Pet Sitting & Drop Ins In East Side
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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Anyah spent three days looking after our very shy cats and she took their standoffish nature in stride. She was communicative, organized, friendly, and punctual. Most importantly, she helped us out when we really needed a reliable pet sitter, and was unbelievable accommodating of our cats’ many quirks. We will absolutely be calling her first from now on.”

About: Hi Rover! My name is Alex. I have been a pet owner since I could walk; dogs, cats, fish, birds, gerbils, even rats! I absolutely love animals and I am sure I can give your pet the love they require while you are away. I am the fur mommy of Sāj (pronounced Sage), and my angel fur baby Stasi 🕊️💕. Sāj loves other dogs almost more than she loves me. We have fur friends of all ages, shapes and sizes. So big or small, she can adapt and be a fun friend to play/cuddle with. I do work a full time job, however, I have flexibility in my day for walks, playtime, feeding, etc. I can provide plenty of daily updates and pictures. For new clients, I offer a doggie report card and Polaroid photo to ensure your pet was taken care of with the same love you give. If you have any questions or concerns please do not hesitate to ask. I look forward to meeting you and your dog! I have a hybrid schedule of work from home and office time, with flexibility to ensure your pet, like mine, are not left alone for extended periods of time throughout the day. I have a home with huge fenced yard to roam and play. I live within walking distance to regular parks and don’t mind taking a trip to the dog parks for socializing and exercise.
About: I grew up in a multi pet home and learned to walk, train and groom pets from a young age. I cared for the last family dog through her medically tedious senior years. Through college I pet sat and walked for friends and family. For 2 years I worked for a veterinary clinic, although my job was marketing I often was asked to assist with holding and monitoring patients. When I became a pet owner I adopted puppies raising them through potty and crate training. I am proud to say they continue to be healthy and happy. Now we foster and pet sit dogs of all ages and sizes because of the dog friendly environment we’ve created at home. My success in pet lies with gaining the pets trust. I approach them slowly and go at their pace, sitting and waiting on the ground if necessary. I am pet sitting and walking full time so I have plenty of time to dedicate to my clients! Dogs are typically walked and out between 7am and 9pm. I have a fully fenced yard with ample room for running and playing. There are four resident dogs who are friendly and used to guests. We can crate your pup or have them sleep in a bed or in bed with me. Water is available at all times through a 2 gallon water dispenser.
“This is my second time using Coretta to watch my pets and she was just as amazing as the first. Her updates are so thorough, thoughtful, and sweet and can tell she genuinely enjoys caring for my animals.”

About: I am person who has always loved dogs and other animals. My family has owned pets before so I am familiar in the ins and outs of pet care. I enjoy playing with dogs and would make sure yours is loved and cared for like all animals should be.I would give your dog all the attention it needs while they are in my care and will make sure your pet stays safe. I send pictures and texts about your precious dog’s day. Do not hesitate to ask me anymore questions by messaging me through the app, so please feel free to do so. I am located in Chicago and able to drop-ins and walk your dog when you’re not available to do so. It is my pleasure to serve you.
“Chloe was super nice and accommodating when I had to make a change of plans last minute! 10/10 would recommend and she took super cute pictures to keep me updated as well!”

About: I am a dog mom to two senior dogs, Chloe and Tuni. Tuni is a Doxie with IVDD and Chloe is a grumpy old lady. Both are my world and the light of my life! I am a special education teacher, who works during the day, but I am available on evenings, weekends, holidays, and during school breaks. I am excited for a change of pace and look forward to working with your fur babies! I have a house with a fully enclosed yard and a finished basement. I am available for house-sitting or drop-in visits, depending on your needs.
“Lupe took care of my cats during the holidays with great care! She paid attention to all their needs and kept me updated on everything. This was my first time leaving them alone like this, so I'm really glad I had Lupe to count on.”

