Pet Sitting & Drop Ins in Oakland, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
- Boardingin the sitter's home
- House Sittingin your home
- Drop-In Visitsvisits in your home
- Doggy Day Carein the sitter's home
- Dog Walkingin your neighborhood
More resources
RoverProtect
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more
Loving pet sitters in your neighborhood
Search Results
1. Abi S.
“Abi was the best! She is so caring and went above and beyond. When I asked her to check in with me a couple times while I was gone (8 days) she certainly did, and even sent photos which gave me peace of mind! I came home to very happy cats! I cannot recommend her enough. Thank you Abi!!”
2. Niko F.
“Thank you so much for all the photos and updates! Baker was happy to have us home but with your care he was well looked after. If anyone is looking for a cat sitter I can highly recommend you as the affection and play time you give was well worth every penny. Thank you for taking care of our boy.”
3. Qutress T.
“Qutress was so considerate, sweet, and caring with our kitty cat and we would absolutely love to book her again!! She did everything we needed to a T and sent us lots of helpful updates and cute photos too! We felt really happy and relieved as anxious pet parents knowing that Qutress was nearby and available to help with drop ins while we were out of town :)”
4. Emily N.
“This past weekend was the first time Emily took care of my two cats and she was amazing. I left her a list of Kitty To Do’s and sticky notes all over the house lol and she knocked it all out at each visit. Unfortunately one of my cats is a super picky eater and you have to try a couple things for him to eat and she tried it all until he ate not once but twice then she would leave. She made my trip less stressful because I knew my boys where in good hands. She also is a great photographer, I received multiple pics of my boys at each visit which made my day!”
5. Danielle B.
“Danielle was amazing and truly went above and beyond when taking care of my three cats! Super fast communication, sent lots of pictures, and very thorough!! It was a relief to know they were in such great hands while we were away. Highly recommend!”
6. Ruslan S.
“Ruslan looked after our cat many times for a few days or longer. She is bald senior cat who eats special food and takes medications, and also doesn't like changes of scenery and requires a lot of attention and communication. So we were happy to turn to Ruslan, who put up with her quirks, provided care and warmth. She didn't seem to miss us at all, which is just right. We've always found it easy to communicate despite a bunch of requirements on our and the cat's side.”
7. Katerina L.
“Little Kaia took a liking to Katerina at first meeting which was a rarity since it takes a while for our corgi to open up to strangers. Katerina gave lots of pets and was patient with both senior pups. She also gave photos and updates. Looking forward to working with her again in the future.”
8. Jordyn W.
“Jordyn would be an amazing dog sitter! I watched her raise her French bulldog Rae, from a puppy and he is so loving and playful. You can tell he has been treated with love and gets a lot of affection. She is patient and loves being around other dogs. Rae is bathed like a human and even gets his bottom wiped and cleaned after he poops😂. Jordyn would be great!”
9. Andrea H.
“Andrea is the best, has her watch my dog Charming for a weekend. She followed all the instructions I left for her and also made sure that Charming took all his medication. She is an exceptional caretaker was very knowledgeable, reliable, efficient and devoted. She clearly has a love for animals and I will be using her again.”
10. Elizabeth D.
“levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around”
11. Emily L.
“Emily was amazing. She was responsive, prompt, and so sweet. We will 100% be hiring her again to come check on our cat!!”
12. Alma G.
About: My friends, family and neighbors have all counted on me to look after their pets since I was 15 years old. I grew up volunteering in dog shelters and caring for my own pet growing up. I treat all pets as if they were my own! I work full time at a fitness center, but my hours are flexible and I have Fridays and Saturdays off. I typically work later in the mornings and get off in the evenings, but I am able to adjust hours accordingly. I have a cozy apartment with a huge park and dog park 3 minutes away. I make my space work for them and really spend time with them outside and playing as much as they need. My neighborhood is great for those much needed walks!
13. Emma H.
“Emma is AMAZING!! She took such good care of our kitties, they warmed up to her so fast because they could sense her kind heart! Sent us lots of pics and kept us updated, and kept everything very tidy. So glad to have found her!”
14. Madison C.
“Madison has a love for all pets (Dogs especially!). She looks after our cats as if they were her own children and is very attentive to their needs...almost to the point of spoiling them. She's a really caring person.”
15. Kayla S.
“Kayla did a good job checking in on my cats while I was away. She refilled their water, changed their litter, cleaned up vomit, and played with them.”
16. Jabari R.
“Jabari is currently a co-owner of a 8-12 month old Yorkshire Terrier mix currently alongside me whom he frequently feeds, grooms and bonds with on a daily basis. Jabari has experience with both large and small breeds of dogs, he has worked with 1+ year old male Pure breed Cane Corso and 1+ year old female German Shepherd Mix who he has cared for and watched over several times over their life. As well as, already pet-sitting a variety of dogs for many owners within his own family. I would highly recommend Jabari for care for other's pets as he is responsible, caring and diligent about the well-being of all pets and properly caring for them according to their breeds, sizes and ages.”
17. Maddison C.
“Maddison took great care of Yettie and was super communicative, responsive, and prompt!”
18. Samira C.
“Samira was very easy to work with on such short notice! She kept me updated and I felt I made the right choice by choosing her to do drop ins to check on my pup while I was out of town!”
19. Valeria V.
“Thanks for taking care of my Blue!”
20. Dee M.
“Dee is THE best doggie caretaker I’ve ever encountered! She truly loves dogs and is responsible and fun. My dog has a Fitbark so I can track her steps and I know she will get her exercise when she is with Dee. I cannot express enough how much I appreciate Dee & the genuine loving care she gives my little girl, Déjà. Highest recommendations from us!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oakland on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 1,300 pet sitters in Oakland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 85% of Oakland pet sitters respond in under an hour.
Pet sitters in Oakland have an average of 13 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oakland.
Rover makes it easy to find Oakland pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 1,300 pet sitters in Oakland on Rover, so you’re sure to find the perfect match for your pet! In Oakland, 94% of pet sitters offer daily exercise, 90% offer medication administration, and 87% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.