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 320
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: Joseph C.
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Joseph C.
from
$17
per visit
5 years of experience
River Forest, IL, 60305

About: Hi! My name is Joe, and I am a recent OPRF grad who is starting college at Michigan State University next year. I am spending a gap year at home working on various projects, and I would love to help you with your dogs while I am here! I am a lifelong dog lover and owner, and I have lots of experience caring for other people's pups, as well. I am available to walk, play with or board your dog and have very flexible availability. I can't wait to meet you and your dog! I'm currently working very part-time hours, so I have tons of time and availability to work with your pup. My schedule is very flexible, so I am always open to last-minute requests, as well! I live with my family in River Forest. We have a home with a large, fully fenced-in yard and a large park nearby. We also live near the Forest Preserve, which is a perfect spot for walking (and sniffing)!

Sitter Profile Image: Michael M.
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Michael M.
from
$15
per visit
5.0 out of 5 stars
• 55 reviews
24 repeat clients
16 years of experience
Hermosa, Chicago, IL, 60639

About: Hello I am Michael Munoz i have been professionally working with dogs full time for 8 years ,I always try to walk at least a mile with your dog when on a walk I am also good at on call last minute walks or daycare along with boarding I am very flexible and mobile . I am great with dogs when it comes to reading them and knowing how they behave . I will protect your dog at all times from any other dogs or situation and will be nothing but nice and patient . I am a certified professional dog walker . I will always be on time and responsible with your dog and treat him or her with the most respect , because they aren't just dogs they are family. I do this full time so if you need someone professional, flexible , responsible, respectful and dependeble i am your guy i have plenty of experience with the business I do this full time so any last minute or on call walks , boarding or day care works for me . i am very flexible and i do this monday thru sunday I care for your pets at my home by allowing them to roam freely around the house i dont put dogs in crates or cages unless requested too , i would also let them out in my fenceed front and back yard where they will be safe and supervised along with walks in the park down the block

Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 310 reviews
71 repeat clients
20 years of experience
Riverside, IL, 60546

“This was my first time leaving my two recently-adopted cats home alone, and it was such a relief to know Jessica was checking in on them. She was so communicative and made sure to send pictures (even when my girls were being shy and hiding). I would absolutely recommend her services, and I would book with her again in a heartbeat the next time I need a sitter! Thank you, Jessica :)”

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Amy K.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
• 55 reviews
18 repeat clients
40 years of experience
River Forest, IL, 60305

“Diane has been an absolute pleasure! So is so kind to our pups and to us, and has gone above and beyond taking care of Tuk and Hamlet. We so appreciate Diane’s commitment and communication!”

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Letitia O.
Sitter Profile Image: Caitlynn B.
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Caitlynn B.
from
$17
per visit
15 years of experience
Oak Park, IL, 60301

About: Our family has had a dog for over 20 years. So I have experience caring for them and walking them and working with difficult and reactive dogs as well. Our family has also owned a cat in the past for 15 years so I have experience with all kinds of cats. Difficult ones included. I have cat sat in the past as well for 3 cats I am currently free during the week and weekend at any point. I can do a morning walk, afternoon or evening. I can dog sit as well with a few days notice. I take my own dog on at least 3 walks a day for at least 15 20 minutes. So I'll have no problem walking another dog for any amount of time. I treat my dog with love but also discipline. She knows her basic commands

Sitter Profile Image: Kayla A.
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Kayla A.
from
$25
per visit
6 years of experience
Berwyn, IL, 60402

About: I have a 7 year old pitbull mix. His name is Diesel and he is the love of my life. I adopted him when he was a little over year old. Unfortunately, he was not well taken care of by his previous owner. We've been through a variety of training and experiences throughout our time together, and it makes me an ideal candidate to care for your pet. I'm specifically experienced in reactivity and aggression, however, I'm happy to care for all pets, with any type of temperament. I work for myself, so my schedule is flexible and I can accommodate most requests within the hours of 8am to 8pm. Early morning and late night are dependent on various factors. I follow whatever method of care the owner prefers. Please provide clear directions, and I am happy to accommodate whatever is needed to ensure your pet is safe and comfortable. I am also open to and recommend meeting the pet before my initial visit. This would be at no additional cost. Any additional met-ups to establish familiarity will be charged at the 30-minute dog walking rate.

