy out well!”
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
Search Results
Coretta S.Star Sitter
“Coretta is very reliable and we enjoy working with her! She built trust with both cats (even our scaredy cat), and she sends great pictures and updates. We are return customers and will continue to be:)”
Beverly B.Star Sitter
“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!”
Guadalupe R.
“Lupe has watched my pets over the past couple of years. I can always count on her to take care of my pets well in my home. My cats could be a bit shy with strangers but they were able to warm up to Lupe fast. They feel at home when she takes care of them, which is a relief when I am away. In addition, she keeps me updated daily with pictures and any important info every time. I highly recommend her ❤️”
Moria S.Star Sitter
“Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!”
Daniela M.
“Daniela is great! She is very responsive and my dogs really enjoy her.”
Jayden Phoenix (They/Them) P.Star Sitter
“Jayden is the best, so kind and attentive and thoughtful! We love seeing all the cute pictures they take, and our two picky cats love Jayden’s care and company.”
Ricardo & Cristina D.
Star Sitter
“Hello, Thank you for the opportunity to tell you about Ricardo and his love for our four legged 💕🐶 friends and companions. I truly feel that Ricardo (Rick) has a very special connection to dogs, they thrive and connect with him. He has his own dog, Roscoe, who simply adores him, always happy to see him with lots of tail wagging and kisses. He has also fostered a few dogs in the past from an animal rescue. He loves spending time with his dog Roscoe and the foster pups. He walks the fosters and Roscoe to a beautiful state park and enjoys exploring with them on their leashes. Rick also gages if the fosters are ready to walk together or separately. He enjoys seeing how these experiences help the pups learn about their surroundings, learning to walk on a leash and allowing them to adapt to new faces and new pups. He is very compassionate of dogs, I witnessed once as he helped a dog owner catch his dog that had gotten out of his harness, without hesitation he assisted the owner to safe keep his pet. I can confidently recommend Ricardo to be a responsible and a loving pet caregiver. Ricardo will be a great asset to your organization. Thank you.”
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!”
Shakira C.
“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.”
Shantell B.
“Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.”
Drew A.
About: I have worked with animals in various roles throughout the years, from working in a doggy daycare, to volunteering and fostering with various rescue organizations (OTAT, RWAR). I am experienced in senior pet care, administering medication, and some obedience training. I have a soft spot for brachycephalic breeds, and I owned and raised a Boston Terrier rescue dog for 12 years (RIP Batman 2009-2023). I currently own a mellow and submissive lab/husky mix, Henry, and a Maine Coon/Domestic Medium Hair cat, Tater Tot. Both get along with other animals. I am currently not working a full time “normal” job, so I have plenty of time to walk and babysit your furry friends. I am available for on-demand walks in the city limits of Chicago and south suburbs. For North and Northwest Suburbs, I can be flexible with enou I own a historic Victorian row home; it is 3 stories plus a basement and 2600 sq ft. My home is in the heart of the Historic Pullman District, on National Park Service land. My neighborhood is VERY safe, and my home is also down the street from the 005 District Police Station. My home has plenty of room to spare for your fur children. Not only that, I also have a 6 ft fully fenced yard. There is a dog park 3 blocks from my home, and I am in close proximity to several Forest Preserves. If baths are requested, bath lovers can enjoy baths in a jacuzzi tub, and bath tolerators will be bathed in a walk in shower with a double rainfall showerhead, and a handheld shower head for the hard to reach spots. I can offer pickup and dropoff for those without a car or time to spare, and dogs will be transported in a seatbelt for safety.
YaTierra H.
About: I’ve had my Yorkie since he as a 6 week old puppy. I bottle fed him. He’s now a 4.5 year old big boy. He loves walks and going to the beach Pet care fits into my daily routine as I always make It my business to make sure my dog goes out at least 5 times a day. I make sure I spend more than enough time with both of my pets . I will make sure your pet is always fed. Always clean. Always feeling loved the same as they would feel if you were around. Make sure they’re safe, protected and know that I have their back
Jumie T.
About: I am an artist and former dog owner with experience working as a private dog sitter for the past 10 years. 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.
David A.
“You can rely on David. He is very devoted to his dogs. David has a very calm presence and just enjoys dogs so much. David respects the rules my dog has been taught to follow and he gives Charlie lots of love and attention. He loves going to dog parks and dog meetups. Charlie always greets him like a long lost friend!”
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.”
Paul W.
“If you're looking for someone to treat your dog with the same love and care that you would, Paul is your guy. I wanted to make sure that my dog was with someone that would take him for long walks, play, and simply stimulate him throughout the day. He was great with my dog and I couldn't imagine leaving him in anyone else's care but his. I strongly recommend utilizing his services. ”
SaTarah N.
“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.”
Yesenia S.
“Yesenia is great with dogs! She has watched my Dog plenty of times and he is always happy to see her. She shows my dog so much love and attention. I definitely trust her and recommend her to watch your furbaby!”
Jennifer O.
“She did wonderfully with the dogs, and they loved her. They got energy out well!”
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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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.
Connect anywhere with the Rover app
