Dog Sitting Oak Park
Book a Oak Park dog sitter to watch your dog in your sitter’s home or yours.

Over 67 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.
“Kelly was able to help us out last minute, so we could go out of town with our family. She even helped with bandage changes when our dog would rip them off. She provided updates and pictures for us every time she came to visit. I would highly recommend Kelly to anyone!”

“Isabela was a blessing with my kitty at very short notice when I had a last minute trip. She checked in and sent pics of my cat and made me feel less guilty about leaving my sweet girl. I’d definitely book 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!”

“Mark did an excellent job checking in on my cat while I was away! I will definitely be rebooking with him again in the future and would recommend him to others in the Ferndale area!”

“Rachel is absolutely the best dog sitter we've ever worked with. Her timing was prompt, her communication was fantastic, and she went over and above on multiple occasions, including gracefully working with our oldest dog who had been scared by fireworks, making sure all of our pups' needs were met. We can't thank her enough!”
“Great communication, went above and beyond, and the animals really seemed to be happy! So easy to work with. I would be happy to have Jess watch my cats again, such a great job!”

“very communicative! i love that jennifer was able to tolerate my pebble's neediness and even check on moose who happened to be hiding under blankets! would definitely book with her again!”

“Julia was absolutely fantastic and taking care of both of my dogs while I was at work. She texted me and gave me updates with the funniest pictures of my dogs. She was very responsive and communicative. I will definitely be booking in the future!”

“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!”

About: Hello! I am an active and reliable animal lover with years of experience pet-sitting. I value open communication and strive to offer my clients peace of mind while their fur babies are in my care. I specialize in high-energy dogs that need a good long walk/run to be happy/healthy (and sane 😅). But I promise I'm also great with mellow couch potatoes. And I excel at belly rubs! I am a medical student trying to save up to pay for my final semester of medical school, studying for board exams, and hopefully getting to hang out with some awesome pets while doing so. My schedule is wide open and flexible for house-sitting, drop-ins, and walks/runs. I am flexible, accommodating, and can do last-minute requests! I understand that fur-babies are part of the family, and I treat them with the love, respect, and dignity they deserve. I pride myself in treating each pet as in individual and respecting any schedules and guidelines offered by the family. This is one of the reasons why meet 'n greets are so important, and I am more than happy to meet beforehand when the circumstances allow.
About: I have grown up loving and caring for dogs of my own as well as others. I have always been the person people always call when they have some kind of animal emergency. I absolutely love animals and know a lot about taking care of them and many different types. They will get lots of attention and quality care from me. I will spoil your baby as much as you will let me! I can administer any medication necessary. My dog takes pain meds twice a day so we are already on a medication routine. I have a flexible schedule so I can meet most needs. I keep in contact with you asap if there are any changes that are needed I live in a charming small house in the corner of Ferndale and a very quiet and peaceful neighborhood. I have a fully fenced in backyard that is about 97% privacy fence. There’s one little corner where my dog can talk to the dog in back through a chain-link fence. Lots of shade and grass
“I could not recommend Alaine enough. She was excellent with communication (cute pics/vids of our little guy, how her check-ins went with him, just all the things). She took excellent care of our cat and he clearly loved her so much!! I definitely recommend reaching out to Alaine for help with your pets, because she clearly has a passion and love for them. Thank you, Alaine!! We definitely hope to work together again soon. :)”

About: My oldest dog, Vixen, was my first dog and a rescue from an abusive home at 9 months. I have learned a lot from her about how to care for a dog who needs a little bit more attention and care - she is a Carolina Dog and very stubborn so I've learned a lot there too! My other dog, Bones, was a puppy when we rescued him, he is a GSD/Husky mix and he is a big goon ! Full of mischief , fun and HAIR! I love all dogs but bigger dogs reach my heart in a special way- someday we hope to have a Great Dane rescue of our own. I have experience with almost all the dog experiences possible (we even moved Vixen to two other continents- she is family after all !) Our dogs are our family, and I will treat your dog like my own- because that's how all dogs should be treated - with love ! I have a flexible schedule so it makes it easier for me to adapt to your needs. Let me know what works best for your pups. I follow the rules of your house- you know them and your space best. I don't mind cleaning up accidents, have given medications but not injections.

About: I’ve been on Wag for a while and loved it so I wanted to expand my business to Rover! I’m looking forward to becoming a regular caretaker for your furry friend. I’ve done drop-ins for friends, families and clients on vacations. I make sure they get some loving and pets during each drop-in. I also have been volunteering at cat and animal shelters since high school. I love dogs and I like to run with dogs as well. I’m experienced with dogs that pull. A little about me. I’m a Master’s student studying Clinical Mental Health Counseling and I currently work with children with Autism. Other than that, I love being active and enjoying nature. I am patient and understanding of any specific request you would want! I adore animals so I assure the best quality of care possible! I currently work part-time so I’m always looking for walks on my off-time. I’m available for boardings everyday unless I’m on vacation! I have a clean studio. I have a balcony, large windows and a big windowsill for your cat to sunbathe in. I have space for all of your cats’ needs!
About: I have had pets my entire life. I went through some obedience training with my last dog. My daughter is 13 and has been around dogs all her life as well. We would love to cuddle and play with your dog while they are in our care! We have a big fenced-in yard and a great neighborhood for walks. We are available to board your dog on weekends, in particular, but weekdays as well if they are able to be inside for a long portion of the day. We are also available to do evening and weekend drop ins and/or walks. We are very recently pet free so all our love will go to your pet! I work full-time, Monday through Friday. I do work one Saturday/month but have a day off in the week. My daughter is in school until 3:30. Depending on the time of year, she may be home by 3:45. She does participate in a fall sport and dance so some evenings we are gone for about 90 minutes while she is at dance class. Our weekends are generally very open, but we would not take a dog on weekends we had limited availability. We have a large, fenced-in yard and live in a family-friendly neighborhood. We would follow all guidelines for walking, bed time, feeding, etc. provided by the pet parent. We will treat your dog as our own.
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.
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
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 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 $22.2 per visit (as of July 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 July 2026, there are 4,058 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.















