Dog Sitting Oakland

Book a Oakland dog sitter to watch your dog in your sitter’s home or yours.

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Over 209
pet parents in Oakland have booked dog sitting

Oakland, Find top rated dog 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: Karen R.
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Karen R.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
327 reviews
93 repeat clients
30 years of experience
Winter Garden, FL, 34787

Karen is always amazing! Been using her since 2024. I am able to take trips near in state and far away out of state knowing my fur babies are cared for. She always helps in anyway needed. Wonderful person and caregiver.

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T P.
Sitter Profile Image: Jezabell D.
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Jezabell D.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Winter Garden, FL, 34787

Love Jezabell. She takes good care of the puppies, communicates, and is available.

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Gerri M.
Sitter Profile Image: Julie B.
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Julie B.
from
$25
per visit
5.0 out of 5 stars
62 reviews
11 repeat clients
45 years of experience
Winter Garden, FL, 34787

Thanks for coming out to meet Theo and I. Glad you will be looking after him this week for me.

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Lloyd H.
Sitter Profile Image: Linda N.
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Linda N.
from
$25
per visit
5.0 out of 5 stars
29 reviews
9 repeat clients
25 years of experience
Winter Garden, FL, 34787

Linda was amazing!! Super sweet and took amazing care of our dog while we were gone! We also received tons of pictures which made being away from her a little easier!!

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Taylor F.
Sitter Profile Image: Grace B.
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Grace B.
from
$20
per visit
5.0 out of 5 stars
4 reviews
20 years of experience
Winter Garden, FL, 34787

About: I’ve always had a deep love for animals and years of experience caring for pets of all kinds. I have been around large dogs my entire life. I grew up around boxers, Dobermans and Labrador/pit bull mixes. I myself have had a pit bull/Labrador mix, a Dutch shepherd mix and cats. When I was younger I would pet sit for my neighbors from aquariums to bunnies, birds, chickens etc.. Whether it’s daily walks, playtime, or quiet companionship, I treat every pet as if they were my own making sure they feel safe, loved, and happy while you’re away. I provide reliable, attentive pet sitting. My genuine love for animals means your pets receive not only expert care but plenty of affection and attention, too. I work from home and I make my own schedule so I have PLENTY of time to care and stay attentive to your furry friend. I will follow whatever schedule you give me for what your pet is used to. Keeping a consistent schedule is the key to a happy homie. I have lots of walking space in my neighborhood. I also am able to take your dog to a dog park if needed and I am very attentive. My neighborhood is dog friendly and safe. I am able to follow your instructions when I come into your space for how you’d like me to take care of your animals. Constant walks, lots of play time, keeping up with crate training, whatever you need.

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: Aaliyah R.
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Aaliyah R.
from
$16
per visit
5.0 out of 5 stars
2 reviews
1 year of experience
Winter Garden, FL, 34787

About: Hi! I’m Aaliyah, and I’ve been around dogs and cats my whole life 🐶🐱 I absolutely love caring for animals and making sure they feel safe, comfortable, and happy while you’re away. I’m very reliable, attentive, and patient, and I’m great with pets of all personalities from playful to shy! I also love keeping owners updated, so you can expect regular photos, videos, and messages while you’re gone! Whether it’s walks, drop-ins, or overnight stays, I’ll treat your pet like my own and make sure they’re well cared for and spoiled with love 💕 I’d love to meet you and your fur baby feel free to reach out anytime! currently have open availability this week and accept last minute bookings. I work part time at Grand & Berries, usually in the mornings. I’m free in the afternoons and evenings for walks, playtime, and cuddles. I like to keep a consistent routine so pets get attention and care on a regular schedule I follow your routine, give your pet lots of love, and make sure they feel safe and happy. I also keep your place tidy and treat it like my own

Sitter Profile Image: Ana A.
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Ana A.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
4 years of experience
Minneola, FL, 34715

Ana was nothing short of amazing! She stepped in at the last minute and went above and beyond to make sure Ollie was well cared for. She is an absolute gem! I will definitely be booking with her again in the near future!!!

