Pet Sitting & Drop Ins In Oak Park
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Oak Park pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“instantly felt comfortable with hannah! positive energy and clearly loves animals. a great communicator, great photos, would book again. thank you, hannah! m+o”

“Brad was top notch, we’re so happy we found him! Our dogs were happy and healthy when we got back home from vacation. Brad was punctual and we didn’t have to worry at all with our dogs in his hands. In fact, we immediately booked again with Brad and look forward to having him back. Thank you so much, Brad!”


“We just returned from a 2 week trip, and Cory provided care for our 5 cats. He did a fabulous job! 3 of the cats were elusive, but the other 2 warmed up to him. He saw to all of their needs, and also fed the birds and squirrels for us. He did all we asked of him, and I was confident that they were in good hands. I highly recommend Cory, and will reach out to him for future needs. Thank you, Cory for the great job.”

“Alexandra is the answer to my prayers! She is kind, caring, has great communication, and is conscientious not only of my dogs but of my home! I’ve already booked with her!”

“Rachel did a great job taking care of Remy and spoiling him while we were away. Our pup is very timid and he did great with her. She also hauled in quite a few packages that arrived earlier than expected before they could get soaked with snow!”

“Dachshunds approved. I booked Morgan for drop in visits while we were out of town. I was kind of nervous on how my 2 judgy wienerdogs would do, but somehow she won them over, and the pictures she sent proved it. So happy it all worked out.”

“Anna is absolutely Amazing! She is fantastic with both our furbabies...they get so excited to see her! She is very reliable, dependable, and great at communicating with me!! You would be lucky to have her take care of your furbabies!”

“Daniel was our first Rover sitter and was the only person I contacted who met my standards. He is excellent at responding to my messages quickly and is very patient with all of my instructions. I asked Daniel to use my puppy's training commands and he did as asked. He gave her positive reinforcements throughout their visit. He sent many photos of our active, happy pup. I fully trust him being in our home unattended. Daniel was on time for our Meet & Greet appointment and our puppy's first home visit, which sadly other people do not to seem to think is important. I appreciate his professionalism as he understands THIS IS A JOB, not something to fit in his day if/when it is convenient for him, as other potential sitters represented. Thank you so much Daniel.”

About: **Currently visiting my hometown in Des Moines for the summer! Contact me for drop-ins, walks, and house sitting!** Hi, I’m Maddie! I work from home, so your pup will get plenty of love, attention, and care throughout the day. My apartment is dog-friendly with a fenced dog park just steps from my door, perfect for playtime and potty breaks. I also have no pets or children, so your dog will have a calm, cozy space all to themselves. My partner, Austin, also works from home and helps me care for the dogs. We’re a team, and your pup will get double the love! Dogs have always been family to me. I’ve grown up with them and have cared for all kinds from playful pups to senior dogs needing daily medication. Whether it’s long walks, fun playtime, or cuddles after a busy day, we treat every dog like our own and do everything we can to make them feel happy, safe, and right at home. Since I work from home with a flexible schedule, your pup will get plenty of one-on-one attention throughout the day. I’m available for regular potty breaks, playtime, meals, and walks whenever your dog needs them. I’m here to make sure they feel cared for, comfortable, and companionship. However, because I work from home, I cannot accept dogs that bark or howl indoors for long periods of time. I treat every dog like family, whether they’re staying in my home or I’m caring for them in yours. My partner and I live in a cozy 2-bedroom apartment with plenty of room to play, plus a fenced dog park just steps away for potty breaks and outdoor fun. We also love taking dogs on walks at Papago Park. If I’m caring for your dog in your home, I’m always respectful of your space and will follow your instructions. Whether it’s sticking to a routine, keeping off certain furniture, or special care needs, I’m here to make sure your pup feel safe, comfortable, and well taken care of.
“Troy helped us out in a pinch today and was able to add an additional drop-in at the last minute. Our golden retriever has a mind of her own and he successfully navigated her routine. I will definitely contact Troy again.”

“Tanya took great care of our two cats while we were away! She stopped in to give them some love each day and provided us with nice updates and photos. We will absolutely rebook with her in the future!”

“I have a really old dog who is mostly blind and quite arthritic and tends to get really lethargic and depressed when I’m not around, and Natasha took incredible care of my sweet boy!!!! I was shocked that she was able to get him to go for a walk each time she went, but it just proves how amazing she is! I really appreciated the pictures and detailed descriptions of her visits! I miss my pets so much when I’m gone and there’s nothing better than feeling 100% sure your pet is in excellent hands. You want to feel like your pet is being loved the way you love them when you’re there and Natasha does that!!”
“Excellent sitter. She went above and beyond for my baby. She followed my instructions on care and graciously added another day for me when I was stuck due to the snow storm. I am extremely grateful to her. She was very kind and gentle to my fur baby through her tantrums 😩😩😩. Recommend her. 10 stars.”

“Hannah was flexible, upbeat, and easy to work with. She had no troubles with our older (grumpier) dog. Thanks for taking such great care of our four legged family member!”

“Traci was absolutely amazing! Very attentive to my fur babies, went the extra mile and always made sure they were comfortable and loved. Would highly recommend and will be using her services in the future. Best experience I've had by far!”

“Monica was truly the best. We were gonna for two and a half weeks for our wedding and honeymoon & Monica treated our bengal cat like royalty by going above and beyond. She keeps you updated with daily messages, pictures, and responds quickly to any questions and requests. We will definitely be using her again!”

Oak Park pet parents share their Rover experiences
Madison was absolutely fantastic! She was accommodating, personable, punctual, and wonderful with both my Yorkie and Persian cat. From the very beginning, she communicated exceptionally well, asked thoughtful questions, and made me feel completely confident that my pets were in great hands. Her reports were thorough and detailed, and she sent plenty of photos that gave me peace of mind while I was away. She spent quality time playing with my pets, took my dog on walks, and clearly treated them with genuine care and affection. She also kept the house tidy and made sure pet bowls and feeding areas were always clean. Madison went above and beyond in every aspect of her care and truly exceeded my expectations. I would not hesitate to book her again and highly recommend her to anyone looking for a reliable, caring, and professional pet sitter.

I couldn’t be more thrilled with the care Morgan provided for my dogs! From the moment we met Morgan, I could tell she was not only professional but truly passionate about animals. She went above and beyond in every way, ensuring that my pups were happy, safe, and well-loved while I was away. Thank you!

Popular requests near you
Select a filter and find qualifying Oak Park sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Oak Park is $20
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oak Park on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Oak Park.
Rover makes it easy to find Oak Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.















