Dog Sitting Chicago
Book a Chicago dog sitter to watch your dog in your sitter’s home or yours.
Over 5,248 pet parents in Chicago have booked dog sitting
Chicago, Find top rated dog sitting
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.
“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.”
“Sarah is professional, caring, and communicative and gave regular updates which I really appreciated. My cat was totally relaxed when I got home. Sarah is my new go to cat sitter!”
“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!”
“Janiyah was so kind and communicative during the entire visit! She went above and beyond. Thank you so much Janiyah and I will definitely use you again to watch my sweet babies!”
“Kristi took great care of my cat! She played with her and gave her lots of attention. She was very flexible and great with communication leading up to and during the home visits. She sent detailed summaries of each visit and sent a lot of videos and pictures.”
“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.”
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.
“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.”
About: I provide dependable, attentive care tailored to each pet’s unique personality and needs. With over 10 years of hands-on experience caring for German and Australian Shepherds, Pomeranians, and multiple cats, I’m comfortable with pets of all sizes and temperaments. I have experience working with anxious dogs and understand the patience, consistency, and positive reinforcement they need to feel secure. Safety is always my top priority, and I treat every pet as if they were my own—making sure they receive plenty of exercise, affection, mental stimulation, and individualized attention while you’re away. I pride myself on being reliable, communicative, and committed to giving pet owners peace of mind. Pet care fits naturally into my routine. During the summer, I have a very flexible schedule that allows me to dedicate plenty of time to walks, drop-in visits, and pet sitting. During the school year, I still have opportunities to be home in the middle of the day and in the afternoons, and I don’t work weekends. Since I live only about five minutes from work, I’m able to return home quickly for midday check-ins, walks, feedings, or playtime. This flexibility allows me to provide reliable, consistent care and give pets the attention they deserve. When caring for pets, I always follow the owner’s instructions and keep their routine as consistent as possible. In a client’s home, I provide fresh food and water, walks, potty breaks, playtime, exercise, and plenty of affection while keeping the home clean and secure. I also make sure pets receive any requested medications, maintain litter boxes for cats, and watch for any changes in behavior or health. My priority is creating a calm, safe, and comfortable environment so pets feel relaxed while their owners are away. I communicate regularly with updates and photos to give owners peace of mind.
“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!”
“We had such a great experience with Jade! She checked on our cats every other day while we were out of town and did an amazing job. She followed all of our instructions perfectly, which gave us great peace of mind. We were especially impressed that she was able to coax out our very shy cat, and even got some adorable pictures of him! Jade was prompt, communicative, and always let us know what time she’d be stopping by. When we came home, everything was spotless, she even went above and beyond to sweep up any stray litter on the floor. We couldn’t have asked for a better sitter and would absolutely book her again! Highly recommend Jade to anyone looking for a trustworthy and caring pet sitter.”
“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.”
About: Hi! I’m Emily — a dependable and caring animal lover based in Chicago. I’ve had medium to large dogs my whole life, so I’m very comfortable handling different energy levels, personalities, and needs. I also volunteer at PAWS Chicago, where I spend time caring for and working with dogs of different temperaments. This has given me experience reading dog behavior and helping them feel safe and comfortable in new environments. I currently don’t have a dog of my own at home, which allows me to give my full attention to the pets I’m caring for and be flexible with scheduling. My family dog Bella likes to come for a visit here and there for a few days in a row. She will not be with on our walks or home visits. I offer dog walking, drop-in visits, and house sitting, and I’m happy to adjust to your dog’s routine, energy level, and personality. Whether your dog needs a long walk, playtime, or just some company, I’ll make sure they feel safe, comfortable, and cared for. I’m very responsive, detail-oriented, and will keep you updated with photos and messages so you always know how your pet is doing. I treat every pet like they’re my own and aim to make the experience stress-free for both you and your dog. Feel free to reach out with any questions — I’d love to meet you and your pup! I work in education so during the school year Monday-Friday I am free after about 4pm. I open on the weekends. During June-August I have a free schedule I provide a safe, calm, and attentive environment whether I’m in your home or out on walks. I always follow each pet’s routine closely, including feeding, walking, and any specific instructions you provide. I’m experienced with medium to large dogs and comfortable handling different energy levels and personalities. I prioritize safety on walks by using secure leashing and staying aware of surroundings, and I always make sure pets feel comfortable and cared for. I’m also very communicative and will send regular updates and photos so you feel confident while you’re away.
“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.”
About: I'm a first-grade elementary school teacher and a very kind, caring lady. At home, I have two adorable cats. I truly believe animals have feelings and emotions - they're family. Often, they're kinder and more loyal than humans. Right now, they're not by my side, and I miss them terribly. So, let me help take care of your pets! I have so much love to give them, overflowing with affection, and I welcome pets of all looks and ages. "I'm currently studying, giving me a very flexible schedule each day to dedicate quality time and care to your pets. My home is conveniently located near a park, perfect for walks and playtime. Plus, my place is spacious and fully equipped to host them comfortably overnight." I live with my family,the space in my apartment is big enough .I have much experiences to stay with them,I am warm hearted,very kind.so please try to trust me one time and I promise you will need me again.
“Another great job for our little guy. I know he gets a bit out of sorts when we’re gone, but Julianne has figured out how to chill with him to make sure he feels safe.”
The median cost per visit for dog sitting in Chicago is $20
Dog parents share their Rover experiences - Chicago
Eunice was amazing! She treated Luna with so much care and provided really great thorough updates throughout her stay with her. This was my first time leaving my 13 week old puppy by herself and I could not have felt more relaxed knowing that she was in your care. Thank you so much Eunice, I will definitely be rebooking!
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.
Excellent sitter in every way!!! Yingyue is very knowledgeable in understanding and taking care of small breeds. I have tried three different sitters prior to finding Yingyue - all were very nice but none demonstrated sufficient understanding in my dog's body language. I was very impressed by Yingyue and grateful that I finally found a sitter that I can fully trust. Not to mention the photos she sent me are so cute!! They're going on my Instagram.
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. 🐶💗
Hallie was extremely responsive and punctual! She was so nice and so good with our pets who can be quite nervous around new people. They warmed up to her very quickly :) Extremely happy with her service and care, 1000% would recommend her and will book with her again!
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!
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 August 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 August 2026, there are 11,843 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.
Connect anywhere with the Rover app
