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 366
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.

1 / 1
Sitter Profile Image: Emily "Quinn" H.
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Emily "Quinn" H.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
6 reviews
5 repeat clients
8 years of experience
Oak Park, IL, 60302

About: I have owned dogs my whole life and love taking care of them! I have been sitting for dogs since I was 10 for neighbors and friends. I absolutely love walking dogs and giving them the loving care they deserve! I am currently a college student at DePaul so I am free besides when I am taking classes or studying. On weekends, I am free almost all the time. I have dog and baby sat since I was young, so I have lots of experience in clients homes. I am a great cleaner and good at keeping things in their right place!

Sitter Profile Image: Carlee L.
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Carlee L.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Oak Park, IL, 60302

Carlee was great! She took good care of my girls and followed my instructions.

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Misty C.
Sitter Profile Image: Faye L.
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Faye L.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
156 reviews
38 repeat clients
20 years of experience
Belmont Cragin, Chicago, IL, 60641

Faye is such a lifesaver! Our sweet girl is incredibly shy with people and we know she and our cat, Gus, will be in caring hands when Faye's with them. Thank you SO much for taking such good care of our babies!

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Shlok K.
Sitter Profile Image: Natalia B.
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Natalia B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
80 reviews
13 repeat clients
15 years of experience
Berwyn, IL, 60402

Natalia was great with Flynn. He can be a little scaredy cat/hisses at strangers but he really warmed up to her. She was great at communication and pics/videos and put my mind at ease. Will def use her again in the future.

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Jessica M.
Sitter Profile Image: Marilyn H.
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Marilyn H.
from
$20
per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
1 year of experience
Austin, Oak Park, IL, 60651

Marilyn did a great job taking care of our cat over the holiday! She sent lots of great photos and videos and even brought over a toy for him to play with. Will definitely use her services in the future!

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Isabel H.
Sitter Profile Image: Marin H.
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Marin H.
from
$22
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
14 years of experience
Oak Park, IL, 60302

Marin was awesome. She communicated well and took great care of our dog.

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Nikhil P.
Sitter Profile Image: Justin C.
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Justin C.
from
$25
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Oak Park, IL, 60304

About: I’ve had dogs my entire life. I feel as though lots of people want dogs but don’t care to learn how to properly take care of them so, I go above and beyond to take care of the dogs I am able to take care of within my power. I would like to have a meet and greet before I take on any assignments. I am a TA for Oak Park 97 school district. I love animals; especially dogs. I have a degree in Zoology and seek a career working with animals. I usually am free after 3:30 pm Monday through Friday and have open availability most weekends. I try to respond to messages as soon as possible and will work to accommodate your pets needs as best as I can. I make sure that my client’s pet’s feel safe as possible when they’re with me. While walking, I won’t let the client’s dog interact with other people or dogs because you never know how dogs will react with strangers or other dogs. That is unless the owner gives me permission to do so. If feeding is required I will make sure that the dog gets the appropriate amount of food for their breed or per the owner’s instructions. If need be I will also play with the dog and make sure they get the appropriate amount of exercise that they need.

Sitter Profile Image: Leah H.
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Leah H.
from
$21
per visit
5.0 out of 5 stars
5 reviews
12 years of experience
Belmont Cragin, Chicago, IL, 60641

About: Hi! My name is Leah, I have had experience with all types of dog sizes and breeds. I myself have grown up with two sweetheart pitbulls, sadly lost both due to different types of cancer and old age :( (12 & 14). I now have a Shihtzu(2), and Yorkie(3) who are apart of my family! I pet sit a golden retriever on occasion when his parents are out of town! I love animals and am soon hoping to welcome a Maine coon to my family. I don’t have much experience with cats other than hanging with my boyfriends black cat, but I love them! I also have minimal experience with turtle sitting. I am an animal lover and am looking forward to caring for and meeting more animals:P I do currently have a 9-5 job, Tuesday-Friday. I am available all day on the days I am off or after work. to walk and look after pets! My doggies are family pets, they are well cared for when I am not there. I do not usually pet sit at my house unless they are well known to me and my family. My doggies usually sleep in my room or my moms room. They do not sleep in a cage. They are free to roam around my house but don’t like being alone so they are almost always with me or my family haha. They are walked 3 times a day.. once before work, once after work and once before bed. They are let out to roam in the back yard, supervised when I am gardening or just out there relaxing. I have a fenced backyard. That is my personal style of caring for my pets. I do understand that everyone has different rules and expectations with their pets & home and I am more than happy to follow every rule and instruction i’m given when it comes to caring for your pets!

