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.

1 / 1
Sitter Profile Image: Grace R.
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Grace R.
from
$12
per visit
4.4 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Oak Park, IL, 60302

About: I love animals and am passionate about giving them good, healthy lives. I have experience and am trained to work with animals, temper aggressive breeds, and administer medication if needed. I am active and have no problem with long or frequent walks. I work from home, so no animal will ever be left unattended in my care. I don't mind pets on the furniture and I have a wide open living room space for play time. Everything is per your instruction, just let me know any accommodations I can make and Ill have them arranged for your pup! Pet care is a daily part of my routine. I am with an animal every day and I love exercising with them and just generally spending time! I can easily crate a dog if needed, and have a large open living room for play time. I also dont mind pets on the furniture while boarding, but it is all up to the parents instruction

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

Very communicative and sent great pictures! I felt my dog was in great hands. She when brought in the packages that were left outside. Would definitely will with again.

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Ellen M.
Sitter Profile Image: Grace B.
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Grace B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 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: 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: Samuel W.
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Samuel W.
from
$18
per visit
5.0 out of 5 stars
108 reviews
26 repeat clients
25 years of experience
OAK PARK, IL, 60304

About: Hi, I’m Sam! My passion for animals started early—I began volunteering at local animal shelters at 14, walking dogs and helping with cat enrichment. Wanting to learn more about animal behavior, I completed a six-month Canine Psychology course at AnimalSense, focusing on positive reinforcement training. From there, I began working professionally as a dog walker and gained nearly 30 years of experience in various animal care facilities. Now, I work from home, offering boarding services in a cozy home setting. I keep my groups small to provide each pet with a calm, personalized experience, ensuring they feel comfortable and cared for throughout their stay. I’d love to connect and help make your pet’s time away from home as relaxing and enjoyable as possible! I mostly work from home, so I’m with the pups for the majority of the day. Occasionally, I step out for a few hours to do dog walks, but otherwise, you’ll find me hanging out at home with the crew, keeping things calm and cozy I have an open home where pets can roam and enjoy plenty of playtime. My 8-foot fenced yard with secure locking gates gives them a safe space to run around. Inside, I keep multiple water bowls around the house and have slow feeders available for my more "hungry" guests. When boarding multiple dogs, I make sure to separate everyone during meals and when they’re alone to keep things calm and comfortable. I also have a variety of crates in different sizes and lots of comfy bedding to ensure each pet feels right at home

Sitter Profile Image: Tara S.
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Tara S.
from
$17
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Oak Park, IL, 60304

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

About: Ive taken care of animals since I’ve been a child! I’m always the one to gravitate towards the animals in the room and love being depended on to provide proper care for fur babies ! I am a grad student getting a Doctorate in Trad. Chinese Medicine and hope to integrate animal massage and energy work into my private practice soon enough. As a Virgo sun, I promise I am a trustworthy, loyal and reliable caretaker. I am a cat person, but dogs have started to really transform me lately. I love rebooking with clients! Because I prioritize S Harvey Ave animals, I am accessible for multiple drop ins, walks, quick visits and more. I love recurring dog walks! Sundays, Mondays and Wednesdays I am completely unavailable for services. apartment complex is on a residential street in a suburban area, allows me to easily have access to green space including my apartment complex’s yard. my apartment is one level and has a porch

Sitter Profile Image: Michael W.
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Michael W.
from
$15
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
4 years of experience
Oak Park, IL, 60302

Michael was outstanding with our dog Jules. Highly recommend.

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Dan C.
Sitter Profile Image: Rhonda J.
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Rhonda J.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
20 reviews
12 repeat clients
14 years of experience
Oak Park, IL, 60302

Rhonda takes really great care of our Great Dane. She has a great approach to dog care.

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Rhea B.
Sitter Profile Image: Deijah L.
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Deijah L.
from
$26
per visit
5.0 out of 5 stars
26 reviews
11 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: Jasmine T.
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Jasmine T.
from
$18
per visit
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 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 live in a very green area with 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.

Sitter Profile Image: Marin H.
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Marin H.
from
$17
per visit
14 years of experience
Oak Park, IL, 60302

About: I have extensive experience caring for both dogs and cats. I am especially comfortable with high-energy dogs and anxious dogs. I trained my family’s dogs many basic skills and have practice administering medications. I love all animals and would be honored to take care of yours! I’m currently in graduate school, looking for a part-time job; and would love to help take care of your pets! My current schedule is open for any day of the week, anytime. I am happy to feed, walk, crate, or simply play with your dog or cat! I am quite flexible and have stubborn dogs of my own, so I know all the tricks of getting pups to do what you need them to do.