Sitter Profile Image: Natalie H.
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Natalie H.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Berwyn, IL, 60402

“Natalie was prompt and patient with my fur babies. She checked in with me and provided pictures. She went above and beyond to make sure my dogs were well cared for.”

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Julie R.
Sitter Profile Image: Ana A.
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Ana A.
from
$18
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Oak Park, IL, 60301

About: I have taken care of dogs for over 10 years, always being responsible for their proper feed and grooming. I have a special aura that connects with animals in an amazing way and I would go out of my way to give them the care they need. I am capable of caring for puppies, providing potty breaks and always giving lots and lots of love so your babies stay happy and safe when you are away. I am WFH two times a week so I can accommodate to provide my services during these days all day. Also, I will be working during the weekends. If you have a specific daily need after 5 or at night during a weekday I could accommodate if it is not too far! At your home I can follow your specific instructions on how to care for your fur baby always with respect and keeping a close communication with you so you can be always informed. I can also provide hourly updates if needed via text.

Sitter Profile Image: Rafael L.
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Rafael L.
from
$20
per visit
10 years of experience
Maywood, IL, 60153

About: I have experience taking care of pets for more than 10 years I have always had animals and I teach them where to do their needs and tricks to improve their performance and well-being I have all the time available to take care of pets since I work with delivery applications so I manage my time Full time for animal I only have one cat in my house I can take it for a walk I have a park nearby and I have a backyard to take them out to do their needs

Sitter Profile Image: Giana M.
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Giana M.
from
$17
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Westchester, IL, 60154

About: Dogs, cats, you name it - I love ‘em. As an animal lover and owner myself, I also have years of experience working in animal rescues caring for stray cats and dogs. This has been helpful with learning to be patient and able to adapt to each animals specific needs. However they need me to show up for them, I’m there. They need extensive cuddles? Count me in. They need me to just hangout and watch from a distance? Bummer, but I’ll respect their space. Whatever you need, I got you! 🩷 At the moment, I do work 8am-4pm. I work less than 10 minutes from home so often stop home for lunch. Other than work, I’m often home nightly and spend my nights/weekends relaxing with a book or working on whatever my newest crafting obsession is. I have two cats, Zoe and Ziti. They can be separated in the basement if need be. I offer a large crate if you prefer your dog to be crate trained. We have a large, fully fenced in yard that’s just begging to be a dogs playground!

Sitter Profile Image: Abby F.
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Abby F.
from
$35
per visit
4.9 out of 5 stars
• 64 reviews
27 repeat clients
12 years of experience
Austin, Chicago, IL, 60707

“Abby came in and did some drop in visits with my dog, while I had a long work day. She took him for a walk, feed him, and kept him company. She kept me updated, sent pictures, and really treated my dog like as if he was her own! I would definitely hire again, and so should you!”

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Jaslyn A.
Sitter Profile Image: Alexis R.
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Alexis R.
from
$21
per visit
5.0 out of 5 stars
• 25 reviews
10 repeat clients
10 years of experience
Irving Park, Chicago, IL, 60641

“Alexis was great as always! Friendly, clear communication, punctual, and always willing to love on our fur baby while we are away. So happy we have her to count on when things come up!”

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Mika O.
Sitter Profile Image: Carley G.
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Carley G.
from
$30
per visit
4.9 out of 5 stars
• 119 reviews
10 repeat clients
10 years of experience
Oak park, IL, 60302

About: Hi my name is Carley and I love to play with dogs and go for adventures walks around my oak park neighborhood. There are many parks near my house (Taylor park) where I will be walking your dog. There is a lot of space in my fenced in backyard for your dog to roam around and get great exercise in. I have plenty of dog toys and dog treats your dog will have a great time !!! (Bring your fur baby’s treats if they like certain treats) Please let me know if your dog isn’t allowed on furniture or any rules at your home so I can enforce the same rules. Also, I love ALL dogs and would love to watch every breed there is if I can !! I watch dogs for my own enjoyment I love seeing dogs happy the money doesn’t matter I make my prices affordable !! I have a pretty open schedule I’m available during everyday of the week and weekends. I love spending time with dogs so holidays are always open ! I’m a stay at home dog mom I really enjoy being with dogs and would love to make this a forever career !! I have a fenced in big yard and a big house full of dog toys everywhere ! Your dog will feel very comfortable and relaxed just like at home at my house like a mini vacation. I’m very patient and I understand dogs miss their family so I’m willing to work with dogs with anxiety, etc. If anything I will be too much lol but I work with the dogs energy ! Also I send a lot of videos barely any pictures because the fur babies are always moving so my bookings with photos section in my profile is a low percentage! I send videos so I don’t have to delete 100 blurry pictures lol. I am available 24/7 I will be with the fur babies all day everyday ! I love starting the day with morning walks and breakfast ! Playtime and nap time so much more! I take the fur babies for walks around Taylor park or around my neighborhood. I love to play fetch with them also I have a lot of toys for them to pick out from !