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Kae H.
Sitter Profile Image: Chella S.
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Chella S.
from
$15
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Clermont, FL, 34711

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.
Sitter Profile Image: Skye T.
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Skye T.
from
$15
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Ocoee, FL, 34761

Skye took such great care of my pitbull Kilo! She was attentive, communicative, and kept me updated throughout the visit. Kilo seemed to really enjoy his time with her, which gave me so much peace of mind. I would absolutely book with her again and highly recommend her to anyone looking for a caring and reliable dog walker. :)

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Angelique G.
Sitter Profile Image: Julissa R.
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Julissa R.
from
$18
per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Winter Garden, FL, 34787

About: Dogs have been a part of my life for more than 20 years, and caring for them is something I genuinely love. Friends and family have long trusted me as their go-to pet sitter and dog walker whenever they travel, knowing their pets will be treated like family in my care. I have experience with dogs of all ages, sizes, and temperaments, including training and rehabilitating aggressive rescue dogs. I’m comfortable administering medications such as pills, ear drops, and topical treatments, and I have firsthand experience caring for elderly dogs or dogs with complex medical needs. My beloved dog, Ralphie, bravely battled cancer for over a year, which taught me patience, attentiveness, and the importance of compassionate care during difficult times. My home features a secure, grassy fenced-in backyard where dogs can safely play and explore. Since Ralphie passed away last year after a second battle with cancer, I have all the space, supplies, and dog-friendly setup needed to comfortably care for visiting pets, but no pets of my own. This allows me to focus completely on the dogs in my care. My goal is simple: to make your dog feel safe, happy, loved, and cared for while you’re away. 🐾❤️ I am currently between jobs, which gives me a very flexible schedule and plenty of time to provide walks, playtime, companionship, potty breaks, medication administration, and lots of love and attention. I offer doggy daycare, drop-in visits, walks, and can accommodate boarding for up to two dogs at a time on a case-by-case basis to ensure every pet receives personalized care. When caring for dogs in my home, I focus on creating a safe, calm, and comfortable environment where they can maintain their normal routine as much as possible. I have a secure, grassy fenced-in backyard for supervised play and exercise, and there are no children in the home—just two responsible adults—so visiting dogs can enjoy a quieter, lower-stress environment. Because I do not currently have any pets of my own, dogs in my care receive my full attention and don’t have to adjust to sharing space with resident animals. For daycare and boarding, I provide regular potty breaks, walks, playtime, enrichment activities, plenty of affection, and close supervision. I am experienced with administering medications, including pills, ear drops, and topical treatments, and I carefully follow any instructions provided by pet parents. I also limit boarding to a small number of dogs to ensure each one receives personalized care and attention. When caring for dogs in a client’s home, I respect their established routines and work to make the experience as seamless as possible. Whether that means following a specific feeding schedule, administering medications, maintaining training practices, providing exercise, or simply offering companionship, I treat every pet as if they were my own. I understand that consistency helps dogs feel secure while their owners are away, and I make communication a priority by providing regular updates, photos, and check-ins. 🐾

Sitter Profile Image: Alexis P.
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Alexis P.
from
$12
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Windermere, FL, 34786

About: I've had dogs my entire life and have experience caring for dogs of all sizes and ages. Unfortunately, my family dog recently passed away, which only deepened my appreciation for the love and companionship pets bring into our lives. I recently graduated from Florida State University and regularly volunteered at Champs Chance Rescue in Tallahassee, where I helped care for dogs of different breeds, ages, and temperaments. I also fostered a dog this past semester, which gave me valuable experience providing consistent care and helping a dog adjust to a new environment. I love spending time outdoors, going on walks, and making sure dogs get plenty of exercise, attention, and affection. As a nursing student, I'm responsible, dependable, and attentive to each pet's individual needs, and I treat every dog like they're my own. I’m currently focused on studying for my NCLEX to become a Registered Nurse, so I spend the majority of my time studying from home. I also work part-time as a Pilates instructor, which is typically only a 6–10 hour commitment each week, and my schedule is very flexible. Because of this, I have plenty of time to provide attentive care, companionship, walks, and playtime for your pet throughout the day. My home is a safe and pet-friendly environment with plenty of space for your dog to feel comfortable. I have a pet ferret who stays in his cage, and I am able to crate your dog if needed. I also have a screened-in pool area and live in a gated neighborhood with lots of green space that's perfect for walks. Additionally, there is a local dog park just a short drive away for dogs who enjoy extra exercise and socialization.

Sitter Profile Image: Tori W.
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Tori W.
from
$13
per visit
4.9 out of 5 stars
25 reviews
7 repeat clients
6 years of experience
Ocoee, FL, 34761

Tori is so great with my dog, Max! She provides excellent care and I always know he’s in good hands.