Sitter Profile Image: Jena L.
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Jena L.
from
$17
per visit
5.0 out of 5 stars
27 reviews
1 repeat client
16 years of experience
Forest Park, IL, 60130

About: I had a husky/German shepherd mix as a child and always had cats growing up. In my 20s, I had a retired greyhound. I adopted my current pup, a lab mix named Murphy, during the pandemic and he is my best friend. I work from home 3 days a week. Murphy mostly naps all day and I take him out for 4-6 potty breaks a day and we walk at least 2 miles per day. I take care of my pup daily and take him out on regular walks and potty breaks. I have an apartment but there is plenty of space for us to roam about comfortably. I allow my pup the comfort of roaming about the apartment freely. I would allow your dog the same comfort. If your dog prefers a crate, I have space to set that up.

Sitter Profile Image: Amber R.
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Amber R.
from
$22
per visit
5.0 out of 5 stars
12 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: Raquel N.
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Raquel N.
from
$20
per visit
3 years of experience
Oak Park, IL, 60302

About: Experience pupsitting poodles, parrots, and bearded dragons. I have preciously provided insulin for 2 diabetic forever-pups, and have leash-trained a foster pup for 9 months. I’m available Tuesday-Friday from 7:00-4:00 pm and Saturdays from 8:00-2:00 pm to care for your pet! Whether it be walks, visits to the vet or groomer, I’m happy to care for the safety and wellness of your pet. I approach each pooch with gentleness, calmness, and an eagerness to have fun! I’m a dog walker that can assist with leash training, administering insulin to diabetic dogs, ensuring your dog stays true to their diet and house rules.

Sitter Profile Image: Lauren D.
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Lauren D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
28 reviews
11 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: Jacqui F.
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Jacqui F.
from
$22
per visit
5.0 out of 5 stars
37 reviews
16 repeat clients
20 years of experience
Forest Park, IL, 60130

I can't say enough great things about Jacqui! They went above and beyond while checking on my dog, and it gave me such peace of mind knowing my pup was in such good hands. Not only did they make sure all the basics were covered—food, water, bathroom breaks, but they also took the time to give my dog some love, playtime, and attention, which made all the difference. I got regular updates (including some adorable photos!), and I could tell my dog was happy, relaxed, and well cared for. It’s clear that Jacqui truly loves animals and treats them like their own. Reliable, kind, and completely trustworthy. I'd recommend Jacqui to anyone looking for someone to care for their furry family members. Thank you so much for everything!

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Teuta A.
Sitter Profile Image: Mary V.
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Mary V.
from
$20
per visit
15 years of experience
Oak Park, IL, 60304

About: I’m a reliable, attentive pet sitter who treats your pets like family. Whether it’s daily walks, playtime, or overnight care, I make sure they feel safe, loved, and comfortable in their routine. I’m detail-oriented, follow instructions closely, and keep you updated with photos and messages. You can relax knowing your pet is in caring, responsible hands while you’re away. I’d love to help keep their tails wagging! I currently work full-time in education and am a mom of three beautiful humans and two furry pups, which only allows me time to support other families during some evenings and weekends. With our two fur babies at home, we do not have anymore room for dogs in our home. However, I am happy to come to you.

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: 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

Have booked Natalia twice so far and plan to rebook later this year! She is very communicative and kind, open to suggestions and truly cares for my cat :) so grateful for her as with my first booking my flight was canceled but Natalia was quick to propose additional drop in times! Thank you!!!

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Hamial I.
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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

1 / 1
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

Nataliia is an incredible sitter! We just moved from across the country, and our dog is having some separation anxiety with the move. Nataliia has been great with him, he warmed up to her faster than he has to anyone before! She is communicative and on time, and sends pictures of Charlie during her visits. She has been amazing to work with and we are lucky to have her as a sitter for our dog!

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Isabel R.
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

Maria is very experienced with many types of dogs. She took very good care of my anxious pup and I will definitely contact her for her services again! I would recommend her to anyone that I know who is in need of a dog sitter or walker. My dog had a great time with her!

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

Natalia answered my last minute request incredibly quick and was our lifesaver! She was super flexible and provided great pictures/info related to her time spent with our pup. 100% would rebook!

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Olivia I.
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

Lauren was great! Reliable and communicative! The dogs seem to really like her! Will rebook her again!

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Samantha S.
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
5.0 out of 5 stars

Jesse is utterly fantastic! He was incredibly patient and gentle with our dog. His experience and knowledge in caring for dogs is strongly apparent, and I highly recommend him to anyone looking for an amazing sitter.

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Teri & Robert S.
Drop-In Visits
5.0 out of 5 stars

I would give Amber 6 stars if I could! I left my dog Odin and my cat Freija with her. This was the first time either has been with a sitter or away from me for this long. They immediately felt her warm, loving energy and were completely comfortable with her. Amber is consistent and responsive whenever I would reach out for additional information. I can't say enough great things or recommend her more highly. If you're looking for a sitter and worried about finding the right one, look no further!

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Candice J.
Drop-In Visits
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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?

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  • 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Oak Park average 6
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 $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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