Dog Sitting Chicago
Book a Chicago dog sitter to watch your dog in your sitter’s home or yours.
Over 5,287 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.
“I am so happy that I found Christina to take care of my little Rainbow while I was away! She was very caring and they bonded like love at first sight for our meet and greet. It shows that Christina really loves cats and went out of her way to make sure that mine was comfortable and happy! When I came home, everything was neat and clean and Rainbow was happy and ready to play as if I had never left! I would highly recommend Christina and book her again, thank you so much!”
About: I’ve taken care of and owned dogs all my life. Some as small as Chihuahuas and some as big as Rottweilers. I am reliable and excited to care for your pets. Dog walking/ sitting is my full time job. I have plenty of time to spend with your pet. I’m typically available M-F before 4pm. Weekends availability may vary- feel free to reach out to me. I enjoy spending quality time with my pets and making sure they are well fed and taken out for walks as needed. I make sure my pets have plenty of play time as well as exercise. Please feel free to let me know if there is a schedule I should follow when taking care of your pets.
About: I’ve been around animals my entire life, growing up in a home with several dogs and gaining hands-on experience caring for them from a young age. Over the years, I’ve become very comfortable with all aspects of pet care, including administering daily medications and following specific routines to keep pets healthy and stress-free. I’m especially attentive to each animal’s unique needs my own pup, for example, has sensitivities, so I understand how important it is to monitor diet, behavior, and environment closely. In addition to dogs, I also have experience with a variety of animals, as my mom rehabilitated exotic wildlife while I was growing up. That background taught me patience, adaptability, and how to properly care for animals that require extra attention. What sets me apart is how much I prioritize each pet’s health and quality of life. I personally walk my own dog four times a day and bring that same level of care, attention, and routine to every dog I work with. I pride myself on being reliable, detail-oriented, and genuinely loving toward every pet I care for, and I specialize in working with puppies. I work from home, which allows me to be present and attentive to your dog throughout the day. This setup is ideal for pets who need consistent companionship, frequent potty breaks, or a little extra reassurance while you’re away. Whether your dog thrives on attention, has separation anxiety, or simply enjoys having someone nearby, I’m able to provide a calm, supervised environment with plenty of interaction and care. I live in a secure apartment on the third floor with easy ground-level access for quick and convenient potty breaks. My building also offers a dedicated outdoor dog area on the 17th floor, providing a safe and clean space for additional exercise and fresh air. I prioritize safety, routine, and comfort in my home, and I’m happy to follow any specific instructions you have for your pet’s care. To keep you fully at ease, I provide daily, detailed updates with photos so you always know how your dog is doing.
“This was our second time with Emily. Rocket tends to be shy and holds her guard up against visitors but she remembered Emily and greeted her, which I think reflects how great Emily was with Rocket. She was very gentle and sensitive to Rocket’s needs, and I highly recommend Emily to anyone who has separation anxiety to their fur babies (like me).”
About: What sets me apart from other sitters is that I treat every dog like an individual, not just another booking. I take the time to understand their personality, routine, and needs so they feel comfortable, safe, and cared for while their owner is away. I’m patient, attentive, and dependable, and I believe good pet care means giving owners peace of mind, too. I’ll keep you updated with messages and pictures so you always know how your dog is doing. My goal isn’t just to walk or watch your dog—it’s to make sure they have a great experience every time. I’m always good on friday and Sunday mornings/afternoons, and will also be good to do some weekday nights, I am a college student, but I am reliable when it comes to days I care for pets by making sure they feel safe, comfortable, and loved while their owners are away. I follow their usual routines for feeding, walks, playtime, and rest, while paying attention to their individual personalities and needs. I make sure they have fresh water, a clean environment, and plenty of attention. I’m also careful to follow the owner’s instructions and keep them updated with photos and messages. My priority is making sure every pet feels at home and every owner has peace of mind knowing their pet is in good hands.
About: Natalia and I both have had dogs for most of our lives and get tons of joy from being around dogs all the time. We even met each other with our dogs. Life with Pepper, our miniature dachshund, is full of laughs, strolling around the neighborhood, and endless cuddling. She is always making us laugh with her larger than life personality. We plan to get another dog, and in the meantime, we would be happy to hang out with yours if you need a sitter while you head out of town. Pepper loves dogs, and they will be running around and cuddling and playing most of the day. Pepper has lived with dogs before and likes to have friends over. We look forward to helping out with your pup! Update: Welcome to Lola, our new lab rescue! Update 2026: Sadly, Pepper crossed the rainbow bridge in 2024, and now we have a wonderful scruffy rescue, Tallulah! Stay tuned for added photos as we move along!
About: I offer boutique, in-home care for cats and dogs who deserve the five-star treatment. Every visit is tailored to your furry friend’s routine, personality, and needs. I keep your pet stimulated with play and enrichment, or give a calm, safe space to less outgoing personalities. I prioritize health and sanitation, so you have peace of mind knowing your pet is well cared for while you're away. You'll get photo updates and a detailed visit report each day, so you never have to wonder. I am available most weekdays from 8 am to 11 pm and morning, afternoon, and evenings on the weekend. I’m flexible, let me know 🐈 🐕 I secure doors and windows, follow your feeding and care instructions exactly, keep your vet contacts on hand, and leave your home clean and locked.
