Dog Sitting Chicago
Book a Chicago dog sitter to watch your dog in your sitter’s home or yours.
Over 5,336 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.
“Chelsea was very punctual, provided lots of updates and pictures, communicated well, and poppy loved her! We will definitely be using her again and I 10/10 recommend her!”
“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!!”
About: Hi! My name is Judy and I have been pet sitting for several years and enjoy spending time with furry friends. I have a very friendly cat who is great with dogs (but I can keep them separate (if requested). I am a caretaker and have flexible hours, so I will be able to care, walk, and cuddle your pet as needed. My home will be a calm and relaxing space for your fur baby! *Home is located near train station. I currently have open availability but please give me two days notice. Happy to visit your pet at your home or host them in mine. Two level home with a small outdoor space (fenced) for sun-bathing and fresh air. I do have a cat that enjoys cat or dog company, so I can keep pets together or separate them based on your pets openness. Harrison park is a short 6 minute walk ideal for daily strolls.
About: I have over 20 years of experience with caring for pets like dogs, fish, hampster, rabbit, birds and cats. I grew up loving animals and have taken in a few kittens before rehousing them. I'm self-employed and can make arrangements for clients. I have a car so I can pick up and drop your baby off at appointments or daycare. Just let me know your needs. At clients' house I usually ask for any rules and expectations of me to follow to respect the space. Then I will ask about all your pets needs, allergies, medical & behavior concerns and emergency numbers. If parent is not home, I will send pic or video of me closing door and locking up to ensure security.
“Raquel was great! She dropped in on my cat every day while I was away and made sure he was well taken care of. She was reliable, communicative, and gave me peace of mind throughout my trip. I’d definitely recommend her!”
About: I’ve taken care of dogs my whole life, but I took it to the next level when I got a German Shepherd/Pitbull mix puppy, who also happens to be reactive! Dogs thrive when you take the time to get to know them: their quirks, structure, and boundaries! I have open availability, except for Wednesdays. I’m currently flexible and happy to work with you. If there’s any special needs or accommodations needed, feel free to let me know. A person’s home is their sanctuary. Rest assured that I will treat your pup and your space with the utmost respect, care, and level of privacy!
“Samantha is such a great sitter! She’s super communicative and sends great updates during her visits. It definitely makes traveling/having to leave my cat much easier knowing that she will be in Samantha’s care ☺️”
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.
“Our cat Rocket loves Emily :) Emily took care of Rocket a couple times now during our trip, including some long-term ones. That meant Emily had to come in twice a day, every day, for 2-3 weeks. She wasn't late to a single visit, gave Rocket lots of pets and attention, and sent us a lot of pictures while we were overseas. She truly went above and beyond as a sitter and we cannot recommend Emily enough!”
“I was pretty stressed about leaving Kairo while I was going on my trip, but Mahin made everything so much easier. She took such great care of him, kept me updated regularly, and made sure all of his little routines and requirements were followed. It was really nice knowing he was comfortable and in good hands while I was away. Kairo had a great time, and I could tell he was well taken care of. I really appreciate everything Mahin did and would definitely recommend her to anyone looking for someone to look after their pet!”
About: I’ve been caring for dogs since I was 10 years old and raised my own pup for 16 wonderful years, starting when he was just two months old. I personally trained him to follow essential commands like sit, stay, come, and leave it—as well as fun ones like paw and rollover. He was even able to walk off-leash safely. Over the years, I’ve also helped neighbors, friends, and family by walking, feeding, and bathing their pets. I’m confident, reliable, and treat every pet like they’re part of my own family. I am a student and attend class for a few hours in the morning, and my fiance works from home during the day. Since we have split schedules your pup will always have plenty of attention, playtime, and care throughout the entire day. I’m flexible and can accommodate a wide range of schedules. I’m also available for boarding any day of the week, including weekends, depending on your needs. I live in a condo with a fenced yard, and I have a friendly, neutered beagle who loves playing with other dogs. I’m happy to take your dog on regular walks as our beagle loves his walks. I also can take them to one of the many nearby neighborhood dog parks. If your pup prefers their own space, I can provide a crate if needed. My home is calm, secure, and a great place for dogs to feel comfortable and loved.
About: Ive had dogs my entire life and have taken care of multiple at a time. Ive been petsitting for friends and neighbors for more than 10 years. I love being outdoors and taking long walks! I have an extremely flexible schedule during the week and am available at almost any hour. I am also free to pet sit most weekends. I am very responsible and willing to take care any special needs your dog may have. I will provide constant updates so you can have peace of mind will you are away.
About: I’ve had a dog for the past 13 years, from training her as a puppy to caring for her through her senior years. I’m comfortable with everything from puppy energy and basic training to the patience, attention, and extra care that comes with an older doggy! As a medical student, my schedule can be busy, but I am mostly home studying! I make time for pet care and genuinely enjoy having dogs as part of my routine. I’m happy to fit in walks, playtime, feeding, and plenty of cuddles around my schedule, while making sure your pup gets the attention and care they need. I absolutely love dogs and see them as part of the family, even when they aren’t my own. I love getting to know their personalities, playing with them, going on walks, and, of course, lots of snuggles! I allow pups to be on the couch or in bed with me, but if you’d prefer your pup to sleep in a crate, I have plenty of room for one!
About: I have a huge animal-less hole in my heart to fill!! I always grew up with a dog and a cat in our home: a German shepherd, Jasmine, then a Welsh terrier, Rex, and kitties Madeline, and Isabel. While I mostly took on the play duties with the pets, I began my pet-sitting journey in elementary school watching my neighbors' cats when they were away and, eventually dogs and cats of my high school friends. Since starting my pet-sitting journey, I have done drop-in visits, dog walking, and house-sitting. I love spending time outdoors, whether at a park, on a walk, or in your backyard! It's important for me to provide gentle love to pets while also abiding by the training they follow. I have cared for up to two animals at a time which is what I feel most comfortable and confident in! I'm not afraid to pull up my sleeves and take care of sh*t (literally!) I loooove taking pictures and will always share pics with your little babies, maybe even a little photo shoot :) I am an entrepreneur growing a Pilates and Wellness business! I have the luxury to create my own schedule and make time for your babies! When visiting someone else's home, I have very high respect for the space I am in. I leave places I have been cleaner than I found them and take care of the home I am in. It’s important to me for your four legged friends to feel safe and comfortable as if you were there all along.
The median cost per visit for dog sitting in Chicago is $20
Dog parents share their Rover experiences - Chicago
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!
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!!
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 6 repeat dog sitting clients
FAQs for Dog Sitting - Chicago
Frequently asked questions about Rover
The average cost of Dog Sitting in Chicago on Rover is $22 per visit as of October 2026. Most bookings cost between $13 and $37 per visit. 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 October 2026, there are 11,626 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 .
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 , 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 .
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
- 91% 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 , 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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