Dog Sitting Oak Park

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Over 342
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Sitter Profile Image: Benjamin K.
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Benjamin K.
from
$17
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Oak Park, IL, 60304

About: Ever since I was introduced toy grandparents dog at a young age, I have been fascinated and comforted by the furry friends we call our pets. Over the years I have pet-sat for friends, family, and neighbors as well. I always take care to follow their specific needs and make sure that as long as I'm there, they receive the amount of care and love necessary to maintain their happy little lifestyle. I am very comfortable going on long walks if necessary to keep your pet fit and healthy, proper meal times are a must, and, of course, pets and belly rubs are free of charge. I am currently waiting on a job to begin by the end of the year, meaning that nothing stands in the way of me taking the utmost care in making sure that your pet is loved and cherished as if they were my own. I have a fenced backyard where your pet can play, completely supervised of course. Additionally I will ensure that while your pet is in my care, I will keep a constant watch over them to ensure their safety.

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
• 13 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: Miguel G.
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Miguel G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 24 reviews
4 repeat clients
20 years of experience
North Riverside, IL, 60546

About: I have raised 2 dogs since puppies until older age. I have experience with older dogs and puppies. Love them all. I have no pets at the moment so any pet I care for will receive lots of love. Love all pets I can provide care in the morning and afternoon. I am available for many services. I can walk pets, play with them, feed them, take them out, cuddle them, and give them love. I can also stay in your house or apartment with your pet. I give pets lots of love and attention. I can give pets lots of love, cuddle with them and give them treats, practice commands, or also just give them space and take them out for walks. I love dogs, I also like cats. Any pets are a joy

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: Alexa R.
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Alexa R.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
6 years of experience
Hermosa, Chicago, IL, 60639

About: I unfortunately wasn’t allowed to have pets until I was older. I adopted my first pet (a cat) at 19 and she’s still with me! With the addition of 5 other cats as well since my family moved in with me😭. Although 2 of those cats are technically not mine, but one of family members, I still care for them all the same. I have also fostered kittens before and helped potty train them as well as bottle fed them. I have some experience giving medication to my cats for a short time; no long term medications as of now. —————————————————— I have pet sit for my friends whom are mostly fellow cat owners. For them, they usually just ask me to drop by during the day or evening to feed and change their litter and spend some time around them. I’ve taken care of my friends dog who doesn’t go on walks, so I would let her out in my friends yard to use the bathroom and then she’d come right back in to lay on the couch. I have several family members that are dog owners and I’ve been around them playing with them and occasionally went on walks with them or helped feeding them. But I’ve never officially taken care of them with out the owners being there. ——————————————— Although I am more of a cat person, I do get along with dogs! With cats I have 6 or so years of experience and with dogs I have about 2 years of experience. When visiting your home, I will take care of your home and leave things as they were!! If there any instructions you would like for me to follow, I will gladly read them, whether that’s for the fur babies or the house itself! I’m currently working part time so my schedule is pretty flexible and since my family currently lives with me they help take care of my own cats if I leave town. I typically work Wednesday and Friday afternoons and I’m free after 5:30pm, I do work weekends but I’m normally available after 4:00 pm and can stay overnight if needed. I’m normally off Mondays, Tuesdays and Thursdays so I can come by more during those days, but any day during the week I can fit in dropping by, specially in the afternoons! Since I currently live with family and 6 cats I understand most other pets might not immediately get along with 6 new animals, so I can always drop by or stay at your place to take care of your fur babies!

Sitter Profile Image: Tea Agne J.
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Tea Agne J.
from
$30
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Forest Park, IL, 60130

About: Having lived with, and cared for dogs for much of my life, you can expect that your pet will receive my full attention and devotion during the time that we work together—not just their basic health, safety and food/outdoor needs, but also the affection that keeps them feeling loved. I currently work from home-where we have a large backyard with endless fascinating smells—and I rarely leave client dogs unattended. My own Boston Terrier, Hutson, currently 8 years old, is a well socialized, solid companion who is very good with canine communication, and will give space to dogs who need and request it, or play with those who share his play style (I monitor very closely). He’s especially good with puppies. I am also very comfortable maintaining obedience protocols when needed, but also flexible and realistic about dogs' behavior. I have some experience with dogs' health needs. I have helped care for my mother's cocker spaniel, whose serious autoimmune condition has required the administration of daily oral medication, including immune system blockers and steroids. I've also cared for a four month-old Boston Terrier puppy who when we first met needed medication administered twice daily. Outside my interest in animals, I've run a summer program for high school students, and have significant and transferable experience handling emergency situations and working under pressure. I currently work from home, and I rarely leave client dogs unattended. We have a large backyard full of interesting smells and occasional visits from other animal friends, from squirrels to rabbits and opossums. I also love longer walks through nearby forest preserved if dogs are well suited to this. Having lived with, and cared for dogs for much of my life, you can expect that your pet will receive my full attention and devotion during the time that we work together—not just their basic health, safety and food/outdoor needs, but also the affection that keeps them feeling loved. I'm an advocate of positive training techniques, and try to provide mental stimulation. My own Boston Terrier, Hutson, currently six years old, is a well socialized, solid companion who is very good with canine communication, and will give space to dogs who need and request it, or play with those who share his play style (I monitor very closely).

