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 342
pet parents in Oak Park have booked dog sitting

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Sitter Profile Image: Lidiana T.
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Lidiana T.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
8 years of experience
Oak Park, IL, 60302

“Lidi did an amazing job watching our cats!! She even spent extra time with our cat who’s afraid of the rain during a storm to make her feel safe. I would highly recommend her!!”

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Anna L.
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: Haylee B.
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Haylee B.
from
$18
per visit
5.0 out of 5 stars
• 14 reviews
2 repeat clients
19 years of experience
Belmont Cragin, Chicago, IL, 60639

“Haylee was always on time and took great care of our two cats. They loved her and barely even missed us. We would absolutely book her again and highly recommend!”

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Michael F.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$17
per visit
13 years of experience
Oak Park, IL, 60302

About: Hi! Im a college student home for the summer. I’ve had a dog for 13 years, so she is my “training”, per say. I am very responsible and patient with all dogs. I’m currently working part time and taking online classes. My schedule varies week by week so please ask me about my schedule to ensure I’m available! I personally have a fence in my home and am used to letting my dog roam free after walks so she feels free! I am very flexible in adapting to certain pet care styles

Sitter Profile Image: Jayla V.
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Jayla V.
from
$17
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
River Grove, IL, 60171

About: Experience with all kinds of pets and reptiles. Will be treated with upmost care. I can provide a number of services including bathing, walking, feeding, cutting nails/grooming and any special requests from you. I do work a full time job between the hours of 6am and 3pm but any time after that I am free to tend to any needs you or your pet needs. I will have a designated play area for your fur babies if any needed. I will update with pictures and calls if needed. I will follow any schedule given.

Sitter Profile Image: Miguel S.
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Miguel S.
from
$20
per visit
13 years of experience
Cicero, IL, 60804

About: I've been a dog owner since I was 9 years old, so I know how important these furry guys are to their person! I've also volunteered at shelter's and have worked at a pet store giving customers the best advice to my ability and helping them. Be it dog/cat food, toys, collars, pet care, and much more! I will pay attention to your furry one and make them feel loved from the short time that they are away from you and give them the best experience that I can! I'm currently in school studying to become a Veterinarian! My Shih-Tzu Chuey made my life full of good memories and I want to make sure that every dog I can help is helped and lives a life full of love.

Sitter Profile Image: Leslie D.
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Leslie D.
from
$30
per visit
5.0 out of 5 stars
• 67 reviews
19 repeat clients
10 years of experience
Belmont Cragin, Chicago, IL, 60639

“Fantastic!!!”

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Kelly B.
Sitter Profile Image: Sanaa A.
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Sanaa A.
from
$13
per visit
5.0 out of 5 stars
• 13 reviews
3 repeat clients
12 years of experience
Chicago, IL, 60651

“Sanaa was a great sitter for my cat! She responded so quickly to my messages and did everything perfectly for the drop-in visit. I’ll for sure be contacting her next time I need a sitter!”

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

“Jessica truly saved the day by rearranging her schedule to fit in a last-minute visit request, for which I'm incredibly grateful. She was very responsive and communicative throughout the entire process, and she took wonderful care of my cats while I was away!”

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Steve B.
Sitter Profile Image: Faith W.
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Faith W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 351 reviews
75 repeat clients
5 years of experience
Chicago, IL, 60634

“Faith is an AMAZING Petsitter. She was on top of communicating with me while I was out of the country. Faith took great care of Romeo and Binx! I would love for her to watch over my little loves again! ?‍⬛?”

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Kelly C.
Sitter Profile Image: Carley G.
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Carley G.
from
$30
per visit
4.9 out of 5 stars
• 120 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: Diane B.
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Diane B.
Star Sitter
from
$60
per visit
5.0 out of 5 stars
• 57 reviews
19 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: AQuilla W.
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AQuilla W.
from
$16
per visit
4 years of experience
West Garfield Park, Chicago, IL, 60624

About: I’ve taken care of every kind of dogs 🐕 and cats 🐈 and I even work in a dog care facility part time, working with one on one special care dogs. I’m even open on taking care of exotic pets and learning how to care for other pets. I’m currently working a part time job , and would like to be flexible within my schedule availability. While also building up trust with regular clients. I first have a in person meeting beforehand, as well as introducing myself with both the pet parents and their family members pets just to getting to know each other better and knowing any specific things and personalities wise, just so we don’t have no uncertainty if you want to continue working with me as a trail run.