Sitter Profile Image: Tyler H.
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Tyler H.
from
$13
per visit
1 year of experience
Chicago, IL, 60623

About: I’ve taken care of my dog and cats since I was young. I also have experience watching a family friends dog and house sitting for them. I grew up with many pets and live animals. My wife and I give full of love to your family as much as our dogs I currently work full time as an airline pilot, I make my own schedule so I’m very flexible. I can adjust my schedule around your pets needs if necessary We have one small dog who gets along well with other animals. We keep our home to be safe for any animals. Safety is the first priority so if you have any requests for the service, let me know

Sitter Profile Image: Mireya H.
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Mireya H.
from
$17
per visit
3 years of experience
South Lawndale, Chicago, IL, 60623

About: Being an animal lover, I have taken care of all of my own pets and those of friends and family. From guinea pigs, hamsters, birds, fish, cats, and dogs. I have seen the absolute best with pets and will do anything that a pet parent wants for their pet. While I look for a full-time/part-time job, I am available any day of the week, Monday-Friday, 7 am- 6 pm, and Weekends, any time of the day. I am able to come over you house, to be able to care for your pet when it is required. I am unable to at my house since I am in the process of moving. I am comfortable being in your house to ensure your pet is in a familiar area.

Sitter Profile Image: Bere C.
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Bere C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 244 reviews
69 repeat clients
5 years of experience
Belmont Cragin, Chicago, IL, 60639

“She did a great job checking in on my cat!! I will book her again.”

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Martin C.
Sitter Profile Image: Pedro G.
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Pedro G.
from
$25
per visit
10 years of experience
Chicago, IL, 60624

About: Just your friendly neighborhood realtor who is a HUGE animal lover. With my job I have a lot of flexibility and understand the level of care pets need. Been a dog dad for years and a recent cat dad. Let me help you take care of your love ones Being a realtor I have a lot of flexibility, I know my way around the city, and understand the importance of someone’s home & pets. Having pets myself I understand how important it is to help them safe and happy. In my home they will feel as if they are at home. And with my work experience I truly understand the importance of someone’s home and how to take care of it.

Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 249 reviews
77 repeat clients
10 years of experience
Chicago, IL, 60634

“Chris is so great. She makes sure my fur babies are well taken care of. She is a blessing when I can’t be there to watch them myself. I will always use her.”

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Danielle H.
Sitter Profile Image: Sasha D.
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Sasha D.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 48 reviews
23 repeat clients
12 years of experience
Dunning, Chicago, IL, 60634

About: Hi! I’m Sasha — a passionate animal lover with years of hands-on experience caring for dogs of all sizes and personalities. I’ve worked in doggy daycares as a handler, bather, and walker, and I’m Pet CPR & First Aid Certified so your pup’s safety and comfort always come first. I work from home as a designer, which means your dog will rarely be left alone and will receive plenty of attention, supervision, playtime, and cuddles throughout the day. I also have a fenced yard and a cozy, dog-friendly home filled with beds, toys, and space to relax. I have a small dog named Nacho who is my sidekick and keeps me on a consistent routine with regular potty breaks, outdoor time, and play sessions throughout the day. Dogs staying with me are treated like family — they’ll have access to water, comfy spaces to rest, toys, and lots of love. I’m happy to accommodate cuddle bugs too — if your pup enjoys sleeping near people, they’ll fit right in here. My goal is to create a safe, calm, and loving environment where your dog feels comfortable while you’re away. 🐾 I have 1 small dog that is by my side 24/7 during the week. Caring for your pet will fit into my routine nicely. I work from home. I usually let my boy Nacho out to play in the morning at 7am, 8am, 11am, 2pm, and 4pm, 6pm and 9:15pm. I usually keep the dogs with me in my area while I work. They have access water, food, beds and toys. I have a bunch of doggy beds and toys 🧸 all around the house. I also don’t mind the dogs sleeping in bed with me. I love to snuggle with the fur babies.

