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.
“Jackie is absolutely wonderful!! She takes such great care of our pup when we’re away. The updates and pictures she sends are always fantastic and make us feel better about being away from home. Jackie is the absolute best and the only one we trust to watch Nigel! Can’t recommend her enough!”
“Jillian did a wonderful job checking in on our cats and administering medication to our Meeko while we were away for the holiday weekend. She provided detailed report cards and took the most adorable pictures! Jillian was always very responsive and communicative throughout the weekend and we felt happy and at ease knowing our babies were well taken care of. Will definitely rebook her!”
“Kylie did such an amazing job taking care of my boy. I was so worried to leave him because I hadn’t left him alone before but as soon as I met Kylie I knew he would be in good hands. She provided updates and photos of him and it made me feel better and able to enjoy my vacation. I would highly recommend her!”
“Jay was very easy to schedule with. He genuinely listened to my insane list of things for my cat, spent time playing with him, and made sure any accidents were cleaned up. As someone who has a cat with medical issues, I truly felt like my worries were attended to. I'm sure Blanket had a good time too!”
“Sydney was wonderful to have watch my cat! She was super prompt with visiting on the scheduled times, and she sent such good updates and cute photos. I could tell she also gave my cat so much love while I was gone. Sydney was also sweet enough to water my outdoor flowers everyday, which I was so appreciative of. I will definitely request Sydney to cat sit again in the future.”
About: Whether your pet stays with me or I care for them in your home, your dog (s) will receive the same level of care I give my own pets—fresh food and water, regular meals, exercise, playtime, affection, and close attention to their individual needs. Further, I have experience with administering medicine such as eye drops, ingestible liquids/pills, and shots. My goal is to make every pet feel comfortable, loved, and well cared for while you're away, giving you peace of mind that they're in capable hands. I’ve been surrounded by furry friends my entire life! When I was a kid, my family had two dogs along with other animals, providing me with a foundation for loving and caring for pets. Since then, family and friends have trusted me to provide pet care services including pet sitting- feeding, play, and providing overnight company. I have 24 years of experience with small and medium sized dogs. Care for dogs is my only profession, allowing me to give your dog my full attention. My home is safe, welcoming, and open, and my friendly dog loves having dog visitors to play with. Your dog will be free to roam my home- welcome on the furniture- and have plenty of space to run in my large fenced in yard. Additionally, I am located near the heart of Dowtown Royal Oak for dogs who are excited by people and other dogs, as well as several parks with open spaces within walking distance. I currently have a three dog limit for boarding and pet sitting. I’m home full time, so I’m able to provide dogs care with my full attention. Whether morning, afternoon, or night I’m available round the clock to fit you and your pets schedule and needs! I’m happy to provide care in your home or mine! My home is safe, welcoming, and pet friendly- with large areas to roam or smaller gated spaces ideal for dogs who prefer time alone, are shy, or being newly socialized. I have a large fenced in yard dogs both small and big can enjoy and many local parks within walking distance! Further, my dog Bernie is an excellent playmate for all dogs I care for.
“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!”
“Kristina has watched our babies twice so far. She is definitely trustworthy and caring with them. She is on time and sends us cute pictures which helps ease our minds knowing they're safe. Our English Bulldog is a bit shy and skittish, and she definitely warmed up to her right very quickly! I highly recommend Kristina”
“Krystal did such a great job taking care of my cat Kiwi! Great stories about their visits together, even better photos, & she brought him a little toy that is one of his new favorites :) Would definitely book with her again next time I’m out of town.”
About: I’ve taken care of dogs for the last 10 years. Friends and family rely on me to help walk their dogs, provide drop-in visits, and even house sit while they are away. I currently work 3 days a week as a registered nurse. My other 4 days of the week are open, and provide me with lots of time to care for your furry friend 🐾 I have a greyhound at home, which has given me over 10+ years of experience taking big dogs out for a walk and keeping the house secure.
“Gillian did a fantastic job watching my cats! She followed all instructions perfectly, kept everything very tidy, and even sent a few great pictures of the cats snuggling up to her. 10/10 will definitely book again!”
“Eriann is amazing! She took the extra step to visit our home the day before our scheduled drop-in to meet our dog so she could feel more comfortable. She was very responsive and professional. Would 100% recommend her to anyone.”
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 sittings/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 been caring for both cats and dogs my entire life, personally and professionally. This includes disabled + senior care! I do my best to match the energy & demeanor of each animal; if they are extra active & playful, I’m prepared to keep up! If they are more timid & anxious, I’m very gentle, patient, & soft spoken. I love animals a lot & I’m a natural when it comes to meeting their needs. I have an office job 3 days a week as well as a 4-year old but my time is shared and very flexible. I’m free by 4pm every single day and weekends are open. I have a 4 bedroom house with 2 cats & some gates so I generally keep them separated. My backyard is fenced in as well
“From the moment I met Ashley during her visit before we left for our trip, I had no doubt that they were attentive, kind and detailed. I had no hesitation leaving our kitty in her care. They came every morning on time and if something came up, even gave us a heads up that they might be a smidge late. So so grateful for their compassion and love towards our lil fur all. Would not hesitate to book with them again!”
“Samantha was wonderful with my dog! She’s a great communicator, kept me updated with lots of pictures and messages, and clearly has such a natural way with animals. She even made and brought homemade dog treats, which my Archie loved! I came home to a happy, well-cared-for dog and look forward to having a trusted person to check in when needed.”
About: I’ve grown up with dogs & cats my whole life and have always been comfortable caring for them, understanding their needs, personalities, and routines. Since I work from home, I have flexibility and availability during the day to provide attentive care and plenty of affection! I’m reliable, patient, and committed to making sure every pet feels safe, happy, and well cared for! I work from home, so my daily schedule is really flexible. I am available to stay with your pets during the day, or I can easily come over at any point or multiple times a day to check on them. I am also free most weekend I have three cats of my own, so I can't board pets at my house. However, I am more than happy to stay over at your place or do house sittings! Because I work from home, I am available throughout the day for walks or check ins to keep them on their routine
The median cost per visit for dog sitting in Oak Park is $20
Dog parents share their Rover experiences - Oak Park
Jillian did an great job watching our dog Pancake, recommend her if you ever need someone to check in on your pet! She was very responsive in messages, and kept us updated on how Pancake was doing ☺️, especially during a bad thunderstorm (and Pancake is afraid of storms) so extra appreciation for her thoughtfulness on keeping our baby as calm as possible during that while we were away!
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!
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 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 for Dog Sitting in Oak Park on Rover is $22.2 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 4,010 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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