Dog Sitting Chicago
Book a Chicago dog sitter to watch your dog in your sitter’s home or yours.
Over 5,308 pet parents in Chicago have booked dog sitting
Chicago, Find top rated dog sitting
“Calvin was an amazing pet sitter and we will absolutely book with them again. He was very responsive, asked specific questions about our pets that showed his experience, and was incredibly easy to work with. It was clear that Calvin took the time to get to know our two cats and their personalities. His summaries and the pictures made us feel so much better about leaving for several days in a row. I highly recommend Monica and Calvin to anyone who wants a worry free vacation away from their fur children.”
“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!”
“Stephanie always goes above and beyond for our cat, Sushi. He even broke something off the counter this round and she vacuumed it up without us even asking! She also spent extra time with him when our complex was playing really loud music and he was a little scared. Sushi is always excited for Stephanie to come and visit, which makes it easier on our hearts when we go out of town. Thank you, Stephanie!!”
About: I’ve lived with dogs since I was little and have always had a love for animals! I now have a pet cat of my own and often pet sit for family and friends of mine. I currently am a full time student and work as well. My evenings and weekends are full availability though, and I’m always free for last minute walks and drop in’s. Ever since I was little I’ve been a huge animal lover. I have experience with all different kinds dogs and cats, all of various sizes, ages, and behavior styles.
About: I have had cats my whole life, and I love them so much because they teach you about respect. I’ve had the honor of caring for other people’s dogs, including elderly and ones with medical issues, and everything in between. I’m currently working part time online where I can work as little or as much as I want to, so my schedule is wide open! Even for overnight needs. I am able to do whatever is asked of me, the most important thing to me is respecting a pets boundaries, especially when getting to know them.
“Great walker! Very reliable, punctual, and caring. My dog was happy and well taken care of, and I really appreciated the updates and photos during the walk. You can tell they genuinely love animals and treat them with care. I would definitely book again and highly recommend!”
“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!”
“Kristi was fantastic! She really made my little Monty feel loved while I was away. I could see it in the many pictures and videos that she sent me. She showed up on schedule and let me know if she needed to deviate. She did an all around great job with feeding, medication, and cuddling. I would hire her again and recommend her to others without reservation.”
“Daphnay was amazing! She was always on time for twice daily check-ins. She played with Bleu as well as took him on runs. She is really reliable and very trustworthy. Can’t wait to book her again.”
“Sofiia was phenomenal! We needed someone to check in on our cat last minute, and Sofiia was very responsive and proactive to make sure that were no issues. A delight to work with and gave great updates from visits!”
About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. He understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoys getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.
“Arsema was fantastic!!! I got plenty of pictures and videos while I was away and I could tell she really loved looking after my cat. She definitely gave her time and attention and made me feel very comfortable leaving her for the weekend. I would book with Arsema again in a heartbeat!”
“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.”
“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.”
“Jillian took great care of Jet. She kept us updated, sent photos, and made us feel very comfortable while we were away. We really appreciated her care and would definitely book with her again.”
“Julianne took great care of my two cats for the weekend - she was super easy to communicate with and followed all of my directions exactly. Would highly recommend her!”
