Dog Sitting Oak Park

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

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Over 382
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.

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Sitter Profile Image: Lauren D.
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Lauren D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
15 years of experience
Forest Park, IL, 60130

Lauren was absolutely amazing watching my dogs for three days! From the moment we connected, she was professional, warm, and incredibly attentive. She kept me updated with messages and photos, which gave me so much peace of mind while I was away. My dogs were happy, well cared for, and clearly loved on the entire time. She followed all instructions perfectly and treated them like her own. When I returned, everything was clean, organized, and my pups were calm and content — which says everything. It’s not easy trusting someone with your fur babies, but Lauren exceeded every expectation. I would 100% book her again and highly recommend her to anyone looking for reliable, compassionate care. Thank you, Lauren! 🐾💛

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Tiara F.
Sitter Profile Image: Jasmine T.
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Jasmine T.
from
$18
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Oak Park, IL, 60302

About: Hi! I'm a lifetime dog lover with years of experience caring for dogs of all sizes and personalities via family and friends. Whether your pup is a laid-back snore snuggler or a high-energy adventurer, I'll make sure they're happy, safe, and well loved while you're away. I am currently working towards my goal of opening an animal shelter, so being able to watch your babies is very much an honor & I am grateful for the opportunity to care for all kinds of dogs. Thank you for being a part of my future! I work from home, so I’m all pups all day(I wish). I have a dog so pet care is a daily part of my routine. I like to keep my guests on the routine they are used to, in order to make their stay as easy as possible. I live in a very green area with quite a few parks nearby to make sure your baby has plenty outside time. I am well versed in dog behavior & body language & am comfortable caring for pups of all personalities. I take the care of your dog as seriously as I do my own. I understand how anxiety inducing it can be to leave your pup with a stranger, so I want to make sure they are safe & comfortable, & you have peace of mind.

Sitter Profile Image: Jamie Q.
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Jamie Q.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
87 reviews
27 repeat clients
6 years of experience
Forest Park, IL, 60130

We needed a couple of drop-ins for our boys who can be quite a handful. Jamie was fantastic! From the meet and greet through the drop ins, she was courteous, professional, and so good with our pups. They seemed very happy to have her around and we're so glad we found her!

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William C.
Sitter Profile Image: Julie H.
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Julie H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
61 reviews
9 repeat clients
2 years of experience
forest park, IL, 60130

Julie took wonderful care of our senior Basset Hound. He came with a slew of medicine, a dash of anxiety and a pinch of stubbornness and she didn’t bat an eye. While we were away, she was very communicative and absolutely put us at ease (this was our first time leaving him home alone and using rover). She’s an animal lover to her core and it showed through and through! TY Julie!

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Ashley C.
Sitter Profile Image: Abigail L.
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Abigail L.
from
$20
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
2 years of experience
Oak Park, IL, 60304

She did such a great job checking in on Stanley and sent wonderful pictures and videos! I already have her booked for my next trip!

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Kathleen M.
Sitter Profile Image: Edward R.
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Edward R.
from
$15
per visit
15 years of experience
Oak Park, IL, 60302

About: Hi, I’m Ed. I’ll be attending law school at the University of Michigan in the fall, and I’m looking to make some money with my love of four-legged critters while living with my girlfriend between leases. I’m a lifelong dog and cat owner with lots of experience with dogs of all sizes, but the most with large dogs. I have experience giving medication to both dogs and cats, and I’m happy to walk, house-sit, and/or host; we have a husky mix at home who is VERY friendly and loves other dogs. I’m not currently working, as my job was too long of a commute once I moved to Oak Park, so I have literally unlimited time to spend hanging out with your pets. I will take any excuse to get out of the house, so you can be sure they will be well-walked when they return home. We live in a third-floor apartment that is walking distance to two parks and a forest preserve. Our husky mix will be along for any outings your dog goes on unless otherwise requested, so they will never lack for a friend.

