Pet Sitting Oakland

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 19
pet parents in Oakland have booked pet sitting

Oakland, Find top rated pet 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: Christina D.
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Christina D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
13 years of experience
Oakland, Chicago, IL, 60653

“I’ve had a great experience with Christina! She is reliable, caring, and always takes great care of my dog. I really appreciate knowing my dog is in good hands while I’m away. She does a wonderful job, is dependable, and I would definitely recommend her to anyone looking for someone they can trust with their pets!”

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Chlyla L.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 287 reviews
100 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“It was my first time using rover and I was looking for someone who truly understands dogs, and its Tamara! Tamara was a true blessing while I was away in Mexico. My dog isn’t usually quick to trust—he even tried to bite her when they first met—but she was so patient and kind with him. By the end of the week, he was waiting at the door for her, tail wagging, 30 minutes early. I could tell he really bonded with her. I’m so grateful and would absolutely have her watch him again.”

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Al T.
Sitter Profile Image: Kiera B.
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Kiera B.
from
$25
per visit
5.0 out of 5 stars
• 30 reviews
23 repeat clients
8 years of experience
Chicago, IL, 60615

“Amazing as always! Sorry, yes Sookie got new bowls from his grandma for Christmas. Thank you so much for taking care of my boy :)”

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Sarah S.
Sitter Profile Image: Olivia B.
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Olivia B.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
7 repeat clients
4 years of experience
Chicago, IL, 60605

“Olivia was everything I could hope for and more in a sitter for my two kitties. From the onset of the booking through each visit, her communication was quick and effective. She went above and beyond with grace and patience when an issue of my own fault happened (I had the wrong address!). The photos she sent assured me even more that the kittens felt safe and comfortable with her presence on each timely visit. 10/10 would recommend hiring her for your pet sitting needs!”

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L. E.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
19 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

“Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.”

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Anna B.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

“Thanks again for over caring for the dogs and stray kitty! My return home to them was like returning from work. (Even tho it was days) They were happy but not overly excited to see me and I know that is nothing short of you giving them the opportunity for their routine to not be disturbed and visiting with them with love!”

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Heather B.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$30
per visit
4.8 out of 5 stars
• 13 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

“Great experience with Jasmine, as usual”

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Stacey S.
Sitter Profile Image: Katharine M.
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Katharine M.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Chicago, IL, 60615

About: I have volunteered at animal shelters since I was 10 years old, and am comfortable with dogs and cats of all sizes and ages! Additionally, I have seven years of experience pet/house sitting, including overnight. In the past few years, I have specialized in caring for puppies, and have experience with bottle feeding. I also had the unique opportunity to work with a coalition that supported people experiencing domestic violence by connecting their pets with fosters while they stayed in shelters (which normally do not allow animals.) I am currently a grad student at the University of Chicago, and have quite a bit of flexibility in my schedule! Whether you would like me to stay at your home full-time while you are away, or just need me to stop by for periodic visits, walks, or play-time, I have plenty of time to dedicate to your pets! I am available both during the week and on the weekends, and can't wait to spend them hanging out with your cats and dogs! I am very comfortable walking dogs of all sizes, and am happy to take them outside to play as well! If your pet has any medication, I can make sure they take them. I will make sure that dogs have plenty of potty breaks, and that all animals are fed on time. If I am staying in your home, I will be respectful of any boundaries you have and will leave the place just as you left it.

Sitter Profile Image: Ian H.
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Ian H.
from
$17
per visit
4 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

Sitter Profile Image: Dominique L.
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Dominique L.
from
$25
per visit
4.9 out of 5 stars
• 48 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

“Dominique is excellent. She is reliable and great with our big and small dogs. We plan to ask her to help our dogs every time we need a dog walker or drop in visit.”

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Carol D.
Sitter Profile Image: Isaiah Y.
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Isaiah Y.
from
$18
per visit
4 years of experience
Douglas, Chicago, IL, 60616

About: Fun fact about me is I’ve never actually had a pet thanks to my parents, but ever since I was a little kid, I have always been around and taken care of the pets of different family members. This has led me to form a love for dogs and animals in general, hopefully as a profession in the future. I’m currently a student athlete at the University of Tampa meaning that working on my craft daily is a must. In my free time, I will definitely have time for pet care. I plan to not only respect the dog that I am caring for, but I will respect the owner, the owner’s property, and whatever they request.

Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
• 31 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

“Tim is amazing! He was very communicative, prompt and most importantly patient and showed my fur baby the attention she needed when I was on vacation.”

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wu p.
Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 321 reviews
111 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

“Coretta is absolutely fantastic! She took such great care of my cat, providing regular updates and making sure everything was perfect. My cat seemed so happy and relaxed when I returned, which is a testament to the loving and attentive care she received. I highly recommend Coretta for anyone looking for a reliable and caring pet sitter!”

