Dog Sitting Oak Park
Book a Oak Park dog sitter to watch your dog in your sitter’s home or yours.
Over 61 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.
About: Hi! I'm Jenna. I'm reliable, attentive, and I genuinely treat every dog like my own. I've spent a lot of time around dogs with different personalities, from high-energy ones that need a lot of movement to more sensitive or anxious dogs that need a calmer approach. I pay attention to body language and try to make sure they feel comfortable and safe, especially in new situations. I'm pretty active and love being outside, so your dog will get plenty of exercise and attention. I'm also consistent and detail-oriented, so l'll follow your routine and instructions closely. I'll always send updates with photos so you know how things are going. Whether your dog needs a good walk, some playtime, or just someone calm and reliable, l've got it covered. I work part-time so I am flexible with my availability. I control my own schedule and usually can accommodate last minute pet needs. I can also do regular, repeat schedules. I focus on keeping dogs calm, safe, and comfortable by paying close attention to their behavior and energy. I follow your routine as closely as possible, including feeding, walks, and any specific instructions you have. I’m confident handling strong or high-energy dogs and make sure walks are controlled and structured. I’m also respectful of your home and will always keep things clean and secure. You’ll get updates and photos so you always know how your dog is doing.
“Katherine took great care of my kitty while I was out of town. She provided me with daily updates, including photos. I could tell from the photos that my kitty enjoyed Katherine’s visits. I would absolutely hire her again.”
About: I've been raised with cats my whole life and currently have several fur babies. I also have pet rats. Experienced caregiver to both. My parents have dogs and cats and I have experience with handling larger dogs and caring for small animals in general. I Currently work full time, Monday through Fri day 9am-6pm so would primarily be available Friday evening through Monday morning. I there is an emergency or if you have adequate office accomodations at your place of residence I would consider weekday availability on a case-by-case basis as I work remotely, usually from home. I would prefer instructions on what is needed for each pet; location of food, any special dietary or medical needs, playtime preferences, any particular routines or behaviors that are important or would make them feel comfortable.
“I always know I can depend on Brianna to take the best care of my cats. I always look forward to the summaries of her drop-ins, takes awesome (hilarious) photos, and does a professional job. 10/10 recommend”
“Thank you so much, Melissa! She took amazing care of my puppy and really put my mind at ease. She is so thorough and wants to continue the same routine your dog is used to, which is so appreciated!”
About: Caring for pets has been my main job for about 8 years now. I’ve always had an immense love for dogs and other animals and make sure to care for each one the same way I would for my own. I like to stay active and love playing outside or especially walks. I will go as fast or slow as your dog wants! I also of course love to just chill and give pets. Ive gotten to know and understand many animals with different personalities and will adjust to your pets specific needs! My schedule is pretty flexible so I can accommodate your pets needs! I’m available at different times of the day so whether your pet needs a walk while you’re at work or a sitter for the week I am able to help out! I take sitting very seriously as it’s a big responsibility to care for your pet and home. I will always be sure to put the time aside needed to keep your pet happy and healthy and will be communicative if any issue arises. I will leave your house as clean as I found it and perform basic upkeep like light cleaning, gathering mail and taking out trash. I will also do more such as watering plants if you let me know! I am able to
About: Hi there! I’m Rhiannon — a lifelong animal lover and former professional dog groomer of 5 years. I’ve spent years caring for pups of all breeds, sizes, and temperaments, and I truly understand how much trust it takes to leave your fur baby in someone else’s hands. Whether it’s walks, cuddles, or keeping up with your dog’s routine, I treat every pet like my own. Reliable, calm, and attentive — your pet’s comfort and safety are always my top priorities. I currently work part-time remotely, which gives me the perfect balance to dedicate plenty of focused time to pet care. My flexible schedule allows me to plan my remote work around walks, feedings, and playtime — so your pet always gets consistent attention and care. Whether it’s morning, mid-day, or evening visits, I’m able to adjust my hours to fit your pet’s needs and routine. When I care for pets in their own home, my top priority is keeping them comfortable, safe, and stress-free in their familiar space. I follow your routine closely — feeding times, walks, playtime, and any special instructions — so your pet feels secure and cared for just like you’re there. I always treat your home with the same respect I’d want for mine: tidy, mindful, and trustworthy. I send regular updates and photos so you can relax knowing your furry family member is happy and in good hands. With 5 years of experience as a professional dog groomer, I’m confident reading animal behavior and providing calm, reliable care no matter the breed or personality.
About: I had a wonderful dog named Miles who passed in 2021. He was my first experience with my own animal friend and it was one of the best experiences of my life. He needed a lot of care in his last couple of years (he died when he was 16) as he had arthritis and other age related issues that required a lot of love and patience. Currently I have a cat named Alice who is a sweet orange cat with lots of personality. I look forward to making some new animal friends! I currently work full time two miles from my house so I am able to come home for a long lunch break when needed. For over night stays a Friday through Sunday would work best for me so that I can provide lots of attention to your pet. I care for my cat by providing her with a stimulating environment. Lots of pets, lots of love, and attention. I would do the same for your beloved animal friend.
“Chelsea did an amazing job helping out with my cats while I was recovering from surgery. She even went above and beyond and took the trash out for me. I will definitely use Chelsea again!”
About: I’ve been a pet mom for over 10 years! I’ve taken care of my 3 poodles for the past 10 years and recently became a new cat mom! I’ve also boarded pets for friends and family over the years. I’m comfortable giving medications, keeping up with feeding and potty routines, and making sure pets get plenty of love and attention. I’ll treat your pets like my own and make sure they feel safe and comfortable while you’re away! I am fully available to fit caring for pets anywhere in my schedule! I will do my best to be flexible and accommodating! I can work all hours of the day! I have 2 cats of my own who are provided with all of their necessities and most importantly an environment where they can be free to explore safely and play constantly! I care for my cats like they are my children! And I will do the same for yours.