Sitter Profile Image: Jeffrey L.
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Jeffrey L.
from
$10
per visit
3 years of experience
Oak Park, IL, 60302

About: Hi, I’m Jeff! I’ve been walking dogs since I was 13 and caring for big dogs since I was 22. After my family’s beloved big dog passed, I realized how much I missed having pups in my life, which led me to start walking and sitting dogs for others. Every dog I walk becomes like a brother or sister to me. I have three years of professional experience and a deep knowledge of the Oak Park area, ensuring safe, fun, and enriching walks. I pay close attention to each dog’s needs in real time, and I provide clear, timely updates so you know how your pup is doing, including any potential needs I notice. Whether it’s dog walking, sitting, or check-ins, your dog will be cared for with love, respect, and clear communication. I look forward to meeting your furry family member and giving them the care they deserve! I’m currently working part time, and have a few pups already on my schedule. I am available for early day walks (7:00am - 9:30am) all week, and Sunday from noon - 2:30pm. Your dog’s safety and comfort are always my top priorities. I only provide care at your home, ensuring your pup stays in their familiar environment where they feel secure and relaxed. Before I leave each visit, I make sure your dog is calm, has fresh water, and is settled. I double-check that all doors are locked, leashes and supplies are put away properly, and your home is secure. You can trust that your dog is safe, cared for, and happy while you’re away.

Sitter Profile Image: Suzanne D.
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Suzanne D.
from
$17
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
11 years of experience
River Forest, IL, 60305

About: I’ve owned dogs most of my life and consistently for the past 11 years — small or large, puppy or senior, I love them all. My own pets thrive on routine, so your dog will get consistent walks, feeding times, and plenty of attention while you’re away. I currently share my home with a pug and an 18-year-old cat, so I’m comfortable with pets of all ages and energy levels. Pug mom + cat whisperer offering a loving, low-key place to stay I work from home, so your pet won’t be left alone for long stretches — they’ll get plenty of company, attention, and bathroom/play breaks built right into my day. Pet care isn’t an interruption to my routine, it’s part of it. Your dog will get long walks through my beautiful neighborhood, plus supervised outdoor time tethered out front alongside my pug (my yard is unfenced, so all outdoor time is supervised). I’m happy to crate your pet if you provide one, and I’ll keep them on whatever feeding and routine schedule they’re used to at home.

Sitter Profile Image: Eloise B.
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Eloise B.
from
$15
per visit
14 years of experience
Oak Park, IL, 60302

About: Hi! I'm Eloise, I've grown up around animals since I was a baby. My grandmas always had cats and dogs (poodles especially lol) and I spent lots of time with their pets and cared for them when they were away. I have had my own cat since I was 7 and at 15 my family got our first dog who has since passed. We now have one dog, Twiggy and the same cat who is still kicking! So, I have lifelong experience in loving, responsible, and attentive pet care. I also frequently care for friends, neighbors, and other clients dogs and cats. I am comfortable with all breeds and sizes and personalities! I also have experience with caring for animals with specific health needs, giving them medicine, etc. My cousin is a vet and I have learned a lot from her! I would love to be a sitter or walker or just a buddy for your pet and I will always treat every pet I care for like my own, with so much love!!! I am currently home for the summer from college so I have a very open schedule! I can be there for your pet whenever needed and am happy to work with you in terms of scheduling to meet your needs! When sitting in someone else's home I always respect the space I am in and keep it the way I found it - I am a very clean and organized person! I of course will respect any home rules or expectations and I make an effort to discuss these prior to care to make sure that everyone is comfortable. I am also more than happy to send pics or even facetime if you miss your pets while you are away and want to be assured that they are happy and healthy <3

Sitter Profile Image: Natalia B.
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Natalia B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
79 reviews
13 repeat clients
15 years of experience
Berwyn, IL, 60402

Natalia was very responsive and nice to work with! She was so caring with our kitties and spent extra time with them by playing and giving pets. She followed directions and asked questions if she had them. She provided photos and videos. Would definitely hire Natalia again!

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Erica L.
Sitter Profile Image: Keely M.
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Keely M.
from
$16
per visit
5.0 out of 5 stars
108 reviews
34 repeat clients
10 years of experience
Oak Park, IL, 60302

Keeley was EXCEPTIONAL!! She gave us so much peace of mind while we were out of town. She takes great care of the animals and was kind enough to check on a couple other things for us. 10/10 would recommend

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Natalie E.
Sitter Profile Image: Fanni M.
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Fanni M.
from
$20
per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
5 years of experience
Oak park, IL, 60302

Fanni is professional, punctual and dependable. She is very responsive to inquiries and is the best sitter. She treats my pit bull mix, Amelia, with so much love and sends pictures and updates for every visit. I plan to book Fanni anytime my pup needs some extra care!