Sitter Profile Image: Adriana L.
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Adriana L.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
558 reviews
145 repeat clients
15 years of experience
West Town, Chicago, IL, 60612

Adriana was wonderful and took great care of my cat. I received awesome updates with photos included and I really felt comfortable knowing she would be taking care my fur baby. Thank you Adriana! Ollie says thanks too.

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Fay V.
Sitter Profile Image: Destiny T.
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Destiny T.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
42 reviews
16 repeat clients
4 years of experience
Logan Square, Chicago, IL, 60647

We are SO lucky to have found Destiny. She came to let Calzone out with pretty short notice, took her to her favorite spot for decompression AND left me poo bags because I ran out 😭 she’s communicative, thoughtful, and I’m so excited to keep working with her.

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Miranda O.
Sitter Profile Image: Sneydy G.
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Sneydy G.
from
$35
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
25 years of experience
River Grove, IL, 60171

Sneydy is wonderful. Great communication throughout. Glad we have a reliable person nearby now to help with our pups and cat!

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Jerad T.
Sitter Profile Image: Lauren D.
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Lauren D.
from
$10
per visit
5.0 out of 5 stars
1 review
1 repeat client
4 years of experience
Chicago, IL, 60624

About: Hi! I’m Lauren, a lifelong animal lover with years of experience caring for dogs of all ages, sizes, and energy levels. Additionally, I’ve fostered dogs during extreme weather emergencies, caring for each one until I was able to personally find them a loving, forever home. I earned my Master’s in Psychological Science and am currently pursuing a doctorate in Clinical Psychology. My background has strengthened my patience, attention to detail, and understanding of behavior, all of which are qualities that help me provide attentive, individualized care for every pet. As a dog owner myself (to a sweet American bully), I know how important it is to find someone you trust with your furry family member. Whether your dog needs long walks, playtime, cuddles, or simply a dependable companion, I’ll care for them as if they were my own. I look forward to meeting you and your pet! My schedule is flexible, allowing me to provide dependable care throughout the week, including weekdays and weekends. I understand how important consistency is for pets, and I’m happy to work with you to accommodate your scheduling needs whenever possible. When caring for pets in your home, my priority is keeping their routine as consistent and stress-free as possible. I’ll follow your instructions closely regarding feeding, walks, playtime, potty breaks, and any other preferences to ensure your pet feels safe and comfortable. I treat every home with the utmost respect and provide regular photo and video updates so you can have peace of mind while you’re away. My goal is for both you and your pet to feel completely at ease throughout my care.

Sitter Profile Image: Alyssa H.
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Alyssa H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Oak Park, IL, 60302

About: I grew up with dogs my entire life, including a German Shepherd, Golden Retriever, and Pitbull mix, so I’m very comfortable with both large and high-energy breeds. I also have experiences with extended stay puppy sitting where I managed feeding schedules, potty breaks, walks, playtime, and creating a calm, structured environment. I understand how important consistency, patience, and attentiveness are, especially with puppies. I’m currently preparing to welcome a Golden Retriever puppy of my own, so I’m very intentional about creating safe, positive experiences for dogs. I work Monday through Friday but my partner is currently home all day, so someone will always be there to care for your dog! We are open to boarding any night. Walks I am primarily available after work or sometimes the morning before. My partner is currently available most anytime! We are both reliable and detail oriented. We are prepping to bring in our very own golden retriever puppy, so will treat your dog as if they are our own! As mentioned above I work Mon-Friday roughy 8-4. My partner is currently home throughout the day so someone will always be there to care for your dog. We are open to boarding almost any day especially weekends where we are both home. Walks and drop ins work best for me before work hours or after but my partner has open availability so between us we can accommodate to you! Feel free to ask if you have any specific availability questions! :) Your dog’s safety, comfort, and happiness are my top priorities. I live in a clean, calm, and pet-friendly environment and am very attentive to routines, feeding schedules, and safety during walks and care. I always keep dogs securely leashed on walks, avoid unsafe situations, and closely monitor their behavior and well-being. I understand how important trust is when someone is caring for your dog, and I take that responsibility seriously. I’m reliable, respectful of your home, and committed to providing a safe and positive experience. I’m also happy to send regular photo and video updates so you always feel confident and connected while your dog is in my care.

