Dog Sitting Chicago
Book a Chicago dog sitter to watch your dog in your sitter’s home or yours.
Over 5,129 pet parents in Chicago have booked dog sitting
Chicago, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hi! I absolutely adore all kinds of animals and I can’t wait to work with you! I have been pet sitting since I was 10 years old and have experience with disabled animals, housesitting, drop in visits, absolutely anything- you name it! I have 3 dogs and 4 cats, and I’m a passionate worker who is saving to afford my college education :)) I’m working part time, and as a student my schedule varies a lot. But, work is my priority so, I’m willing to adjust my schedule to fit your needs! I am the biggest pet nerd out there! I love teaching new tricks, singing songs, and connecting personally with animals! I customize my care to what you and your pet need.
“Chelsea was a fantastic rover for our dog! She was extremely responsive, punctual, and helped us several times on short notice! She also clearly cared for our dog and was super kind. Would recommend her to anyone!”
“Ericka helped us while we were on vacation by checking on our cat, making sure she had fresh food/water and a clean litter box. She sent us pictures of our kitty and gave us updates at every check-in. Would definitely recommend her!”
About: Hello i'm Janelle C.(she/her)! A dog walker and pet sitter with 5 years of professional experience at Fur Real K9's as well as with my own clients here in Chicago. I also have a life time of experience loving and caring for animals, including my own two adorable black cats Elizabeth and Momo. In my childhood I took care of all the cats, dogs and horses on our family farm back in Missouri. In my 5 years as a pet sitter i've taken care of everything from geckos to guinea pigs. In that time I took classes in pet CPR and behavior management, particularly for large dogs. I know I can give your pet the love, care and attention they deserve. I hope you trust me to be your next pet sitter! I'm free on weekends (Friday night, Saturday and Sunday) for pet sitting and walking as well as over nights. I have time on Wednesdays for walks and home visits. I consider myself to be an attentive, patient and caring pet parent and I look after my clients pet's just as I would my own. I've worked with all sorts of animals, I've broken up ugly dog fights, changed diapers and sat with pups through seizures
“The visit photos showed that my shy cats were happy to play with Kai. And even though it was a last-minute holiday booking, Kai worked around my schedule to promptly get and return my keys. I would definitely welcome her into my home to care for my cats again.”
“Yesenia is amazing. This is our first time leaving our cat after we got her from the streets, so we're a bit reluctant, but Yesenia gave us updates every single time. We'll definitely ask Yesenia again next time”
“Janiyah was outstanding and I’d definitely book her again! Her communication was great and she was punctual on every drop in. She took great care of my babies and was very attentive to detail. I was comfortable while I was away knowing that my boys were in great hands. I loved all the pictures and videos too! I wouldn’t hesitate to recommend her!”
“Vitaliy is the most thoughtful pet caregiver we’ve ever worked with. He was able to come care for our kitties on short notice and we are very grateful. He was very thorough with their care, even with things we forgot to mention, and is excellent at communicating. Next time we need someone to take care of our cats, we hope he will be available because we had nothing but peace of mind knowing our kitties were being taken care of by Vitaliy.”
“Rachel was super quick, responsive, kind, and there’s about 50+ other good things I could say about her! I was super busy this weekend for a wedding and she was very on top of everything and having her gave me one less thing to worry about. Thank you so much!”
“Second time using David -he’s great! Very timely and leaves the place so clean. Really appreciate how well he looks after August and takes care of his spaces and my home. Booked him for another trip already!”
“This was Namira's second time watching my elderly dog, who added two pills since our last visit, and has been starting to struggle with joints. She was engaged and made sure to check in with me when he was potentially having a bad day so I could evaluate and I could feel confident he was in good hands once again.”
About: I've owned pets (both cats and dogs) since I was very young, including pets that required special care and medicine. We've owned multiple senior pets, having cared for them from puppy/kitten age through their senior years. Other than pets we have adopted at an older age, I have helped care for our pets throughout their entire life, starting from a couple of months of age. I would be able to help with pets that require medication or special care routines, as well as adjust to their activity levels. I also have experience as an assistant at a veterinary office, so I am comfortable working with animals in general, including larger breeds of dogs. I also have experience with pet sitting/house sitting for my friends and family on multiple occasions! I'm currently a graduate student at UIC, working on research in the areas of Chemical Biology and Synthetic Chemistry. During the week, I am usually on campus during the day in classes, meetings, lab, etc., but I am available to provide excellent service any day of the week. I would be able to perform morning, evening, and overnight services. I provide care in a manner that best suits your pet's needs. I prioritize safety, trust, and comfort for your pets and strive to meet their needs to the best of my ability. If you would like any specific requests, just let me know, and I can adjust accordingly to make sure I meet and exceed your pet's care needs!