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'm friendly, professional and good with pets of all kind. I am available throughout the week and on short notice. I have been a freelance dog sitter and pet owner for years. Looking forward to meeting your loving doggie or kitty, I give good rubs and cuddles if you have a high energy and affectionate pet. I like going for walks and will be sure to incorporate play into our journeys. I spend my free time traveling and researching naturopathy and ancient knowledge. I have a deep respect for all life forms and would provide excellent care for your furry family members. I am good with dogs of all sizes and many other types of animals. Furry friends are fun and make life worth living. I work from home so I am able to dedicate time to the care of a boarded pet and provide plenty of attention as well I have a fenced yard and a friendly chihuahua who loves to make new friends. I enjoy long walks and being attentive to the pet I am caring for.
“Maria was great. I scheduled her for a couple of drop in visits on a day we were going to be gone all day. She contacted me an hour before her first visit because there was rain in the forecast. She asked about how the dogs were in the rain and checked to see if she should walk them or plan for the backyard. She sent pictures and communication was great. I’ve already scheduled her for an upcoming overnight stay.”


“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!!!”

About: Fenced yard, structured routine, and attentive care in a real home environment. I provide clean, consistent boarding with clear expectations so dogs can settle quickly and feel secure. I’ve worked with a wide range of breeds and temperaments, including Afghan Hounds, Rottweilers, Pitbulls, Cockers, Min Pins, Weimaraners, and Akitas. I’m comfortable handling both easygoing dogs and higher-energy or more strong-willed personalities. My home is set up for structure and safety. I have multiple crates in different sizes, a dedicated space for separation when needed, and a fully fenced yard for secure outdoor time. If your dog does best with a quieter environment or needs to be the only dog, I can accommodate that with advance notice and adjusted pricing. Dogs aren't just welcome here, they're remembered. 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 and a home care aide, 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, and I often take walks around the neighborhood, so any pet will get the benefit of fresh air, familiar sights, and friendly energy. We have a peaceful, fenced yard, and a couple of unoccupied spaces 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.
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 have always cared for the cats of my neighbors in Chicago, let alone other cats. Since my young adult years, I always have had cats and have been learning how to care for them from personal experience, reading online, and visiting vets as well as volunteering at shelters in Chicago over the years or supporting fundraisers! I am available nowadays to care for your pet at my home for a short period of time. Or I could visit your home! I am aware of territory adjustments and super careful about health issues. I have experience working with children and understand how important it is to supervise and engage with pets all the time! Also, it is important to pay attention to them in terms of health and behavior and provide a healthy routine of meals and clean litter boxes, among other things.
“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: 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.
About: I’m a professional pet sitter with hands-on experience caring for multiple dogs, cats and reptiles. I treat every pet like my own, providing gentle, attentive, and reliable care tailored to their unique needs. I can administer medications as needed, and provide walks, playtime, or calm companionship to ensure pets feel safe, happy, and loved while you’re away. You can trust your furry or scaly friends are in experienced, caring hands. Pet care fits seamlessly into my daily and weekly routine. I provide walks, feedings, medication administration, playtime, and gentle companionship, making sure each pet feels safe, happy, and loved. I structure my schedule to meet the unique needs of each pet while keeping owners updated with care notes and photos. I’m flexible and committed to providing reliable, attentive care at all times. I treat pets in the client’s home as if they were my own. I respect the home, their routines, spaces, and comfort levels, providing gentle care, attention, and companionship. I make sure they feel safe, happy, and loved while maintaining a clean and organized environment. My goal is to keep pets comfortable and stress-free while their owners are away.
Over 17 pet parents in East Side have booked pet sitting
East Side pet parents share their Rover experiences
Nichole has been amazing with our golden Teddy! We just moved to Chicago recently and she has made our transition so much easier. Unbelievable communication, sent so many photos/ videos/ updates about all that was going on during their time together. Can’t recommend her enough she is incredible!!!

Popular requests near you
Select a filter and find qualifying East Side sitters!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!
The median cost per night for pet sitting in East Side is $20
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.
Sitters in East Side average 6 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in East Side on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 11,378 pet sitters in East Side. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of East Side pet sitters respond in under an hour.
Pet sitters in East Side have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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
There are 11,378 pet sitters in East Side on Rover, so you’re sure to find the perfect match for your pet! In East Side, 96% of pet sitters offer daily exercise, 95% offer medication administration, and 89% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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.






