Dog Sitting Oak Park
Book a Oak Park dog sitter to watch your dog in your sitter’s home or yours.
Over 332 pet parents in Oak Park have booked dog sitting
Oak Park, 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.
“Natasha was an amazing Rover for my cat! She kept me in the loop for all check-ins and loved playing with him and keeping him company! I highly recommend booking her!”
“Justice is fantastic and took great care of my dog! I really appreciated the updates and her attention to detail. It made the whole experience stress-free and I would highly recommend her!”
“I had a great experience with my dog sitter! She did an amazing job taking care of my dogs and made sure they were happy, comfortable, and well cared for. I really appreciated the care and attention she gave them. I would definitely recommend her to anyone looking for a trustworthy and caring sitter, and I would absolutely book with her again! 🐶❤️”
About: We are the proud owners of an adorable dog (Ace) and are adept with dogs of all shapes and sizes. Everyone in the house (Micah and I) work from home full-time, so the dogs will never be left alone. Ace is always great host and will have a lot of fun with his new furry friend 😊 Ace (a miniature poodle / Bishon mix) can mingle with any visitors but can be separated upon request. Please bring dog beds and food. We can’t wait to host your little friend! We work from home full time and plenty the time to dedicate to watching and playing with the pups! Morning walks, afternoon potty breaks, whatever the dogs needs are will be met. Fenced in backyard and large park across the street for long walks. Perfect environment for your dogs staycation! As a proud dog owner ourselves, the pups are never far from our minds and will get plenty of attention…maybe too much lol
“Angelina was wonderful! She took great care of our elderly cat and had helpful suggestions for some of his ailments. We will definitely have her back again the next time we are traveling.”
“She took such good care of my pup! I was so lucky to be able to schedule last minute with her and I'm super grateful for her flexibility! Definitely will book with her again! 😊”
About: I’ve had dogs my entire life. I feel as though lots of people want dogs but don’t care to learn how to properly take care of them so, I go above and beyond to take care of the dogs I am able to take care of within my power. I would like to have a meet and greet before I take on any assignments. I am a TA for Oak Park 97 school district. I love animals; especially dogs. I have a degree in Zoology and seek a career working with animals. I usually am free after 3:30 pm Monday through Friday and have open availability most weekends. I try to respond to messages as soon as possible and will work to accommodate your pets needs as best as I can. I make sure that my client’s pet’s feel safe as possible when they’re with me. While walking, I won’t let the client’s dog interact with other people or dogs because you never know how dogs will react with strangers or other dogs. That is unless the owner gives me permission to do so. If feeding is required I will make sure that the dog gets the appropriate amount of food for their breed or per the owner’s instructions. If need be I will also play with the dog and make sure they get the appropriate amount of exercise that they need.
“Diane has been an absolute pleasure! So is so kind to our pups and to us, and has gone above and beyond taking care of Tuk and Hamlet. We so appreciate Diane’s commitment and communication!”
About: Hi, I’m Sam! My passion for animals started early—I began volunteering at local animal shelters at 14, walking dogs and helping with cat enrichment. Wanting to learn more about animal behavior, I completed a six-month Canine Psychology course at AnimalSense, focusing on positive reinforcement training. From there, I began working professionally as a dog walker and gained nearly 30 years of experience in various animal care facilities. Now, I work from home, offering boarding services in a cozy home setting. I keep my groups small to provide each pet with a calm, personalized experience, ensuring they feel comfortable and cared for throughout their stay. I’d love to connect and help make your pet’s time away from home as relaxing and enjoyable as possible! I mostly work from home, so I’m with the pups for the majority of the day. Occasionally, I step out for a few hours to do dog walks, but otherwise, you’ll find me hanging out at home with the crew, keeping things calm and cozy I have an open home where pets can roam and enjoy plenty of playtime. My 8-foot fenced yard with secure locking gates gives them a safe space to run around. Inside, I keep multiple water bowls around the house and have slow feeders available for my more "hungry" guests. When boarding multiple dogs, I make sure to separate everyone during meals and when they’re alone to keep things calm and comfortable. I also have a variety of crates in different sizes and lots of comfy bedding to ensure each pet feels right at home
“Nicholas was the best! His care for my feisty cat was amazing. I especially appreciated his updates and good communication about the particulars, and he also attended to details. He went above and beyond and all respects.”
“Ying took fantastic care of our cat while we were away for 5 days - not an easy task! We recommend her to all future owners looking for a trusted someone to take care of their babies :)”
About: Hi, I’m Abby! Neighbors, friends and family have trusted me to take care of their pets while away. I’m trustworthy, safe and reliable. I follow all directions given, and communicate well. I’m currently working part-time, so I have plenty of time to walk, take care and play with your pet while you’re away. My schedule is pretty flexible. I make sure your pets are in safe areas and I follow all directions given to me. I care for them like they are my own, and respect your home and space.