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Kristen T.
Sitter Profile Image: Reece L.
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Reece L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
65 reviews
20 repeat clients
10 years of experience
Ocoee, FL, 34761

Reece came to walk my dog Haze, who has a ton of energy and specific dietary and allergy needs. I really appreciated how communicative and reliable she was—sent updates, arrived on time, and spent some time playing with him during the check ins. It’s such a relief to find someone I can trust with Haze. Would definitely book with her again!

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Bri Lauren i.
Sitter Profile Image: Patricia M.
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Patricia M.
from
$25
per visit
40 years of experience
Winter Garden, FL, 34787

About: I’m patient with older dogs and pups just learning, as well as those missing their people and are scared. Grand mom to 4 sweet puppers. Lifetime pet family, we have guinea pigs, hamsters and every kind of dog and cat. I always helped neighbors when the needed pet care as well as years of volunteer work in shelters. Pets are family. I am a retired teacher due to injury and have a home based business so my hours are flexible. With enough notice I will do my best to accommodate care needed. I am unable to care for other pets in my home, we have 7 cats. I will follow all instructions given to lovingly care for your pets at your home

Sitter Profile Image: Jill S.
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Jill S.
from
$18
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
40 years of experience
Clermont, FL, 34711

Thanks for all the great care of my boys.

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Gerald J.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$13
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Windermere, FL, 34786

Elizabeth was exceptional, she sent constant notes with what they did and sent adorable photos of my kitty after every visit. She kept the place just as I left it and showed my pet constant love and I could tell from all the photos they were having a great time! Will 1000% rebook when the opportunity arises.

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Ali A.
Sitter Profile Image: alyson s.
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alyson s.
from
$25
per visit
5 years of experience
clermont, FL, 34711

About: Hi! I’m Alyson — a lifelong animal lover with a passion for caring for pets of all kinds. Whether it’s daily walks, playtime, or cozy cuddles, I make sure every furry friend feels happy, safe, and loved while their owners are away. I treat every pet like my own and take pride in giving them the attention, affection, and exercise they deserve. I work full-time Monday through Friday, but pet care is still an important and fulfilling part of my routine. I make time before and after work for walks, feedings, and playtime, and I’m available for pet sitting or extra visits in the evenings and on weekends. Spending time with animals helps me unwind and brings a lot of joy to my week! When caring for pets in their own home, I focus on keeping them comfortable and maintaining their normal routine. I make sure they’re fed on schedule, have plenty of fresh water, and get the right amount of exercise and attention. I spend time playing, cuddling, and giving them companionship so they feel relaxed and happy while their owners are away. I also keep the home tidy, follow any specific instructions closely, and always make sure the pets — and their space — are safe and well cared for.

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: Lilly S.
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Lilly S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
83 reviews
26 repeat clients
35 years of experience
Clermont, FL, 34711

Thank you, Lilly for the last minute availability & for caring for Otis so well! Otis was clearly well loved. We look forward to entrusting you again later this week.

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Ashleigh K.
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The median cost per visit for dog sitting in Oakland is $20

Dog parents share their Rover experiences - Oakland

1 / 1
5.0 out of 5 stars

Darryl was awesome as usual. Our pups love him and he takes such good care of them every time. Thank you Darryl!!

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

Ani’yah was such a wonderful person to work with! She was so good with our pup and very communicative! We will absolutely be recommending her to our friends! Thank you so much Ani’yah!

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Erin M.
Drop-In Visits
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

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

Grey is incredible. She’s communicative, leaves amazing care notes and photos for each visit. Highly recommend her!

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Tina F.
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

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

Remy is an A+ Star sitter! I highly recommend their services! I was visiting from out of town and Remy knocked out out of the park. Followed directions to a T, sent pictures and updates, and took time out to love on my furbababies. I highly recommend Remy's services and I hope I visit the Orlando area again to use them!!!

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Travis P.
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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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.

Meet local sitters who will treat your dogs like family

  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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Oakland average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Oakland

Frequently asked questions about Rover

The average cost for Dog Sitting in Oakland on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 5,174 sitters on Rover offering Dog Sitting across Oakland. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Oakland stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Oakland 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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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 Oakland 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 Oakland. On Rover:

  • 91% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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 calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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