Sitter Profile Image: Alexis R.
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Alexis R.
from
$23
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: Leah & Krzysztof H.
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Leah & Krzysztof H.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
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: Perniall G.
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Perniall G.
from
$25
per visit
5.0 out of 5 stars
• 29 reviews
10 repeat clients
30 years of experience
Chicago, IL, 60651

About: Animals must sense my kind nature because they always gravitate towards me. I give them love rubbing their head and chin, then feeding, going for walks, and chilling out on the couch for some TV time! I'm a full-time musician so when I'm not writing or producing music, I can give all my attention to a pet that needs it more! Pets are like human babies in ways that I know not to leave them unattended for any second of the day. I make sure your fur baby is stimulated so they can't wander off and get into any potential trouble.

Sitter Profile Image: Ashley M.
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Ashley M.
from
$30
per visit
5.0 out of 5 stars
• 21 reviews
5 repeat clients
6 years of experience
Humboldt Park, Chicago, IL, 60647

“Ashley is incredible! She took care of our two cats for two weeks over the holidays. She is very attentive and communicative. Not only did she take amazing care of our kittens, but she also did a beautiful job in our apartment. Our cats are known for making mischief, but our apartment was spotless. Thank you so much Ashley for your help and kindness! We will definitely contact you again soon!! ?”

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Molly C.
Sitter Profile Image: Paulina G.
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Paulina G.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 58 reviews
15 repeat clients
10 years of experience
Bellwood, IL, 60104

“Paulina was very accommodating and patient with our fearful dog. She allowed us to go on our camping trip with the peace of mind that Milo was taken care of. She was very easy to communicate with and sent us frequent updates.”

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Edwin y Rocio M.
Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 28 reviews
8 repeat clients
4 years of experience
Portage Park, Chicago, IL, 60641

“Communicated well and was timely!”

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Alex & Spencer C.
Sitter Profile Image: Anna Grace B.
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Anna Grace B.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
10 years of experience
Logan Square, Chicago, IL, 60647

About: I currently have two cats whom I love and devote lots of my time to! I have also grown up with several dogs and small pets that have given me the experience of performing a variety of different tasks and responsibilities. I am a researcher at Lincoln Park Zoo and am switching to part-time work for the fall, so I have a great amount of flexibility in my schedule. For drop-in visits, I am capable of doing whatever is needed (crating, feeding, playing, etc.). I have experience walking difficult dogs who would rather walk me instead, so I am confident I can manage that, as well as putting on a harness/leash. :-)

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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

Justice has been truly the best! Her communication was perfect, she sent the cutest/sweetest pictures and she just has a good vibe. 10/10! Ty for taking great care of my baby. <3

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

Jacob was a great caretaker for our dogs when we had to go out of town. We got consistant updates and he even helped our older dog navigate the stairs after every visit. Thanks Jacob!

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

Sofia was incredible with our little kiddos and am so glad I booked her! She was very responsive and gave me great photos. Thanks to her support we were able to enjoy a fun evening out and would not hesitate to book her again.

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

Very friendly and helpful! Had a last minute request and responded very quickly and did a great job with my dogs!

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

Sarah was great and very caring and flexible in taking care of our dog when we went out of town. Highly recommended!

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

Isabel was great with our dogs. She was especially kind to our old dog. We will definitely be rebooking with her

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Jennifer H.
Drop-In Visits
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

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
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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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your 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 to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

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

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Popular requests for dog sitting - Oak Park

Select a filter and find qualifying sitters offering dog sitting.

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 is $20 per visit as of November 2026. Most bookings cost between $14 and $33 per visit. On Rover, 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 November 2026, there are 12,082 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 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 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 Meet & Greet.

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 cancellation policy, 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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