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Chandra E.
Sitter Profile Image: Cori W.
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Cori W.
from
$30
per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
9 years of experience
Douglas, Chicago, IL, 60616

About: Hello, I’m Cori and I was born and raised in Chicago. I’m comfortable with all types of dogs and I’m very aware that each dog is unique. My love for dogs started when I adopted my Jack Russell Terrier, Ziggy Marley, back in 2009. Ziggy made me realize that it takes time, commitment, patience, education, and love to care for any animal. Since I have a pet, I’m very experienced in dog walking. I’m aware of the different types of leashes and harnesses that is needed. I follow any specific instructions that a owner has for their pup. Whatever you need me to do for your pet, I will do it. Lastly, SAFETY, is my number one priority when it comes to your pet! ❤️

Sitter Profile Image: Tamya O.
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Tamya O.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Grand Boulevard, Chicago, IL, 60653

About: I have hands-on experience caring for dogs of all sizes, breeds, and energy levels, including active and strong working breeds. I focus on creating a safe, structured, and stress-free environment while making sure every dog gets the attention, exercise, and care they need. I’m comfortable with walks, feeding schedules, crate routines, basic obedience reinforcement, and handling energetic dogs with patience and consistency. Pet parents can expect dependable communication, regular updates, and someone who genuinely treats their dogs like family. Your dog’s safety, comfort, and routine come first. A typical day includes structured walks, playtime, exercise, water breaks, feeding according to your instructions, and plenty of attention. I keep a calm and clean environment while making sure each dog gets the right balance of activity and rest based on their personality and needs. I’m especially comfortable with active and strong breeds, so dogs that need confidence, structure, and engagement are in good hands. Whether your pet needs a relaxed companion, exercise, or consistent care while you’re away, I aim to make the experience stress-free for both you and your dog. You’ll receive updates, photos, and quick responses throughout the stay so you always know how your dog is doing.

Sitter Profile Image: Acoya & Nicole R.
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Acoya & Nicole R.
from
$25
per visit
4.9 out of 5 stars
• 341 reviews
141 repeat clients
11 years of experience
Chicago, IL, 60605

“Acoya was wonderful! Was so sweet to our kitties while we left them for a night. She even mashed up my cat’s food because he has a tooth problem. Thank you so much Acoya! Definitely will be booking you again!”

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Cassie S.
Sitter Profile Image: Tonya M.
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Tonya M.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Lower West Side, Chicago, IL, 60608

About: Pilsen mom + Jones College Prep freshman son, animal lovers with 20+ years dog, cat, and small animals experience. We’re currently unable to have a dog or cat of our own, so are extra-happy to help you with yours! Quiet, tree-lined, dog-friendly neighborhood with local parks and dog runs available for your favorite animal(s). We have lots of availability and interest in giving our love to your loved one. Our flexible schedule will easily accommodate yours, and my 8 years experience as a shelter volunteer + all the updates/pictures you would like will keep your mind happy and at ease. We have experience with abused and skittish animals, and patience for all levels of needs. Let us help you keep your days uncomplicated, while we get to blissfully give all the skritches! Open to one time or ongoing appointments. Flexible rates depending on frequency. Please note we have a two story apartment where eating is upstairs and sleeping is downstairs. If you have an arthritic or mobility-challenged animal we should discuss if our home is your best option. All dogs must be house trained 💦 All dogs over 25lbs must be leash trained 🙏 Thank you for considering us! 👩🏻🐕🐈🐁👦🏻

Sitter Profile Image: Masheika S.
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Masheika S.
from
$35
per visit
5.0 out of 5 stars
• 72 reviews
23 repeat clients
7 years of experience
Chicago, IL, 60653

“Masheika was so wonderful with my boy! I needed very last minute drop ins for him and Masheika came through for us! She was very attentive and gave Carmelo lots of lovins and treats and made sure he was well taken care of! I can’t wait to use her services again! Thanks!”

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Capri A.
Sitter Profile Image: Meadow S.
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Meadow S.
from
$20
per visit
10 years of experience
Bridgeport, Chicago, IL, 60608

About: I’ve lived with dogs since I was little and have always had a love for animals! I now have a pet cat of my own and often pet sit for family and friends of mine. I currently am a full time student and work as well. My evenings and weekends are full availability though, and I’m always free for last minute walks and drop in’s. Ever since I was little I’ve been a huge animal lover. I have experience with all different kinds dogs and cats, all of various sizes, ages, and behavior styles.

Sitter Profile Image: Azure D.
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Azure D.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Near South Side, Chicago, IL, 60605