Sitter Profile Image: Paulina B.
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Paulina B.
from
$20
per visit
16 years of experience
Portage Park, Chicago, IL, 60634

About: I currently own two doggies, and have been a caretaker for 16 years. They are the most precious animals and I couldn't imagine my life without them. Someone told me once that I can't pet all the dogs I see, and I said watch me😎 I'm currently staying at home so my schedule is pretty open. I already take care of two dogs at home so adding a third or fourth wouldn't be a big deal. I have a fenced in yard and both of my doggies are well socialized and like to hangout with other dogs. At a client's home I follow whatever instructions are needed.

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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

We were very pleased with Ariel’s drop ins to care for our dog. She was prompt and arrived when scheduled. She sent a picture of our pup enjoying some time outdoors. We would have her come again.

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

Ruby was great. Followed all my instructions. Meztli is usllay a little ahy hut she warmed up to her. Very caring and shows that she really cares for your pets.

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

This was Katalina’s first time meeting our anxious husky and she was great and very patient with him. Definitely will book again!

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

Suzanne was great. Definitely an animal lover and all the pets were very comfortable with her. We would be glad to have her come again!

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

Vanessa was fantastic! My cats and dog warmed up to her immediately and were comfortable with her around while we were gone. The communication was great and I was never worried that they were in good hands. I would 100% book again when we are away.

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James A.
Drop-In Visits
5.0 out of 5 stars

Wendy goes above & beyond my expectations! I always feel reassured knowing she’s caring for my fur baby 🐶

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

Chase was wonderful with my two dogs. We just relocated from rural Maine and our big Rottweiler is having some transition issues. Chase was so good with him and Kineo adored him.

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

Abbi is super responsible and always gets back to me right away! She has been great with my Doberman, I highly recommend her!

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

I had peace of mind with Abel taking care of my pets. He was communicative and provided constant updates. Highly recommended

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

Lilian did an amazing job taking care of my dog. She followed all of my instructions carefully and went above and beyond to make sure my dog was comfortable and well cared for. At one point, my dog was feeling sad and wouldn’t eat on her own, so Lilian even hand-fed her to make sure she got something to eat. She also sent me photos and kept me updated throughout the entire time. Communication with her was excellent, and I always felt reassured knowing my dog was in good hands. I truly appreciate the care, attention, and kindness she showed my dog. I would definitely recommend Lilian!

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

Sofia was kind, calm and extremely reliable! Everything you could want in a pet carer. So grateful for her!

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

Save the day with the last minute except. Make sure my pup head a good walk and good playtime. Very much appreciated.

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

When we need care for Opel, Marissa is our first choice every single time. Always so quick with communications, too!

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

Lauren is great! Always sends me photos of the pups. I know they're not easy, because they're puppies and still learning. And they're high energy Westies. I have referred our neighbor to her.

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

Grace was a great help for several trips this summer and was patient and compassionate with our timid pup

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

Abby is amazing, she took such excellent care of our boys. She is punctual and and totally reliable. We are so grateful!

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

Our dogs adore Diane and we are so grateful for the care she provides! Diane completely puts our minds at ease with excellent care, and communication. Her dedication is top-notch!

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

Justice was phenomenal. Our “zoo” enjoyed her visits and all were well cared for. Highly recommend.

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Heather A.
Drop-In Visits
5.0 out of 5 stars

Jacob did a wonderful job with our 2 dogs and 2 cats! They were all super happy when we arrived back home from a trip-he was caring, and communicative and the pets loved him!

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Chelsie H.
Drop-In Visits
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
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How to book dog sitting

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Popular requests for dog sitting - Oak Park

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Sitters in Oak Park average 7
repeat dog sitting clients

FAQs for Dog Sitting - Oak Park

Frequently asked questions about Rover

The average cost of Dog Sitting in Oak Park on Rover is $21 per visit as of October 2026. Most bookings cost between $14 and $33 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 12,036 sitters on Rover offering Dog Sitting across Oak Park. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 85% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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