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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Monica and Calvin took such good care of my cats while I was away. I always reach out to them for cat sitting services - they’re communicative, leave my place spotless, and the girls really love them!”
“Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!”
“Mairead is the best cat sitter! Howie and Gus looked forward to their daily visit. Mairead treated them like her own cats and it brought so much comfort while we were out of town. Thanks Mairead!”
“Mariam did a fantastic job watching our cat! She was very communicative and professional; she updated us after every visit and sent lots of pictures. 10/10 would recommend and will be using her services again!!”
“Kristi did an incredible job! She was so communicative and thoughtful through out the whole weekend that we had her doing check-ins on our cat, Senga. We will for sure be returning customers in the future. Thank you so much for everything, Kristi!!!”
“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: Hi! 🐾 My name is Ella, and I’m a caring, responsible, and patient person who absolutely loves animals. I’ve always had a soft spot for dogs and enjoy spending time with them, giving them attention, playing with them, and making sure they feel safe and comfortable. I understand that leaving your pet with someone new can be stressful, so I’ll treat your dog with the same care and kindness I would want for my own. I’m happy to follow your pet’s routine, give them plenty of attention, and keep you updated with photos and messages while you’re away. 🐶💗 I’m excited to meet new furry friends and give them a fun, safe, and loving experience while their families are away! My classes start September 21th, so I have plenty of time to take care of little ones. My schedule is flexible so just send me a message! I have a fenced yard and two friendly dogs to keep your fur baby company. They are medium/big but love all sized dog, both male. I am in the basement so I can easily move my dogs upstairs.
About: I’ve looked after hyper dogs, anxious cats, pregnant momma dogs, and my own pets! I’m widely knowledgeable about animals unique needs and adjustable to each pet! Pet care fits easily into my weekly routine! I enjoy staying active and spending time with animals, so caring for pets is something I genuinely look forward to. Whether it’s walks, drop in visits, playtime, or keeping your pet company, I’m happy to make them part of my day. I care for every pet as if they were my own. I take the time to learn their routine, personality, and any special needs so they feel safe and comfortable while you’re away.
“Great with dogs! Daphne gave our 11yr old and 1yr old so much love and attention during her mid day drop in visits, we are grateful for her service. Wonderful and easy to work with and we will definitely use again.”
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: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.
“Acoya came over and met our pets. We showed her the ropes for getting in the house and caring for the cat. Everything looked great when came home. We were camping with no service, but she did send updates and photos. She's a nice person and we trust her with our animals and our home. We will be calling Acoya in the future and we recommend you do too!”
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. I 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 enjoy 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.
“Annie was absolutely fantastic with my kitten Tyson! She covered the span of 5 days - on three of them I wanted him checked on twice and on the other two days I had her come once as family wanted to visit with him as well. She sent me pictures every time she was with him and I hate to say it, but I don’t even think he realized I was gone! He was happy and playful and sweet - she is clearly an animal lover and whisperer! Super trustworthy and stayed in constant communication. Don’t hesitate to use her - we will continue to whenever he needs a sitter! Thanks, Annie!”
“Allison is wonderful! Very organized and the cats love her! She made me feel that everything was okay while so was traveling for business. I highly recommend her except on the days when I will need her services. :-)”
“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: Ive had dogs all throughout my childhood and and even now. I’ve owned different sized dogs as well as different ages. I’ve pet sitter before for family and friends! I’m currently in school during the mornings so my availability is open during the afternoon and evening! (after 2pm) My classes are online so it is possible for me to work before 2pm. I’m available all weekend! I enjoy getting to know the pets and seeing their personality shine through. I’ve personally have had different dogs from small to big and different cats. :D
The median cost per visit for dog sitting in Chicago is $20
Dog parents share their Rover experiences - Chicago
Nikki took excellent care of my dogs while I was away. I got daily updates and photos, and she went above and beyond to make sure my dogs were comfortable and happy. She definitely gave me peace of mind that my dogs were in excellent hands. I would definitely recommend her as a sitter!
Paola is amazing - She really should be a professional animal photographer but she does a great job taking care of the 4 legged babies as well. I trust her she has dropped into our apartment several times now for our pets and everything always goes super smooth. We get amazing pictures each visit and I just feel completely comfortable each time knowing Paola is on the job. Don’t hesitate book, you won’t be sorry. Not to mention Paola is super nice, kind, sweet human being. 6 out of 5 stars!!
Tierney did an amazing job watching my seven month puppy and 4 year old cat. She was so attentive to their individual needs and personalities. It just so happened when she was watching our little ones it was time to transition my puppy to adult food. She kept me updated through the process and I knew my babies were in good hands the entire time I was away. She is also an excellent pet photographer
Nadine did an amazing job taking care of our dog! She was super flexible, responsive, and made the whole process really easy for us. You can tell she genuinely cares about the dogs she watches, and we felt completely comfortable knowing our dog was in good hands. She was reliable, attentive, and went above and beyond to make sure everything went smoothly. We really appreciate everything she did and would absolutely recommend Nadine to anyone looking for a great sitter!
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!"
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 Dog Sitting - 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.
Connect anywhere with the Rover app
