Pet Sitting in 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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Top rated Oakland pet sitters

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: Rebecca D.
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Rebecca D.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Winter Garden, FL, 34787

Rebecca is awesome! She came and met our pups and learned all about their schedules and needs and has been amazing. Even with short notice she has great communication and is very flexible with our drop in requests. She sends great updates and pics and we feel like she really cares about the pups and their well being. We are so happy to have connected with her on rover and to have her as our new puppy sitter in Lakewood ranch.

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Lauryn A.
Sitter Profile Image: Grey G.
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Grey G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
78 reviews
21 repeat clients
5 years of experience
Winter Garden, FL, 34787

I would definitely book Grey again! She had great communication prior to the drop in and provided a great report after the visit. My shy dog warmed up to her quickly which is rare! She made him feel comfortable and kept him safe. Couldn’t ask for more. Thanks, Grey!!

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Michelle C.
Sitter Profile Image: Margarita Maria M.
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Margarita Maria M.
from
$28
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
8 years of experience
Oakland, FL, 34760

Just the best! Loving our cats like your own, even coming out with an impending hurricane to make sure they had what they needed. Thank you again for helping us enjoy our vacation!

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Brian S.
Sitter Profile Image: Karrie M.
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Karrie M.
from
$20
per visit
4.9 out of 5 stars
122 reviews
27 repeat clients
45 years of experience
Clermont, FL, 34711

Karrie was absolutely amazing with our dogs, Frank and Rocco! They loved her right away, which gave us so much peace of mind. She was caring, reliable, and clearly great with animals. We came home to two very happy pups and would highly recommend her to anyone looking for a trustworthy dog sitter!

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Courtney G.
Sitter Profile Image: Imani Z.
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Imani Z.
from
$20
per visit
5.0 out of 5 stars
30 reviews
5 repeat clients
10 years of experience
Winter Garden, FL, 34787

Imani was great caring for my cat when I was gone for over a month period. She was attentive to my instructions, communicative, left the space clean on my return, and most importantly interacted well with my cat.

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Nicolas D.
Sitter Profile Image: Ashley L.
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Ashley L.
from
$25
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Oakland, FL, 34787

Ashley was amazing with our pups!! One of our dogs is very shy and Ashley was extremely patient, friendly and kind with him, which made us feel very happy and comfortable during our quick trip. Highly suggest & will use again!

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Amanda N.
Sitter Profile Image: Lani E.
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Lani E.
from
$18
per visit
5.0 out of 5 stars
34 reviews
10 repeat clients
10 years of experience
Winter Garden, FL, 34787

Lani was great with my two dogs. She is dependable and very reliable. Always gave great updates and provided pictures. My dogs were spoiled by Lani. I highly recommend Lani.

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Kristine W.
Sitter Profile Image: Zoe R.
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Zoe R.
from
$25
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Colorado University, Winter Garden, FL, 34787

Zoe was great with our puppy! I was nervous to leave him for the first time but she did a great job sharing everything she did with him along with pictures. She was so communicative and understanding of me being overly nervous!

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Ellie M.
Sitter Profile Image: Darryl W.
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Darryl W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
20 years of experience
Winter Garden, FL, 34787

Darryl is very reliable and caring for my fluffy Mocha. He even washed her bowls for me. Thank you so much for your attentiveness and for going above and beyond to care for my pet !

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Sheng Yi L.
Sitter Profile Image: Delanie M.
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Delanie M.
from
$23
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Oakland, FL, 34787

About: My dog recently passed away at 14 years old, I have a deep love for all animals and promise to care for your pets like they’re my own! I’m currently a college student home for break and I plan to work dogsitting and walking into my free time both home and away at school. I am here to keep your puppies and dogs company and care for them! I live in a gated neighborhood perfect for walking dogs, and when away at school I will stay in the area of your home!

Sitter Profile Image: Julie H.
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Julie H.
from
$14
per visit
4.7 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Winter Garden, FL, 34787

Julie has been such a wonderful person to work with and look after our pup! Would highly recommend her services to anyone! Fantastic communication, detailed reports, and the cutest videos of Honey’s day checkins.

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Erin M.
Sitter Profile Image: Katie S.
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Katie S.
from
$25
per visit
5.0 out of 5 stars
29 reviews
13 repeat clients
13 years of experience
Oakland, FL, 34760

Katie was a pleasure to meet and attend to my dog's needs. She is extremely reliable and flexible, which I appreciated especially during the holiday season. She sent the cutest pics of my pup and showed her the love she needed while I was away. If I were still living in Orlando, I would book her again and again! Thanks, Katie :)

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Rachel W.
Sitter Profile Image: Jeff M.
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Jeff M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
72 reviews
27 repeat clients
25 years of experience
Clermont, FL, 34711

Bethany and Jeff were able to accommodate a super last minute visit, we appreciate their flexibility and quick communication! We also got lots of cute pics of the pups!

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Jen M.
Sitter Profile Image: Dana M.
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Dana M.
from
$13
per visit
40 years of experience
Montverde, FL, 34756

About: I'm compassionate, patient, and attentive. I understand canine behavior and needs, communicate effectively, and create a trusting, nurturing environment that makes dogs feel safe and loved in your absence. I am currently working a very flexible job with morning, evenings and weekends off. I can make frequent stops at your residence and spend quality time caring for and loving on your beloved babies. I will take care of your pets the same way I would want someone to take care of my pets in my absence. I am currently setting up a cat playroom and have a .25 acre fully fenced yard. I live a mile away from a dog park and someone is almost always home with your pet.