About: Hi!! Here’s a little bit about me before I jump into my experience with dogs and caring for them: I graduated in 2023 with my bachelors in psychology and I work in research at a university. I grew up with dogs in my home and have always loved taking care of them. I have a 2 year old cavapoo who is very sweet. My pup and I love going for walks, playing with his favorite toys, cuddling, and he loves lots of treats. He is super friendly with humans and dogs and is a joy to be around. He’s been apart of all of my Rover bookings and always fits right in with the dogs I sit! Why Choose Me? Every dog is unique, and I believe their care should be too. I take the time to get to know each dog’s individual needs and preferences, ensuring they get exactly what they need, from exercise to cuddle time. Dependable and Trustworthy: Your pet’s safety is my top priority. I maintain a clean and organized space for your pet to ensure they are safe. I’m very on top of schedules. Whether it’s feeding time, medication administration, walking, I will make sure that your dog has an easy adjustment with me by following their usual schedule! Flexible and Convenient: I know life can be busy, so I offer flexible scheduling to fit your needs. Whether it’s regular walks, weekend sitting, holiday sitting, or last-minute help, I’m here for it 😁 I work fully remote so I'm here to take care of all your dogs needs. Lots of play time and tailored walks based on your pets needs: I know every dog is different when it comes to exercise. Some dogs need long walks, lots of play time, and mental stimulation and I’m more than happy to provide all of that 😊 But I also know that some dogs are a little more laid back and have different needs. Whatever your pup needs to feel good I’m here for it! I am dedicated to providing the best care possible for your pet. I will treat your pup like family. I always end up leaving the sitting a little sad because I grow a strong bond with all the pups I watch. Every dog ends up having a nick name by the end of our time 😆 I can’t wait to meet you and your furry friend! Please reach out with any questions. I require a meet and greet to see if me and my dog are a good fit for your dog. I'm currently working from home so any day of the week works for me! I’m available to take your dog on walks, play with them, cuddle with them (if they like that), and feed them at their usual schedule. I keep the place very clean and organized. I ensure that things are put away for the safety of the pets that I am watching.
The median cost per visit for dog sitting in Chicago is $20
Dog parents share their Rover experiences - Chicago
Eunice did an amazing job with my 11 week old golden Gracie! There was a mix up in location and she accommodated very quickly and without push back! She played with Gracie, provided great pics of her playing, and ensured that she went potty when needed. Amazing job overall and would 10/10 ask to watch Gracie again!
Alex, was great! The dogs loved her instantly. She sent photo updates of Theo and George and was very communicative and responsive during the process. Theodore and George were very happy and relaxed when I returned home. "I would highly recommend Alex and look forward to her spending time with the dogs again when needed!"
I reached out to Nadine needing a last minute sitter as I was new in town, and I’m so happy I did! She was able to accommodate my needs and did so with great attention to detail and excellent communication. As my dogs are bonded rescues, they have their quirks and need special considerations that can seem like a challenge to some, but they took to Nadine almost immediately. It was great feeling so confident that my babies were being taken care of, and I will definitely be using Nadine’s services in the future!
Absolutely wonderful experience! They were kind, reliable, communicative, and took such great care of my pet. I felt completely comfortable knowing she was in good hands, and I really appreciated the updates and attention they gave her. You can tell they genuinely care about animals. I would absolutely book with them again and highly recommend them to anyone looking for a trustworthy and caring sitter! ❤️
Yingyu was amazing! She even came by in person beforehand to introduce herself and meet the dogs before the drop-in visits, which I really appreciated. She followed all of my instructions, sent lots of pictures and updates, and made sure to spend time playing with my puppies. They seemed to absolutely love her! I’m so grateful she was able to help on such short notice, and I would definitely recommend her to anyone looking for someone caring and reliable to watch their pets.
Tim helped me with the care of my two dogs while I was out of town and my husband had some long work days. The dogs absolutely loved him and he updated me every visit with pictures and told me how they were doing. I will definitely be asking Tim to watch my boys in the future!
This was our first time using Lindsay for our 5 month old puppy. She was incredibly understanding of breed-specific needs (+my needs), communicative and thorough. There’s nothing better than knowing your fur family member is in good hands. We’ll definitely be using her again!
Had a great meet and greet ahead of a weekend sit! Hunter took the time to listen to the different need-to-know things about my dogs and their routine, took notes, asked great questions and is just generally a very pleasant person and patient with dogs which gave me a lot of confidence in booking with him.
Krista was fantastic with Zoe! She was energetic, friendly, and clearly loves dogs. She was also very flexible with scheduling, which made everything so easy. Zoe was happy and well cared for after every walk, and I really appreciated Krista’s reliability and communication. I would definitely recommend her to anyone looking for a caring, attentive, loving, and dependable dog walker. 🐶💗
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 7 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 September 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 September 2026, there are 11,765 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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