Dog Sitting Oak Park
Book a Oak Park dog sitter to watch your dog in your sitter’s home or yours.
Over 65 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.
“Emily was so accommodating for our last minute booking of a drop-in visit on a holiday! I know the pups enjoyed her visit and their play time just from looking at their happy faces in the pictures! I would recommend her for anyone looking for a friendly sitter for their pets 😁”
“Audrey was responsible, communicative, and always sent a note with photos of all the cats when she visited. She also played with the more active ones. Thanks! I will be using her services again in the future.”
“Kara did a great job with a drop in visit for my anxious German Shepherd! She made the process so easy and took great care of my pup. Looking forward to booking her again for future drop in visits!”
“Suzanne did a wonderful job with our fur babies. Our girl cat can be cranky or a sweetheart and Suzanne knew how to bring the sweetheart out of her. She sent delightful photos of Peanut rubbing all up and down her leg in greeting and running around the house excitedly playing or having zoomies. We knew our cat was in good hands with her from the very beginning - just a vibe - but she proved to be responsible, attentive, and definitely went the extra mile to make sure we knew Peanut was being loved, food and maintenance was being taken care of, and that our other pets were also safe.”
“Brianna is great with my crazy little Jack Chi mix. He gets so excited to see her and she works so well with his feisty personality. We recently started grooming with Brianna and my baby is really enjoying his bath time and head rubs from Brianna.”
“Sarah was punctual and very reliable. She provided detailed daily updates on litter cleaning, feeding, and playtime, along with plenty of photos and videos. My cat can be a bit shy, but Sarah was patient and clearly comfortable caring for her. Communication was excellent throughout the five days I was away. I would definitely book her again!”
“Samantha was wonderful! Very reliable, she sent a lot of pictures each visit and it was clear our dogs love her. She went above and beyond to make sure they were happy and comfortable. She played fetch and took them on a walk. We will definitely book her again.”
“Gary obviously loves animals and they love him! He took great care of our pups at our house while we were out of town for a weekend. He also watered our plants which was super helpful.”
About: I have owned all types of pets since I was younger. I've owned and cared for dogs in all sizes, long and short hair. I'm great at walking with rowdy dogs and can teach a few basic tricks. I've cared for senior dogs towards the end of their lifespans and can keep up with high energy pups as well! I have flexibility to provide care early in the mornings and very late at night. Saturdays are when I can provide the most hands-on and time intensive care for your pets! I have lots of experience getting new pets to trust me. I am vigilant on watching outdoor activities, keeping gates closed, and any lead lines or leashes attached.
About: Hi there! I’m a lifelong dog lover with hands-on experience caring for pups of all sizes and energy levels. My pet care journey began while working at a professional dog daycare/boarding kennel, where I gained experience with canine behavior, feeding schedules, and administering medication. That experience gave me a solid foundation in safety, structure, and understanding dogs’ unique needs. Outside of that, I’ve been the go-to dog sitter and walker for friends and family for years. Whether it’s overnight boarding or daily walks, I’m known for being reliable, punctual, and genuinely loving toward every dog I meet. I treat every pet like they’re my own—with lots of affection, attention, and tailored care. I pride myself on creating a safe, fun, and comforting environment whether your pup is boarding or just a walk around the block. You can count on me to communicate clearly, show up on time, and make sure your dog gets the love, exercise, and care they deserve. I’m currently working part-time and have open availability for dog walking Sunday-Tuesday, anytime before 10am on Wednesdays, after 1pm on Thursdays, and after 3pm Friday & Saturday. Boarding availability can be discussed :) Whether I’m staying overnight or just spending the day, I’m committed to providing a calm, caring environment where your pup feels safe and loved. I treat every dog like family and always focus on their comfort, routine, and happiness.
“Lizzi was very helpful, did everything I asked for feeding and taking care of my two cats, and sent pictures daily. Made me feel very reassured while I was away. Thank you Lizzi!”
“Rebecca did a great job taking care of our two cats, which included giving pills to our spicy orange cat! She was on time for each visit, and sent lots of pictures. We were so happy to see them getting lots of pets and love!”
“Kelly was wonderful and took great care of our cats while we were away! She took lots of pictures and clearly spent time giving them lots of love and attention which we appreciated! We will definitely hire her again!”
“Ally was amazing! She took such great care of my two cats. 🐈 🐈⬛ She sent fantastic detailed updates and lots of photos on every visit. Ally really went above and beyond. I am super grateful I found her. I will definitely be rebooking with her in the future!”
“Amanda was great! She sent lots of pictures and made sure my two cats (including a very anxious one) were well taken care of while I was out of town for work! She also left my apartment super clean which was so nice to come back to!”
“Once again Lauren has come to my rescue. This time she was checking on my cat while I've been out of town and she did great. I will definitely be working with her in the future any time I can!”
“We had such a great experience with Hannah. She took care of our cats for nearly two weeks and we felt completely at ease the entire time. We received regular updates and lots of photos. Wouldn’t hesitate to book with Hannah again!”
“Christopher is consistent, reliable, and compassionate towards my pup, Mabel, and senior cat, Bodi. I’m happy to have him as a sitter and his availability makes my chaotic schedule much easier on the life of my pets. Thanks Christopher!”
The median cost per visit for dog sitting in Oak Park is $20
Dog parents share their Rover experiences - Oak Park
Jessica has been great with our dogs. We had a few special instructions and she took care of everything we needed. Our dogs get let out twice a week by her, and sometimes she stays longer than we asked. She’s very good at updating our Rover account with all of the details and photos from each visit!
Kelly is absolutely fantastic. She is super communicative when taking care of my pup, sends photos, is extremely timely, and my pup looks like she is having the best time. She took the time to do a Meet and Greet with us ahead of time and it made us feel super comfortable. We've had a great experience and would highly recommend her.
Winnie was awesome! Super easy to communicate with and made everything really stress-free for us. Our puppy Poppy absolutely loved her and we could tell she got tons of love and attention. Winnie is super trustworthy and reliable — we felt totally comfortable leaving Poppy in her hands. We’ll definitely be booking with her again!
Lisa was great with our dog Finn! She gave us daily updates and was wonderful with him. He loved the way she walked him and was very energetic. She even helped with some of the things we forgot to do when we left on our trip. Great care and would highly recommend her!! Thanks Lisa!
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Oak Park sitters!Sitters in Oak Park average 6 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 $22.2 per visit (as of June 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 June 2026, there are 4,089 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:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 98% 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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