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

“Faye did a great job taking care of my cat Ginger. As I was leaving my cat showed some symptoms. Faye kept me informed so I could take action should Ginger’s symptoms got worse. Faye is a professional and it shows. Herman Zelk”

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Herman Z.
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

“I have a VERY active cat who needs a lot of attention when Faith visits ... And she is so great! I know he is excited to see her, and calmer when we come home because he knows Faith is his friend. Thank you, Faith!”

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Jordan E.
Sitter Profile Image: Hillary R.
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Hillary R.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Elmwood Park, IL, 60707

About: I’ve often been told I’m a bit of a “dog whisperer” because pups seem to gravitate toward me, and I think it’s because they can sense my genuine love for animals. I’ve been a dog lover since childhood, growing up with 4 family dogs, and that passion has only grown over the years. I recently cared for my own senior pomeranian, who lived to 18, so I understand the patience, gentleness, and extra attention that senior pups need. On the other end of the spectrum, I know the energy and consistency it takes to care for playful puppies. Right now, I share my home with two spoiled rescue dogs, Chico (chihuahua) and Squeaks (tripod Pomeranian) who remind me daily how much joy and comfort pets bring into our lives and family. I have taught my dogs how to sit, stay, down, shake, come, and spin. So maybe I can even teach your dog some new tricks :) I also know how stressful it can be to leave your furry family member at home. My goal is to be their bright spot while you’re away, whether that’s a walk, a potty break, or simply some kisses, belly rubs, and companionship. I’ll treat your dog like one of my own! I currently work from home and have a flexible schedule to fit in drop-ins, potty breaks, quick walks (10-15) min, kisses and belly rubs during the day while you are away! Right now I only offer drop-ins, potty breaks, and quick walks for your furry babies. I do not offer any home services at my personal residence. If any service is requested outside of the normal services offered, I would be happy to help and discuss prior to my drop-in visit.

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: 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: 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: Rhianna P.
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Rhianna P.
from
$20
per visit
5.0 out of 5 stars
• 77 reviews
20 repeat clients
15 years of experience
Dunning, Chicago, IL, 60707

“Rhianna goes above and beyond! She will care for your pets as if they are her own. She plays with them, give them loves and snuggles, even teaches them tricks! I would highly recommend her to anyone and will continue using her for as long as she’s available.”

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Danielle H.
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: 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: Stephany G.
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Stephany G.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
17 years of experience
Chicago, IL, 60634

“Stephany was very communicative and ensuring that our dog was well taken care of 🙂”

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Luke S.
Sitter Profile Image: Karla S.
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Karla S.
from
$20
per visit
10 years of experience
Dunning, Chicago, IL, 60634

About: I have been taking care of dogs and cats my whole life. I couldn't have one at home so I would always go to family and friends to help pet sir or walk whenever they needed it. Once I got a place of my own I started fostering dogs and cats for people who found animals on the street. I specialize with aggressive animals and have done lots of training for puppies and seniors as well. I've never met an animal that didn't take well to me hence why I am the animal whisperer. This is currently my full time job while I'm studying to be a mechanic. I'm in the process of getting my certifications on my own so my schedule is very flexible. I always make sure to check the boundaries set by you always. Safety is everything in this line of work. I've had little ones of my own and they meant the world to me. I'll treat them and protect them as if they were my own kids.

Sitter Profile Image: Shaiva P.
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Shaiva P.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
Irving Park, Chicago, IL, 60641

“Shaiva was so friendly and professional and you can tell she loves animals. I would definitely use her again. Thanks for taking care of my cat!”

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Erin P.
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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

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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How to book dog sitting

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Sitters in Oak Park average 7
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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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