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Christina A.
Sitter Profile Image: Jaya B.
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Jaya B.
from
$20
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Oak Park, IL, 60301

Jaya was fantastic! She is took wonderful care of our 12 week old puppy during multiple day drop in visits while we were showing visiting family around Philly. She was punctual, communicative, and generous with her time and care towards our puppy. We’d have her back in a heartbeat!

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Lawton W.
Sitter Profile Image: Mya G.
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Mya G.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Oak Park, IL, 60302

Mya was great! She was communicative, timely, and followed all my instructions. Would book with her again! :)

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Carlee L.
Sitter Profile Image: Amber R.
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Amber R.
from
$22
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Oak Park, IL, 60302

Amber is a kind and attentive cat sitter! She paid attention to our cats' personalities, communicated clearly, and was completely reliable. I highly recommend her!

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Melanie P.
Sitter Profile Image: Sage B.
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Sage B.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Oak Park, IL, 60304

Sage has been a great dog walker! Reliable, great communicator, flexible, and most importantly, our dog Lucy is much happier at the end of the day when Sage has come by. Would highly recommend.

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Paula C.
Sitter Profile Image: Grace B.
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Grace B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
13 years of experience
Oak Park, IL, 60302

Grace did a phenomenal job taking care of our 3 cats. She was communicative, friendly, and all around a great pet sitter. 10/10 will hire again!

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Michael B.
Sitter Profile Image: Lydia S.
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Lydia S.
from
$22
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Oak Park, IL, 60304

Lydia was amazing! She gave us detailed updates and pictures of our cat. She was punctual and responsive to any questions we had. I would highly recommend!

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Amanda K.
Sitter Profile Image: Deijah L.
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Deijah L.
from
$26
per visit
5.0 out of 5 stars
26 reviews
12 repeat clients
4 years of experience
Austin, Chicago, IL, 60644

Deijah was a huge help over the holidays stopping in to take care of our two cats. She did a great job coordinating ahead of time and did everything we could ask for.

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Brian S.
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check
Jennifer D.
from
$20
per visit
25 years of experience
Oak Park, IL, 60304

About: I’ve taken care of pets my whole life- all rescues. I am trustworthy and reliable and take the care of your pet very seriously. I understand how difficult it is to leave your pet in the care of someone else and promise to care for them as my own so that you can feel confident when you are away. I have a lot of experience with cats. I have cared for all types and age ranges from seniors to kittens. I understand cats behavioral cues and what they need to feel safe. I have experience administering medicine. I have 4 cats myself, all rescues, plus a blue heeler dog. I have a flexible schedule and I am reliable. I have a very flexible schedule and can work my day around the needs of your pets. I have reliable transportation in my trusty Subaru that can transport pets safely should that need arise. I have a fenced in yard with plenty of running space. I have a very well trained and friendly blue heeler dog that would love to keep your dog company! I have spaces in my home to separate cats or dogs to give them a sense of calm while getting used to a new environment or other cats. If necessary, we have an entire basement with cat beds on the window sills to provide separation. I live very close to a two veterinary practices and am equipped with emergency vet resources. I also have a large crate if your pet feels safer being crated.

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The median cost per visit for dog sitting in Oak Park is $20

Dog parents share their Rover experiences - Oak Park

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5.0 out of 5 stars

Thank you Ruby for doing such a great job caring for Dyango! What can I say, you are a kind spirit and it shows in your love of animals. To be able to leave our dog is such good care, really put my mind at ease. Thanks!”I highly recommend her

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Helene M.
Drop-In Visits
5.0 out of 5 stars

Maria was excellent with our babies!!! She is the dog whisperer that we needed and our babies absolutely LOVE her!!!

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Leslie M.
Drop-In Visits
5.0 out of 5 stars

Sage has been a great dog walker! Reliable, great communicator, flexible, and most importantly, our dog Lucy is much happier at the end of the day when Sage has come by. Would highly recommend.

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Paula C.
Drop-In Visits
5.0 out of 5 stars

We love Nataliia! She does a phenomenal job caring for Charlie and we are always looking to rebook with her!

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Isabel R.
Drop-In Visits
5.0 out of 5 stars

Thank you so much!!! Lauren agreed to persist our pups with only one day notice and left amazing photos/notes after. We appreciate her help so much!!!