About: Special needs, patience, guidance, understanding, care, safety and obviously tons of love gifts I have shared with dog friends for most of my life . I have raised 3 litters of pugs. Adopted a special needs pug. Cared for a poodle with seizures, a wonderful lab, beagles and some dog friends who were just special and some that still are. I love to go on walks at what ever pace is best for your pet. I understand and am attentive to their needs. Also I understand and respect the importance and needs for the type of care you prefer for your pet. Please let me know exactly what they are so I can provide the best care possible for your pet while you are away. I am currently working part-time and from home I will have plenty of time to play for and Care for your pets. I am available most evenings and weekends. Looking forward to hearing from you. I have a fenced yard and to every room of my home except for the kitchen. Your pet can be created if necessary. There is plenty of space for play and for rest my home is located in a very friendly and safe neighbourhood.
About: My grandmother drilled the importance of treating all life with respect and dignity, and through that I have learned to love all forms of pet-life. I want to ensure that you are at ease when important life events arise, and you need to leave the most vulnerable members of your family. I've been taking care of animals, primarily cats and dogs, since I was 10 and I hope to have the privilege of caring for your pet too :) I work part-time as a barista and spend the rest of my time caring for my own pets, pursuing hobbies of mine, and studying for school. This leaves me with ample time to get to know new animals, their personalities, and to provide them with all the love they desire. A big part of pet-care is communication between 3 parties; the owner, the sitter, and the pet themselves. I'll adhere to any schedules and rules established by YOU, I'll respect the boundaries of your pet, and I'll bring my 100% to be your animals best advocate and friend. Your pet will be supervised all of the time, I'll provide daily update videos in cases of travel, and I may sneak them a treat or two as a bribe.
About: Animals have always been a huge part of my life! I’ve been caring for pets since I was 8 years old and currently have a dog of my own. I know every pet has their own unique personality and routine, and I’m happy to provide loving, reliable care. I’m available for walks, drop-in visits, house sitting, and have a flexible schedule. I am a social worker and am on the road a lot so I have plenty of flexibility to drop in and see pets in the mornings and evenings. I have many years of experience taking care of animals so I am familiar with walking dogs, feeding, crating, and love playing with pets! Caring for pets is a huge passion of mine.
“Erin watched my kitties on short notice and I'm very grateful. She was careful to follow instructions and even managed to give my stubborn cat medicine (I was semi-okay with him missing a dose, but ask her to at least try) and make friends with my very shy kitty. It was all very reassuring and I would definitely recommend.”
About: We have had a family dog most of my life. I have walked and fed and played and cared for them more times that i can count. I am gentle and loving and most dogs love me. I am currently not working so this will be my main job. If i do work its only part time so I will always be able to fit the pet care in my schedule. I do have a standing Monday appointment from 2-3 I can do some weekends as well. I walk and feed and play with them. I currently don't have a pet now and miss that. I'm up early and go to bed late.
“Veronica watched our cat & dog for 5 days while we were away, and when we come home our animals were SO happy compared to when we board them or hire someone else! She is lovely to work with too. Thank you so much Veronica!”
“Jordyn is a MUST HAVE. She was extremely responsive and able to accept my booking request last minute on a holiday! I am so picky when it comes to people visiting my home and fur baby and she checked all the boxes! A+ Jordyn.”
About: I’ve watched my friends and families pets for since I was 15. I’ve also had animals all my life. That includes giving them baths, feeding them, walking, taking them to a dog park, anything and everything. I’m very determined to take care of such lovely animals and to keep them safe. I’m currently working part time, I’ll be going to school soon but I’m staying local so I’m still available. My schedule is pretty flexible and I’m willing to work around anything. I’ve got a fenced yard, two dogs and two cats. We keep them separated mainly for the dogs sake. They are still in training but will do nobody any harm.
The median cost per visit for dog sitting in Oak Park is $20
Dog parents share their Rover experiences - Oak Park
She’s just outstanding! I have dogs with various medical needs and she makes sure that medications are given in time, helps with ambulation, makes sure both dogs have done their business and gives lots of attention and affection while I’m away. And is also seeing to the needs of my three cats, too! She’s got a lot to take care of every time she comes over to my house and I know everything will be taken care of. I highly recommend her! 😀
Jessica was fantastic with our pup Nigel. He’s a nervous boy and usually takes a while to warm up to new people, but immediately liked her at the meet and greet! Jessica is always quick to respond, a great communicator, and sent detailed notes with cute pictures for each visit. Nigel also has a few special needs/requirements and she was more than accommodating, including giving him multiple medications and keeping an eye out for accidents. We felt super comfortable leaving Nigel in her care. She truly does care for each animal like they’re her own! We would definitely recommend her and will for sure book with her for future trips :)
Jodi did an exceptional job petsitting for us while we were away for 5 days. She took on a somewhat challenging schedule with three very different pets with different needs. She was timely, reliable, caring, engaging and communicated well throughout the process.
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 - Oak Park
Select a filter and find qualifying sitters offering dog sitting.Sitters in Oak Park average 7 repeat dog sitting clients
FAQs for Dog Sitting - Oak Park
Frequently asked questions about Rover
The average cost of Dog Sitting in Oak Park is $22 per visit as of October 2026. Most bookings cost between $19 and $34 per visit. On Rover, 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 3,951 sitters on Rover offering Dog Sitting across Oak Park. 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 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 .
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 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:
- 90% of sitters can help with special care needs
- 94% 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 , 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.
Connect anywhere with the Rover app
