Pet Sitting & Drop Ins In Oak Park
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Oak Park pet sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I am a dependable and compassionate pet sitter and dog walker with over 20 years of experience caring for dogs of all ages, breeds, and temperaments. Dogs have always been a huge part of my life, and I understand how important it is to find someone you can trust to care for your pet like family. I have experience working with reactive and anxious dogs and understand the patience, awareness, and calm approach they often need. I pay close attention to body language, safety, and each dog’s individual comfort level to help them feel secure and cared for. I currently have a cocker spaniel and love to walk and play with him. I know how important consistency, exercise, affection, and communication are when someone else is caring for your pet. Whether your dog needs walks, playtime, companionship, or extra patience and attention, I will provide reliable, loving care and treat them as if they were my own. I am a teacher and have summers off. I have full availability to care (walks and check-ins) for your pet during the week or weekend. I would love to get on a schedule if you need one for consistent work. I am looking for jobs that will get my active and outside. Whether that is playing with your pet inside your home or taking them for long walks around your neighborhood/in a destination of your choosing.
About: My names Tricia I have an in home Doggie Daycare and Boarding business call Pawfect Adventure! I have three fur babies of my own who range in ages for 3 to 12 years of age! When it comes to boarding drop off are encouraged anytime before 10am the day of and pickup up by 9am on pick up day. Anything after 9am pick up there will be a an additional charge for Daycare of $25 for half day and $40 for full day. There’s is only one kind of unconditional love on earth and that’s the love of our four legged friends. In my home your dogs will be treated as a part of my family! So if you want them to have a Pawfect Adventure book with me and they will have the time of their lives. My yard is large, safe and fenced for fun! Can’t wait to be and love on your babies! This is my full-time business so I try to be as flexible as possible. I do have scheduled outings on certain days so pick up and drop off times may need to be adjusted based on my schedule I have a fully fenced front yard with artificial turf as well as a fully fenced large backyard. I also have a dedicated dog room and two doggie doors so the dogs will have free access to Rome in and out of the house as they please.
“Tara was so great at taking care of our little fur babies while my husband & I were out for a whole week!😭 I appreciate the photos and updates she provides to us. Thank you, Tara, for everything!👍🏼”

“Brenda is a great pet sitter, and I highly recommend her. She keeps you updated on your furry friend’s well-being and plays with them as much as possible. I definitely will be booking with her again.”


“Leyla was absolutely amazing! She was reliable, communicative, and flexible to our needs. We felt completely at ease knowing our pup was getting attention, care, and affection while we were away. We came home to a happy dog and would trust them again in a heartbeat!”

“Yesenia is awesome and has extensive experience with both cats and dogs. She was so patient with Axl as he is a puppy and a bit shy around people. She is responsive, has great communication during check-ins and take lots of pics. Thank you Yesenia 😃!”


“My husband and I have scheduled a recurring drop in visit with Danielle for our dogs during the week while we are at work. Danielle has been great with our dogs. She is consistently on time, responsive to our questions and messages, and very professional.”


About: In addition to caring for my own lovely cat and senior pup, I have pet sat for friends and family members regularly for the past 10+ years. I have experience with fur babies with a range of quirks, behaviors, and medical needs, so I am prepared for anything that comes my way. I am a graduate student with a flexible schedule, so I have plenty of time to spend caring for critters, especially during the upcoming summer break! I am very careful and safety-conscious, so you can be sure I will leave your home secure and comfortable for your pets when I visit.
“Sara has been such an amazing help with my dog!! I am never stressed when I know she’s coming by! She always leaves lots of pictures and details! Would recommend her to anyone!!!”

“Took great care of my cat for the 2 weeks I was gone. Kept in touch each drop in and was super easy to communicate with. It was a great experience and I highly recommend Sabrina!”

“Britny is an outstanding dog walker! She took great care of Gigi, taking her on walks and even bringing her to the dog park. She kept me updated with photos and was very communicative and flexible with scheduling. I highly recommend Britny for both dog walking and drop-in visits!”

