Dog Sitting Chicago
Book a Chicago dog sitter to watch your dog in your sitter’s home or yours.
Over 5,076 pet parents in Chicago have booked dog sitting
Chicago, Find top rated dog sitting
“Lana did a great job taking care of my guinea pigs! Her experience made me comfortable leaving them with her for a week. She gave daily updates and I could tell they were well cared for every day. Really appreciated the service and will book again :)”
About: Hi ! I’ve grown up with animals my whole life (my childhood pets include dogs, cats, and hamsters.) and I’ve never met one I didn’t love. Now, I’m a dog-mom to a sassy golden retriever. I’m the person who stops and gushes over every animal that walks past me. Similar to my golden, I loveee to go on walks and rarely get tired of them. I have experience with older animals that require special care like medication, diapers, etc. Also, I am big on walks and amazing at tiring out high-energy pups. I work remote so I have a very flexible schedule and I’m available most times of the day or week! I usually can tweak my schedule/plans pretty short notice as well :) I’ve done both crating and free roam for my pets at home, so I am well versed on the needs for both. My dog is known for getting into trouble when I leave, so I make sure to scan the room for any chewable or hazards before leaving the pet out and alone.
“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!”
About: Hi there! I’m a lifelong animal lover who has been caring for pets since I was 8 years old. I currently have a fur child of my own (A cat named Moo moo) and regularly pet sit for family members and neighbors in my apartment building. I understand how important it is to know your pets are safe, comfortable, and cared for while you’re away. Whether it’s dog walks, playtime, feedings, cuddles, or keeping routines consistent, I treat every pet with patience, attentiveness, and lots of love. I’m currently offering part-time care with my availability being afternoons, evenings, and weekends. I can offer after-work walks, evening check ins, weekend care, and drop in visits for out of town trips. I’m happy to provide dependable walks, check ins, feedings, playtime, and companionship during my available hours. I understand that every pet has their own personality, comfort level, and routine, so I always try to approach each animal with patience, attentiveness, and care. Especially as a pet is getting to know me, I focus on creating a safe, calm environment where they can build trust and feel comfortable at their own pace. I also believe communication with pet owners is incredibly important. I take time to understand their pet’s routine, preferences, and personality so I can provide the best possible care. Beyond basic care, I want pets to feel genuinely loved, safe, and supported while their owner is away.
“Vitalia was great with Hazel! I appreciated her calm demeanor that I'm sure calmed down my high-energy puppy. Looking forward to booking with her again!”
“Siddhi came to check in on my dog Kinzie who is very anxious at baseline. Kinzie is very standoffish to new people but Siddhi has been patient and took the time to gain her trust! She has been great so far with Kinzie and I will definitely be having her check in on her again.”
“Thanks Ryan! We had an absolutely wonderful experience with Ryan! From the very beginning, they were professional, communicative, and clearly passionate about animals. They took the time to understand our cat’s routine, quirks, and preferences, which gave us so much peace of mind while we were away. Each visit came with thoughtful updates, photos, and little notes that made us feel connected and reassured. It was clear our cat was not only well cared for, but genuinely enjoyed their company. We came home to a happy, relaxed pet and everything exactly as we left it. It’s such a relief to find someone trustworthy, attentive, and kind. We wouldn’t hesitate to book again and highly recommend them to anyone looking for exceptional care for their pets!”
“Dodd is the best! He’s such an awesome and sincere person, and my husband and I felt beyond comfortable with him checking in on our cat. This is also the first time we’ve returned from a trip and our cat was totally relaxed. We can’t recommend him enough and will definitely use his services in the future!”
“Allison was wonderful with my two cats as a pet sitter. One of my cats had some accidents and she cleaned it all up without any hesitation. She followed all directions perfectly and I will 100% rebook her!!!”
“Samantha was great with our cats and dogs, especially she took an extra time with our shy dog. She was professional and dependable. We will definitely use her services again.”
About: Up until recently I had a large reactive dog. She was my best friend and taught me not only patience, but also taught me so much about dogs. I wfh and am looking to add a little something to my schedule. I would love to give your dog the exercise it needs while you’re at work. I am willing to work with reactive dogs in case by case basis. I am also a dog walking volunteer at CACC. I wfh and have flexibility in my schedule. I am available afternoons and evenings m-f and can work something out on weekends if it was needed. I would take care of your animals at your home based on instructions you give me for you pet. I respect you as an owner and your pet and do not want to give overstep and boundaries
“Rebecca was wonderful! My cat fell in love with her within seconds of meeting her & I could tell she took great care of her while we were gone :) 100% would recommend to anyone!”
“Mariam was great with checking on our cat, Tom, while we were away for the long weekend! Mariam kept us updated with how he was doing and was overall very responsive and excellent to work with! Thank you!”
“It was my first time using rover and I was looking for someone who truly understands dogs, and its Tamara! Tamara was a true blessing while I was away in Mexico. My dog isn’t usually quick to trust—he even tried to bite her when they first met—but she was so patient and kind with him. By the end of the week, he was waiting at the door for her, tail wagging, 30 minutes early. I could tell he really bonded with her. I’m so grateful and would absolutely have her watch him again.”
“Amiyah is kind and caring.Glitzy had lots of fun and looked forward to her visits with Amiyah. We felt she was very well cared for and that makes vacationing easier..”
“Olesia was amazing! Sent lots of pictures and played with my high energy cat a lot. She also managed to find my older cat who always hides and sent updates about her too. 10/10 would definitely book with Olesia again!”
“Jenna was so great! Super communicative, friendly, and great with my cats. I felt very comfortable knowing that they were in great hands while I was gone for the holidays. I would definitely book with Jenna again!!”
The median cost per visit for dog sitting in Chicago is $20
Dog parents share their Rover experiences - Chicago
Megan was absolutely wonderful with LeeLu and Obi. She was so great with them during the Meet & Greet (Obi especially LOVED her). She shows she is committed as she came out to the meet and greet during a really bad thunderstorm! Despite the really hot and humid temps, she took my dogs out twice even though it was only a 30 minute drop in. I really appreciate and value her services. She is definitely top notch and I would hire her again!
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!
Nikki's service was exceptional when taking care of my beagle. She communicates very clearly, is punctual, and provides great photos of my pup on the walk. Nikki assisted me for 3 days coming by twice a day to feed my pup and take him for a walk. I definitely recommend her services and I will be requesting her again when the need arises. 5⭐️⭐️⭐️⭐️⭐️
Hallie was friendly and fantastic as a drop in sitter! She went above and beyond and took "Lady" on long walks, even though we said walks were optional and ensuring that pee pads were washed and dried! "Lady" was not anxious when we returned home after a few days and that certainly speaks to her feeling well loved in our absence. Lots of photos from each visit were greatly appreciated. We will certainly be contacting Hallie again!
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Chicago sitters!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 June 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 June 2026, there are 12,286 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
- 96% 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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