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Emma P.
Drop-In Visits
5.0 out of 5 stars

Natalia is wonderful, she is incredibly responsive and provides feedback on each visit. She was comfortable taking my energetic Great Dane puppy on a walk, which I know he loved - with me being at work for so long. An additional thing I appreciate is she is super flexible and always willing to work with our crazy schedules. 10/10 recommend.

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Olivia I.
Drop-In Visits
5.0 out of 5 stars

We absolutely love our dog walker, Emma she is incredibly dependable, trustworthy, and clearly have a genuine passion for dogs. Emma always communicates clearly and sends the best photos/visit summaries during their walks, which brings us so much peace of mind while we are at work. Our dog, Dyango, gets so excited the second she arrive. We will never forget You. She is the best

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Helene M.
Drop-In Visits
5.0 out of 5 stars

I can’t say enough good things about Chris and how well he cared for my dog and cat. I was nervous about leaving them at home for the first time instead of taking them to a sitter, but it turned out I had nothing to worry about. Chris was reliable and showed up when he said he would. The love and care he gave my crew was amazing. He also communicated really well during each visit, sending updates, pictures, and observations about how they were doing. He didn’t hesitate to reach out with questions, which meant a lot to me since my dog is a senior and has a few health concerns. I can’t recommend Chris enough — he really is that great 😊 I’ll definitely be using his services again in the future!

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Susan P.
Drop-In Visits
5.0 out of 5 stars

Opel loves her time with Abby so much and it’s great to have someone to give her some love when we’re away

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Ben W.
Drop-In Visits
5.0 out of 5 stars

Opel is always so excited to see Marissa! We love having Marissa take care of our pup and always know that Opel is getting as much attention as we would give her ourselves.

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Ben W.
Drop-In Visits
5.0 out of 5 stars

Mara did a great job again! Pets were all happy and well cared for! They love when she comes to visit them!

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Chelsie H.
Drop-In Visits
5.0 out of 5 stars

Thanks for everything. Dogs were happy when we came home and everything seemed to have gone well. Will rebook again.

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Will F.
Drop-In Visits
5.0 out of 5 stars

Tara is great! Thank you so much Tara for helping with Zen and making sure he gets his food,water ,and potty breaks while I'm away even with his recent injury and having a cast on. Tara has Good communication and is very caring. Can't thank her enough!

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Aurora T.
Drop-In Visits
5.0 out of 5 stars

Hi Sam thank you for coming and taking care of Harley! Also thank you for sharing the pictures. She enjoyed your visits. We'll definitely keep you in mind for the next time.

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Nancy L.
Drop-In Visits
5.0 out of 5 stars

Sofia was wonderful with our dog Penny. She cared for her for a few hours and ensured she had lunch, time outside, and company. We would definitely ask Sofia to watch Penny again!

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Catherine D.
Drop-In Visits
5.0 out of 5 stars

We had a great experience withAaron who did a few weekday drop in visits for us! He was very thorough during the intake and took the time to do a meet-and-greet to make sure it was a good fit for everyone, which we really appreciated. During the drop-in visits, Aaron took our pup to a local dog park (with our permission of course) where she got plenty of exercise and socialization—and had a great time. It gave us a lot of peace of mind knowing she was in such good hands. We’d definitely book with Aaron again!

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Seanna O.
Drop-In Visits
5.0 out of 5 stars

Justice is fantastic and took great care of my dog! I really appreciated the updates and her attention to detail. It made the whole experience stress-free and I would highly recommend her!

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Karlee B.
Drop-In Visits
5.0 out of 5 stars

Jamie is amazing! She has been doing weekly visits with our high energy lab puppy and has been a life saver. She is very trustworthy, always on time and our puppy loves her!

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Mia C.
Drop-In Visits
5.0 out of 5 stars

Wendy was so kind and patient! She always showed the upmost love and kindness to my baby! I will book with her every time!

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Jewel H.
Drop-In Visits
5.0 out of 5 stars

Kirsten is so kind and takes such great care of our little puppy while we are at work during the week!! She is very responsive and gives great updates. Our little Doc loves her, and we are so happy we found a really reliable and trustworthy person to watch our pup ❤️

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Ashley B.
Drop-In Visits
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Sitters in Oak Park average 6
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FAQs for Drop-In Visits - Oak Park

Frequently asked questions about Rover

The average cost for Dog Sitting in Oak Park on Rover is $19.98 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 12,486 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:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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