“William went above and beyond caring for my dogs. I have two high energy large breed dogs, a German shepherd and a Labrador retriever. William handled them very well, my dogs love him and I can tell he really cares about them when he’s baby sitting them. He sends me pictures and communicates about their visit. He is very trustworthy, made sure my dogs were safe and comfortable and made me feel very comfortable leaving them under his care. I am very glad to have found him and will definitely be hiring him again!”

“Victoria was great! Quick/easy to communicate, check ins were on time and as discussed, and she seemed to take great care of my cat while I was gone! I will use her in the future.”

“Thank you Ana for taking care of my boys during the busy holiday weekend. I appreciate that you were able to step up and cover an extra day when my flight was canceled as part of the Southwest meltdown.”
“Tally was wonderful with my last-minute request to look in on my dog and take her for a walk when I needed to be away for most of the day and night. She took good care of my dog and took care to secure the house. I happily recommend Tally as a reliable pet care professional and I will use her services in the future if she is available.”

“We booked drop ins and doggy day care with Taylor multiple times before and we are always happy with her! She follows instructions, provides great pictures, and is on time. She takes great care of our pets. Would definitely recommend her to anyone looking for a responsible sitter.”

About: my lifelong experience sets me apart from other sitters because my family would always positively recommend me to their friends. I am experienced with foster animals and pet sitting through years of helping a shelter worker and caring for her dogs. I’m attentive, reliable, and love working with all kinds of pets. I am currently working parttime as a preschool teacher but i am available on weekdays after 12. Mornings during the weekday are my only busy period. the care for pets varies depending on owners request. In the past, I have always followed clients requested bathroom and feeding schedules. if you have any questions, feel free to message or call me.

About: I get along with all animals including cats. I am very aware of what boundaries they have and always make sure to respect them at all times. Considering I have 3 fur babies (cats) of my own I am always surrounded by them & happily care for them on a daily basis My animals are only indoors but they have access to windows to people watch & plenty of cat toys & a nice cat tree as well
Over 58 pet parents in Oak Park have booked pet sitting
Oak Park pet parents share their Rover experiences
Sara was the best cat sitter i could have booked. She was super patient with my cats especially our skiddish girl. The fact she took time to give each cat attention which is difficult since all of them are attention hogs. She left detailed reports and lots of pictures of our fur babies.If i need another sitter im definitely having her come back if shes available
We feel very fortunate to have found Jill! One of the things we appreciated right away is that she lives in our neighborhood, which made scheduling and communication very convenient. From the moment she came over for the meet-and-greet, it was obvious that she was completely comfortable with both cats and dogs. She asked thoughtful questions, took the time to get to know our pets, and immediately inspired confidence. Jill has cared for our pets twice now, including one visit with our Golden Retriever in addition to our cats. She took excellent care of everyone, sent regular, detailed updates with plenty of photos, and gave us peace of mind while we were away. We also appreciated the little things, like noticing and closing windows that had been left open before we left. We are already planning to book Jill again and highly recommend her to anyone looking for a caring, reliable, and communicative pet sitter.

Ana A. was very good with my two small pups and made me feel so much at ease. I had long weekend plans and was unable to bring my dogs with me, so I booked Ana to come feed them and walk them for 4 days. Ana was timely, communicative, very nice and I know my dogs felt comfortable and safe with her. This meant so much to me, thank you Ana!! Highly recommended.
Evelyn is an amazing dog sitter and human being! Extremely thorough, great communicator, and very gentle with my dog Charger. Her communication and photos made me feel comfortable on my work trip, which I appreciated so much! I will definitely be using her again!
Brenda was awesome, we needed someone last second to drop in and hangout with our puppy. She set up a call so we could get to know each other, asked great questions, and provided photos and videos of their time together. We couldn't asked for much more. We will definitely be using her in the future.

Popular requests near you
Select a filter and find qualifying Oak Park sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Oak Park is $25
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 pet 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.
Sitters in Oak Park average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oak Park on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 9,024 pet sitters in Oak Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Oak Park pet sitters respond in under an hour.
Pet sitters in Oak Park have an average of 15 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oak Park.
Rover makes it easy to find Oak Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 9,024 pet sitters in Oak Park on Rover, so you’re sure to find the perfect match for your pet! In Oak Park, 97% of pet sitters offer daily exercise, 95% offer medication administration, and 92% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
