About: I’ve had my own dogs my whole life, currently have 3 and have spent the last couple years dog sitting for others, walking others dogs, as well as my own. I work well with any kind and age of dog! I currently work part-time at night 3-4 days a week. So lots of mornings and afternoon free time for dogs! My night availability varies but is not restricted. I currently can not care for other pets in my home, but would be able to treat yours just like my own in yours! I have experience with fenced yards, leashing dogs before letting outside, crating, and harnessing dogs.
About: My pet experience includes a lifetime with both cats and dogs. I have over 25 years experience with pets of all ages and capabilities. I’ve had medically complex and fragile animals for years as well, and am honored to help with yours. Hi I’m Emmie and I currently run my own vintage business with my wife. We are completely flexible with our time and look forward to being a part of yours! I have dealt with medically complex animals as well as aggressive animals. I’m confident in my experience and abilities that your pets safety is the utmost priority with me!
About: Your South Loop neighbor and former PAWS Chicago volunteer, experienced with dogs and cats for over 5 years! Every pet deserves patient, loving, and personalized care ❤️❤️❤️ - Monday: available flexibility - Tuesday to Thursday: mornings (7am-8:30am) and evenings (5:30pm-10:30pm) - Friday: available flexibility - Weekends and holidays: available flexibility Open for first time meet & greets anytime convenient! I primarily provide in-home care to keep pets in familiar surroundings ❤️ Boarding is available but please note that it will be my 1B1B condo, where pets have dedicated living space.
About: I have been on rover for 2+ years and I have been dog sitting for an additional 14. I grew up with plenty of dogs in my family, and I was usually the designated dog sitter, so I've delt with puppies and older dogs alike. I have watched dogs for months at a time and have enjoyed every last minute. I work a 8am-4pm from Mon-Fri. I am fully remote, but I like to go into office when I can. If the service is during a weekday, please book further ahead so we can work out the details. I have a completely open schedule Saturday and Sunday. I do go to the store and the gym, just a heads up that I briefly step out sometimes. My apartment is right near a large park with a nice walking trail, and I love going on walks, so your dogs will definitely have fun. I own extra leashes, footies, beds, treats and other doggie essentials. If there are any concerns, I am willing to accommodate for your dog, just let me know. If your doggy has separation anxiety or bad potty habits a proper crate MUST be provided.
About: Growing up my family always had multiple pets at once. All the way from different aquariums, to guinea pigs, cats and dogs. I’ve been a proud dog mom to my son bandit for 12 years, i’m 23 now. In my late teens I worked at a pet store for about two years, during that time I accumulated vast knowledge of different types of animal friends. My whole life has been filled of all different types of pet care ! Recently, in July, I moved here from Florida. I’ve been a licensed barber there for two years, and I’m currently in the process of transferring my license to Illinois, which will take a long time. So I currently have open availability. I plan to provide pet care in my clients’ homes, so I can keep their pets comfy in their familiar environment. In doing so, I will make sure to follow their normal feeding, walking, potty, and play routines as closely as possible. I will also make sure they receive plenty of care and supervision just as i would want for my own.
“Amazing with our dogs and very flexible on dates and times. Got us out of scheduling jam ! Very communicative and responsive, would work with her again !”
About: I have always loved dogs! I grew up with my best friend, Ferris, an energetic and loving black lab! He is 14 and currently lives with my parents in the suburbs. Since moving to the city for college in 2019, i’ve missed having animals around. So I started dog walking/sitting for family and friends in the city for the past 5 years! I know how much I love my dog and how important he is to my family, so I show the same care and love to your furry friend! In my walking and sitting services, I prioritize safety, happiness, well being, and a positive environment. I work from home and have a very flexible schedule. I have breaks throughout the day and love to take long walks. I also have many parks nearby that pups love to visit while on our walks! I have a fenced yard outside my apartment and plenty of parks nearby! I also have a spacious apartment comfortable for any pet to stay the night (or more)!
The median cost per visit for dog sitting in Chicago is $20
Dog parents share their Rover experiences - Chicago
Daphnay was wonderful! She took great care of Penelope and Caesar during her weekend drop-in visits. She was reliable, attentive, and made sure they were well cared for. It gave us peace of mind knowing they were in such good hands while we were away. We truly appreciate her care and would absolutely recommend her to anyone looking for a trustworthy and dependable pet sitter. We would definitely book her again!
Akua was amazing - our dog is very nervous, and she was very patient and devoted to making him as comfortable as possible! He also had a major accident during her very first drop-in, and she went above and beyond cleaning up after him and taking care of him. She is also very good at communicating updates!
Claire and David were so amazing. They were so warm, friendly and gentle with our little babies. They exceeded all our expectations and were the best pup sitters we could have found. I am so grateful they were available at the last minute while we were in town, from out of state, for a wedding. Thank you for taking such wonderful care of our little ones. I cannot say enough good things about them. Thank you again for everything. 🙏
Corrine was absolutely amazing with my 4 month old Maltipoo Puppy. He loved having her and had a lot of fun during the drop in visit. She kept me updated through out and even sent pictures of my little guy! I will certainly be re-booking her services when I need them in the future.
Janiyah was great with my large pup! My dog had a wonderful time with her! She was on time, communicative and took a bunch of pictures! She updated me how he did on his walk and how he was when they got back. Will definitely have her come back to care for my pup!
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 to book dog sitting
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 Dog Sitting - Chicago
Frequently asked questions about Rover
The average cost of Dog Sitting in Chicago is $22 per visit as of November 2026. Most bookings cost between $14 and $37 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 11,683 sitters on Rover offering Dog Sitting across Chicago. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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:
- 85% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 94% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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