About: I’ve been around animals my entire life, growing up in a home with several dogs and gaining hands-on experience caring for them from a young age. Over the years, I’ve become very comfortable with all aspects of pet care, including administering daily medications and following specific routines to keep pets healthy and stress-free. I’m especially attentive to each animal’s unique needs my own pup, for example, has sensitivities, so I understand how important it is to monitor diet, behavior, and environment closely. In addition to dogs, I also have experience with a variety of animals, as my mom rehabilitated exotic wildlife while I was growing up. That background taught me patience, adaptability, and how to properly care for animals that require extra attention. What sets me apart is how much I prioritize each pet’s health and quality of life. I personally walk my own dog four times a day and bring that same level of care, attention, and routine to every dog I work with. I pride myself on being reliable, detail-oriented, and genuinely loving toward every pet I care for, and I specialize in working with puppies. I work from home, which allows me to be present and attentive to your dog throughout the day. This setup is ideal for pets who need consistent companionship, frequent potty breaks, or a little extra reassurance while you’re away. Whether your dog thrives on attention, has separation anxiety, or simply enjoys having someone nearby, I’m able to provide a calm, supervised environment with plenty of interaction and care. I live in a secure apartment on the third floor with easy ground-level access for quick and convenient potty breaks. My building also offers a dedicated outdoor dog area on the 17th floor, providing a safe and clean space for additional exercise and fresh air. I prioritize safety, routine, and comfort in my home, and I’m happy to follow any specific instructions you have for your pet’s care. To keep you fully at ease, I provide daily, detailed updates with photos so you always know how your dog is doing.

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The median cost per visit for pet sitting in Oakland is $20

Pet parents share their Rover experiences - Oakland

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5.0 out of 5 stars

Kate is the best!!! She treated Halloumi like a member of her own family. She sent so many photos and videos and we could see Halloumi warming up to her more and more with each visit! She is clearly a super pro with cat body language and making sure they feel comfortable. We will absolutely have her take care of H again!

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

I’m a repeat client of Daphne’s, and I couldn’t recommend her enough! She always keeps me updated and lets me know how my kitties are doing, which gives me so much peace of mind while I’m away. Although she has a dog of her own, she’s incredibly knowledgeable about cats and understands their needs. I always feel confident that my babies are in great hands with her. She’s reliable, communicative, and someone I trust completely. I’ll continue booking Daphne every time!

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Dasha J.
Drop-In Visits
5.0 out of 5 stars

Hallie was great with our kitty Ony. She communicated very well, even after he hid is medicine. It was a pleasure having her.

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

Paloma was amazing as always! We always look forward to her follow up notes and pictures. It’s so obvious how much she cares for the pets she looks after!

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

Anastasiia does a wonderful job with my cat Violette! Violette can get nervous easily when I’m gone, and she does a great job of understanding what my cat needs and not pushing her to do anything she doesn’t want to! Anastasiia provides detailed updates and pictures - great communication.

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

Gabby was great with our 2 cats! She asked questions when she wasn’t sure how to handle a situation and sent pictures every day. She was prompt with the time she arrived and cleaned the litter box. We will hopefully be using her services again and would recommend her to any cat owner!

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

She provided my cat with all the pets and attention he wanted--and that is a lot! Sent pictures and updates!

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

Nadine is always reliable, kind, and wonderful with the dogs! I travel with peace of mind knowing my babies are being taken care of.

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

Mariam was great with both my cat and dog! I loved how communicative she was. I got lots of pictures and updates the entire time she spent with them. I could tell both of them were well cared for when I got back from my trip.

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

Emma was great as always! She’s responsive and always sends us updates and pictures. Will continue to have her watch our boys!

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Mariah J.
Drop-In Visits
5.0 out of 5 stars

Ruari was great! Very accommodating, responsive, and took good care of Sleestak and her many needs :) Thank you!

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Astin T.
Drop-In Visits
5.0 out of 5 stars

Huibo was amazing with my cats! They loved her as soon as they met her, and she took such great care of them! I will definitely be booking with her again!

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

Evan tired my cats out while playing with them and was very attentive to my instructions. Would definitely book again!

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

Niko has been such a great cat sitter! I know my cat isn’t the easiest, but he has been so patient and has taken such good care of him. My cat has definitely warmed up to him, which means a lot to me. Being able to take a longer trip and spend time with my family without constantly worrying about my cat has been such a relief. I haven’t felt nearly as sad or guilty about leaving him because I know he’s in good hands. I would highly recommend Niko to anyone looking for a caring and reliable cat sitter, and I would absolutely use him again. I know my cat is going to miss his visits!

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

My fur baby is veryyyy nervous about new people but for the first time (ever) went and retrieved her toy to bring to Ashley. Every daily check-in came with above and beyond care. Truly a 10/10 sitter - thank you!

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Gabrielle E.
Drop-In Visits
5.0 out of 5 stars

Ella was absolutely amazing! I couldn't have asked for a better sitter for my 4-month-old puppy, Dan. She handled his daily medications effortlessly and gave him so much love and attention. I'll definitely be booking her again!

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

Emily is amazing!! She’s great with our cat, super responsive and communicative, and did a great job taking care of our cat overall.

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

We had Kaylie do 30 minute drop in visits to feed and play with our 2 cats while we were away for a short trip. Kaylie was very communicative and we loved getting her detailed updates and photos of our babies. We could tell our cats were happy in her company ☺️ Would definitely recommend!

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

Cathalina was perfect, did daily check ins while I was out of town ! Sent pictures to update us everyday while I was away missing my pup! 10/10 would rebook cathalina again !!

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

Qutress went above and beyond for my dogs. Very communicative, and I felt my dogs were well taken care of.

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Emily P.
Drop-In Visits
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