“Natalia was great with Flynn. He can be a little scaredy cat/hisses at strangers but he really warmed up to her. She was great at communication and pics/videos and put my mind at ease. Will def use her again in the future.”
About: Hi! I’m Lauren, a lifelong animal lover with years of experience caring for dogs of all ages, sizes, and energy levels. Additionally, I’ve fostered dogs during extreme weather emergencies, caring for each one until I was able to personally find them a loving, forever home. I earned my Master’s in Psychological Science and am currently pursuing a doctorate in Clinical Psychology. My background has strengthened my patience, attention to detail, and understanding of behavior, all of which are qualities that help me provide attentive, individualized care for every pet. As a dog owner myself (to a sweet American bully), I know how important it is to find someone you trust with your furry family member. Whether your dog needs long walks, playtime, cuddles, or simply a dependable companion, I’ll care for them as if they were my own. I look forward to meeting you and your pet! My schedule is flexible, allowing me to provide dependable care throughout the week, including weekdays and weekends. I understand how important consistency is for pets, and I’m happy to work with you to accommodate your scheduling needs whenever possible. When caring for pets in your home, my priority is keeping their routine as consistent and stress-free as possible. I’ll follow your instructions closely regarding feeding, walks, playtime, potty breaks, and any other preferences to ensure your pet feels safe and comfortable. I treat every home with the utmost respect and provide regular photo and video updates so you can have peace of mind while you’re away. My goal is for both you and your pet to feel completely at ease throughout my care.
“Eternal gratitude towards Yesenia for watching my cat Rover and helping me run small errands while I was away especially during the Holidays! <3 I returned to find my apartment super tidy and everything in one place. She is flexible and attentive. I had an amazing experience with her as my sitter and you will too!”
The median cost per visit for dog sitting in Oak Park is $20
Dog parents share their Rover experiences - Oak Park
We needed a drop in for Wednesday and Thursday last week due to a funeral. Our first time using Rover, we we did not know what to expect. We had a meet and greet with Lauren on Monday. It went very well. We have 2 puppies that are 6 & 7 months old. One is super hyper and one is a little shy. Lauren did all the right things in taking the time to get to know them, including sitting on the floor so the shy one could come up to her. We were sent updates on each visit and pictures. Would definitely recommend her.
Zena is a bit of a diva when it comes to new people. After the first visit Emily "Quinn" was good friends with Zena. It was easy to tell from the updates how well Zena was doing. When we got back Zena was in great shape. Quinn is great at this. You should strongly consider hiring her to look after your pets.
Another great booking with Rosario! We booked her for drop in visits for our dog while we were out of state for a wedding. She always sends lots of photos and videos of our boy having a great time - putting us at ease that he’s in good hands. Our return flight got cancelled multiple times and Rosario was so helpful and flexible with extending her visits so our boy wasn’t left alone until we finally got home two days later. We are so grateful!
Natalia is wonderful, she is incredibly responsive and provides feedback on each visit. She was comfortable taking my energetic Great Dane puppy on a walk, which I know he loved - with me being at work for so long. An additional thing I appreciate is she is super flexible and always willing to work with our crazy schedules. 10/10 recommend.
We absolutely love our dog walker, Emma she is incredibly dependable, trustworthy, and clearly have a genuine passion for dogs. Emma always communicates clearly and sends the best photos/visit summaries during their walks, which brings us so much peace of mind while we are at work. Our dog, Dyango, gets so excited the second she arrive. We will never forget You. She is the best
I can’t say enough good things about Chris and how well he cared for my dog and cat. I was nervous about leaving them at home for the first time instead of taking them to a sitter, but it turned out I had nothing to worry about. Chris was reliable and showed up when he said he would. The love and care he gave my crew was amazing. He also communicated really well during each visit, sending updates, pictures, and observations about how they were doing. He didn’t hesitate to reach out with questions, which meant a lot to me since my dog is a senior and has a few health concerns. I can’t recommend Chris enough — he really is that great 😊 I’ll definitely be using his services again in the future!
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
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Popular requests for dog sitting - Oak Park
Select a filter and find qualifying sitters offering dog sitting.Sitters in Oak Park average 7 repeat dog sitting clients
FAQs for Drop-In Visits - Oak Park
Frequently asked questions about Rover
The average cost for Dog Sitting in Oak Park on Rover is $20.34 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 12,172 sitters on Rover offering Dog Sitting across Oak Park. 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 Oak Park 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 Oak Park 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 Oak Park 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 Oak Park. On Rover:
- 91% 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.
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