Sitter Profile Image: chrys w.
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chrys w.
from
$20
per visit
5.0 out of 5 stars
66 reviews
3 repeat clients
20 years of experience
Winter garden, FL, 34787

Chrys is always quick to respond to inquiries and is super great with our boy. She leaves great detailed reports cards which my husband and I love to read. Thanks so much for always taking great care of our boy.

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Lindsay W.
Sitter Profile Image: Tracy W.
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Tracy W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
20 years of experience
Winter Garden, FL, 34787

Tracy is amazing! She was flexible to accommodate my last minute schedule. It didn’t take long for Kutie my toy poodle to like her. I will highly recommend Tracy.

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Cecilia H.
Sitter Profile Image: Brittney C.
Verified Enhanced Background Check
Brittney C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
29 years of experience
Ocoee, FL, 34761

Great experience! Brittany was timely, provided photos, and provided results of visit! Will book again.

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Katie L.
Sitter Profile Image: Poliana D.
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Poliana D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
601 reviews
159 repeat clients
15 years of experience
Windermere, FL, 34786

Poliana is the best pet sitter we have ever had! She is so communicative and truly went above and beyond to take care of our pets. All of our animals loved her, even those that are typically very shy of 'strangers'. I can't say enough how much I appreciate her!

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Xandrea H.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$15
per visit
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Montverde, FL, 34756

Olivia never disappoints. Always goes above and beyond and has removed the stress of travel and leaving our pets. We never enjoy leaving our pets when we travel, but there’s so much to be said about knowing they’re being cared for, watched, loved, and played with, and will be perfectly taken care of until you return. Olivia doesn’t just deliver an incredible experience for us and our pets, but she gives us peace of mind, and when traveling, it’s hard to put a value on how nice that is. Thanks as always Olivia! We appreciate you.

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Adam L.
Sitter Profile Image: Rachel M.
Verified Enhanced Background Check
Rachel M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
33 reviews
15 repeat clients
15 years of experience
Windermere, FL, 34786

Thank you, I’ll totally recommend you to anyone. Responsible and charming with our dogs. Hope to see you soon.

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Gloria C.
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Over 192
pet parents in Oakland have booked pet sitting

Oakland pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

First time using a sitter on Rover (we've boarded in the past) and Katie was amazing for us! She tucked our girl into bed, and checked on her the following morning. We got tons of pictures and updates with the Rover card and texts. We would definitely use her again. Thanks Katie!

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

Ashley was amazing with our pups!! One of our dogs is very shy and Ashley was extremely patient, friendly and kind with him, which made us feel very happy and comfortable during our quick trip. Highly suggest & will use again!

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Amanda N.
Drop-In Visits
5.0 out of 5 stars

Love Jezebell. She cares about your pups and gives them exercise and love. I would give her 10 stars!

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

Grey is an amazing sitter for our two kitties. She is responsive and professional and always flexible if we need her for an extra day or two. We will certainly rebook with Grey in the future. Thank you, Grey!

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

Mirella is very sweet and caring with the dogs, punctual and very attentive with any instructions given for the well being of the pets.

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

I’m so happy that Remy was available again to check on my cat, Harris, while I was out of town. She always offers great communication and attention to detail, and I look forward to using her again, in the future!

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

Always the best. My cats love Olivia and she’s so amazing with them. It’s so much peace of mind knowing my cats, especially one that’s 14+ years old is in such loving care. Can’t recommend Olivia enough.

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

Excellent communication with Chella before and after the visit. Arrived when requested and stayed the amount of time I had requested. She sent a couple pictures, and when I contacted her about the visit, she was quick to reply with an update. I appreciate when someone is reliable and can be counted on to take care of my babies when I am unable to be there, and Chella was all of that.

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Kathleen V.
Drop-In Visits
5.0 out of 5 stars

Chrys is Fantastic ! Reliable and caring. Great communication and dependable service, which gives us total peace of mind. Kaiser loves her. Highly recommend!

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

Darryl is an outstanding pet sitter! Took great care of our two cats. Kept us informed every day of his visits & went above and beyond in their care. Treats the pets as his own and couldn’t ask for a better sitter.

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

If you’re looking for a pet sitter who is somehow more responsible than me AND my actual pet combined, Briana is your girl. She showed up prepared like she was about to take the SATs, stayed longer than she had to like she was getting paid overtime (she wasn’t), and went so above and beyond that my pets are now lowkey disappointed I came home. Pretty sure my dog tried to file adoption papers. My puppy packed a tiny suitcase. 10/10 would hire again before my pets start leaving Yelp reviews about wanting Briana back.

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Daniel H.
Drop-In Visits
5.0 out of 5 stars

I cannot say enough great things about Julie! She cared for my sweet older dog and two cats this past weekend. Unfortunately my dog got sick while she was there and Julie handled it with absolute care and professionalism. I highly recommend her!

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Dania L.
Drop-In Visits
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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.

Sitters in Oakland average 6
repeat pet sitting clients

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 Jun 2026 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.

If you’re searching for a Oakland pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 5,221 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, 88% of Oakland pet sitters respond in under an hour.

Pet sitters in Oakland have an average of 15 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 5,221 pet sitters in Oakland on Rover, so you’re sure to find the perfect match for your pet! In Oakland, 98% of pet sitters offer daily exercise, 97% offer medication administration, and 91% 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.