Sitter Profile Image: Haylee B.
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Haylee B.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
19 years of experience
Belmont Cragin, Chicago, IL, 60639

Haylee was great! Boomer looked so happy, and was very flexible. Will definitely be booking again!

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Kenya B.
Sitter Profile Image: Imani M.
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Imani M.
from
$19
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
6 years of experience
Chicago, IL, 60641

Thank you for taking such good care of Billie and being reliable.

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Ashton S.
Sitter Profile Image: Liliia H.
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Liliia H.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
46 reviews
11 repeat clients
10 years of experience
Oak Park, IL, 60302

I had a previous bad experience with another sitter on Rover so I was a bit nervous leaving my cat with another sitter. Liliia, however, took such good care of my cat, Floyd. She would communicate any questions she had regarding him and was responsive with my messages. She arrived on time for his visits (I booked 2 visits a day for 7 days). She also communicated to me when my cat wasn’t being compliant with his asthma inhaler, which I appreciated. I would definitely rebook with her again if needed. I would recommend her if you’re looking for someone that’s going to take good care of your pets.

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Alicia E.
Sitter Profile Image: Paige B.
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Paige B.
from
$17
per visit
1 repeat client
5 years of experience
60302

About: I am always the girl finding a dog and asking to pet them. As a kid, my sisters and I wished for a dog and that finally came true in 6th grade. Bailey was the best Christmas present and gifted us 14 beautiful years. Throughout that time, I’ve dog sat for a range of dogs (small, large, puppy and senior). Along with dogs, I am comfortable with cats. We have 2 orange cats of our own. I am available for walks, play dates and more. I am a teacher and have the summer off. I will be tutoring and will have a lot of flexibility during the week and would love to spend some time with your pets. I am very trustworthy and will take great care of your pets in your home. I love going for walks and playing with your pups or cats.

Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
17 years of experience
La Grange Park, IL, 60526

Lexi is amazing! I was fortunate to find her in a last-minute situation, and she enthusiastically took on three drop-in visits with less than 24 hours’ notice. My timid rescue beagle warmed up to her immediately, she followed very specific instructions perfectly, and I will definitely be using her services again!

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Nicole B.
Sitter Profile Image: Erin C.
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Erin C.
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
West Town, Chicago, IL, 60622

I came home to a happy & cuddly cat thanks to Erin! She was always punctual & made sure to be very communicative with each stay. Thank you again 🙏🏼🙏🏼

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Timothy D.
Sitter Profile Image: Alicia J.
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Alicia J.
from
$30
per visit
4.9 out of 5 stars
56 reviews
15 repeat clients
20 years of experience
Berwyn, IL, 60402

Alicia was a great sitter for Bruce and Raava, she shared photos every day and made sure the cats got play time and plenty of pets. Thank you!

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Rachel K.
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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

Another great booking with Rosario! We booked her for drop in visits for our dog while we were out of state for a wedding. She always sends lots of photos and videos of our boy having a great time - putting us at ease that he’s in good hands. Our return flight got cancelled multiple times and Rosario was so helpful and flexible with extending her visits so our boy wasn’t left alone until we finally got home two days later. We are so grateful!

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

Wendy was great! Professional, thorough, kind, and sent amazing pics of my daughter (dog) with the best descriptions of each check in. Tysm :)

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

Ruby is a exelent dog walker great for last minute aid, very reliable and her dedication is impeccable very professional we love to have her and my dog loves her highly recommend

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

Eloise was able to do some drop-ins and walks with my dog Bennie very last minute. She was reliable and kept me updated on how Bennie was doing. I wouldn’t hesitate to book her again.

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Amber S.
Drop-In Visits
5.0 out of 5 stars

Maria was great and very patient with my anxious dog. She's clearly very knowledgeable and comfortable with different animal personalities.

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PRIYA S.
Drop-In Visits
5.0 out of 5 stars

Sofia was an incredible sitter! She bonded with my extremely shy pup very quickly, and it was so clear how much she cared for him. She gave me peace of mind while I am away, and I would ask her to sit for him again in a heartbeat. I cannot recommend her more, she is fantastic!

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Isabel R.
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

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
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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 $21.4 per visit (as of August 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 August 2026, there are 12,239 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:

  • 91% of sitters can help with special care needs
  • 95% 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 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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