About: I've always had a sweet spot for pets. I took care of and trained my childhood dog for 6 years, and now I'm doing the same for my current dog. I've taken care of my friends' dogs when they are away. In addition, I have been training my own dog with a professional trainer, which allowed me to better understand and manage dogs during walks and plays in the park. I'm a graduate student that always takes time to walk my dog. During weekends, I mostly work from home or have more time to walk around the neighborhood and go to the parks. I have harnesses if your dog needs them for a more comfortable walk. My dog is really friendly and adapts to the energy level of other dogs, to make them feel comfortable and also helps them to socialize.
“Very caring sitter!! She helped me find my cat that somehow got under the floorboards and behind a wall. I was on the other side of the world so i really appreciated her help in finding him. Would definitely recommend.”
“Margaret did a wonderful job! She is professional and has a calming presence that made our puppy feel very comfortable while we were away. We came home to a calm and relaxed puppy. It was clear Margaret took great care of her!”
“Nichole was an amazing sitter for my three animals! She was so kind, outgoing and listened during our first meet with the animals. Our cat Michi, especially loved her company and became friends with time. She had long visits with my one pug and made sure she got all the attentions she needed. She also updated us with every visit! Definitely would recommend her to care for your animals as well.”
About: I have grown up having dogs my whole life and love being around them! I've pet sat for friends and family countless times and always have a great time taking care of them. Working from home, I'm able to provide your pup with lots of care and attention. I go on tons of walks daily and am able to take your dog out every 2-4 hours. I live alone and have no pets so your pet will be getting my undivided attention! I have ample room for them to roam around and make sure that they are comfortable as can be :)
About: I have had my own pets ever since I have been an adult. I love the outdoors and walking my dogs and spoiling them. My pets have free roam of my condo and yours will as well. I recently retired and have all the free time to care for your loved ones. Either in my home or yours. I love the outdoors so they will get plenty of play time. I live in a loft with plenty of space and I love to take dogs out for walks. Your pet will be well taken care of.
The median cost per visit for dog sitting in Chicago is $20
Dog parents share their Rover experiences - Chicago
It’s nerve wrecking to leave your pets while on vacation, particularly when finding someone new on Rover. Shan put all those fears to rest. She was compassionate with both my dog and cat, patiently encouraged my dog to eat daily, and sent photos and wonderful updates with each visit. 10/10 would recommend and I’ll be reaching out to Shan for future Rover needs.
Lisa provided amazing service! We have reactive dogs and they did fantastic! This was the first time someone other than family took care of them. The fact they did great and really took to Lisa is a wonderful gift to us. Can’t thank her enough. Highly recommend!
Abigail took wonderful care of my Bernese Mountain Dog. She was attentive, followed all of his detailed care instructions, and made sure all of his needs were met. She was reliable, thoughtful, and clearly cared about him. I’d happily book her again and highly recommend her!
Anna was absolutely wonderful with Lulu! She was incredibly communicative, reliable, and so sweet throughout the entire experience. I always felt confident knowing Lulu was in great hands, and I really appreciated the updates and care she provided. As a dog parent, it can be hard to trust someone with your baby, but Anna made the process completely stress-free. I would wholeheartedly recommend her to anyone looking for an amazing dog walker or sitter to care for their pup during the day. Lulu and I couldn’t have asked for a better experience!
Ella was a great dog walker!! I highly recommend her she was great at coming at whatever time I needed her too. Rover absolutely loved her!! She was there on time and when I had to stay an extra day she was able to go take care of Rover! If you need some to walk, feed, let your dog out, play with your puppy she’s a great one to book you won’t regret it!!
Bella was absolutely incredible!! We hesitate to leave our doggies alone for more than 3 hours as they are anxious and one of them is a senior with a brain tumor. We decided to give it a go to celebrate my partner’s birthday and were nervously texting Bella the whole time. Our Caroline ended up having a very rough time and Bella went above and beyond to care for her. She gave us regular updates, calmed & comforted Caroline, and stayed until both doggies had settled down and were ready for bed. She kept us all sane that night and I don’t think we could’ve done it without Bella!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Chicago
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chicago average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Chicago
Frequently asked questions about Rover
The average cost for Dog Sitting in Chicago on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 12,066 sitters on Rover offering Dog Sitting across Chicago. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chicago stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chicago choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Chicago with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Chicago. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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