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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Oakland, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Sherry E.
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Sherry E.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 36 reviews
9 repeat clients
20 years of experience
brantford, ON, N3T

“I had such a great experience with my dog sitter, Sherry. She was incredibly friendly, caring, and professional, and she made me feel completely comfortable trusting them with my dog. She was very reassuring throughout the entire process, which gave me peace of mind knowing my dog was in good hands. I really appreciated the regular update, photo and message showing me how my dog was doing and what they were up to. Her communication made me feel included and informed the whole time. I couldn’t have asked for a better experience, and I would absolutely recommend Sherry to anyone looking for someone trustworthy, attentive, and loving to care for their pet!”

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Frankie S.
Sitter Profile Image: Kristina S.
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Kristina S.
Star Sitter
$30
total per visit
5.0 out of 5 stars
• 130 reviews
31 repeat clients
15 years of experience
Brantford, ON, N3T

“Kristina did an amazing job with our cat Nova! She was extremely comfortable with her and received lots of play time. Followed instructions thoroughly. Will definitely book her again!!”

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Janelle S.
Sitter Profile Image: Aaron V.
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Aaron V.
$23
total per visit
5.0 out of 5 stars
• 8 reviews
12 years of experience
Waterford, ON, N0E

About: Confident leash handler. Experienced with rescues, bully breeds, as well as reactive and senior dogs. Red Cross Pet CPR certified. I'm a big guy and LOVE big dogs (and little ones, too!) I am self employed and can be very flexible with when I'm available. I specialize in last minute bookings Let's book a meet and greet! Can't wait to meet your furry family member. I am self employed with a very flexible schedule. Last minute house sitting stays are my specialty. I typically prefer minimum 2-3 day bookings for locations that are over 50km away from me but if you're curious just shoot me a message and we can see what works. I am a confident and physically strong leash handler. Recognizing dog body language (particularly with excitable or reactive dogs) and being proactive is key (Dogs, like us, don't need to say hi to everyone that crosses their paths). Red Cross Pet CPR certified. I am happy to administer any medications they may need while you are gone.

Sitter Profile Image: Jenna & David J.
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Jenna & David J.
$20
total per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Brant, ON, N0E

About: My husband David and I treat every dog and cat like family, making sure they feel safe, happy, and loved. As previous service dog raisers, we have experience with both energetic puppies who need play, patience, and training basics, as well as senior pets who need a gentler touch, extra comfort, and a steady routine. We are reliable, communicative, and attentive to each pet’s unique personality and needs—whether that’s long walks, belly rubs, or simply quiet companionship. You’ll always get regular updates and photos, so you can relax knowing your furry friend is in loving hands. We have a flexible schedule, which means we can easily adapt to your pet’s needs—whether that’s early morning walks, midday potty breaks, or evening snuggles. Because we work our day around pet care, we can keep their routine consistent and stress-free. Having this flexibility also allows us to give extra attention, longer walks, or just more quality playtime if that’s what your pet loves most. Your furry friend’s comfort and happiness always come first, and we are able to adjust our time to make sure they feel cared for and loved every day. When we’re caring for pets in a client’s home, we treat it with the same respect we would my own. We follow your instructions carefully—feeding, walks, play, medications, or snuggle time—and make sure your pet feels loved and cared for in their familiar space. We also like to send regular photo and video updates, so you can feel at ease knowing your furry friend is happy and safe while you’re away.

Sitter Profile Image: Olivia M.
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Olivia M.
$50
total per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Waterford, ON, N0E

“Olivia is amazing, reliable and goes above and beyond in her care of my puppy. I always feel comfortable and confident when Olivia is checking in on Romeo. She clearly loves her job and it shows!”

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Kimberley B.
Sitter Profile Image: Robin M.
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Robin M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
20 years of experience
Brantford, ON, N3T

“Robin was out of this world. We asked her to drop in on our 3yo Bernadoodle Zuma and he was so happy and looked forward to her visits while we were on a 5 day vacation. She sent updates with photos and even let us know if he wanted to just be quite and cuddle during a visit. Will definitely use her services again.”

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Jovan P.
Sitter Profile Image: Colleen Y.
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Colleen Y.
$62
total per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
30 years of experience
Brantford, ON, N3R

“Colleen came to feed our two cats, one of which is a rescue and is very timid. Both cats came out to see her when she arrived which is amazing! We were very happy with Colleen’s service and would recommend her. Very reliable, polite and professional!”

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Paula Y.
Sitter Profile Image: Andrea S.
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Andrea S.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 190 reviews
36 repeat clients
10 years of experience
Brantford, ON, N3T

“Andrea is super friendly and was very kind and gentle with my dogs during the meet and greet. Communication was great before and after her drop in visit and she took really nice pics of all the dogs. I would highly recommend her services!”

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Melissa W.
Sitter Profile Image: Charlotte C.
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Charlotte C.
$24
total per visit
30 years of experience
Brantford, ON, N3T

About: I’ve been a dog lover for as long as I can remember — I grew up with two or more dogs in our family from the time I was a baby, so having dogs around has always felt like home to me! I currently have a 3-year-old Goldendoodle who is very much part of our family. My children have grown up alongside him, so they’re used to having a dog as part of their everyday life and understand that dogs deserve kindness, respect and plenty of love. My former pup was part of our family for many years and, later in life, needed extra care while living with diabetes, Cushing’s disease and seizures. That experience taught me just how important patience, consistency and paying close attention to a dog’s individual needs can be. I’ve cared for dogs of all sizes and personalities, from little ones to big dogs, and I genuinely love getting to know each dog’s quirks and routine. As a mum, I’m naturally nurturing and attentive, and I truly believe dogs are so much more than just pets — they’re part of the family. They deserve to feel loved, safe and included, and that’s exactly how I would treat your pup while they’re with us. 🐾❤️ I have a flexible work-from-home job, along with some community work, which means I’m able to work my schedule around the needs of the dogs in my care. I have flexibility throughout the day and can usually accommodate different routines, walks, drop-ins and stays with some advance notice. I’m home often and love having a pup around to keep me company! 🐾❤️ Shoot me a message and I'm sure we can work something out My home is a loving, family environment where dogs are welcomed as part of the family. I have a fully fenced yard where pups can safely enjoy outdoor time, and i currently have a 3-year-old Goldendoodle who is very used to having other dogs around. I also have a finished basement that can provide a quiet, comfortable space away from the kids and our dog if your pup prefers some alone time, needs a break, or simply likes having a calm place to relax. For boarding stays, I’m also happy to sleep in our guest room with your dog if they’re more comfortable having someone nearby overnight. Safety and trust are really important to me. I take the time to learn each dog’s routine, personality, comfort level and any special needs before their stay. I’m attentive to feeding schedules, medications, walks and anything else that helps them feel comfortable and settled. I work from home, so I’m home often and dogs aren’t left alone for long periods of time. Our children are comfortable and respectful around dogs, and I’m always mindful of making sure every pup has the space they need. Most importantly, I want every dog staying with us to feel safe, loved and genuinely part of the family — whether that means playing in the yard, cuddling on the couch, or having a quiet night downstairs with me. 🐾❤️

Sitter Profile Image: Hannah W.
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Hannah W.
$34
total per visit
5 years of experience
Brantford, ON, N3S

About: What sets me apart is the safe, structured, and loving environment I provide. I have a fully fenced yard, baby gates for extra safety, and experience caring for a wide range of dogs, including Golden Doodles, French Bulldogs, and mixed breeds. I’m comfortable with small and medium dogs, dog walking, house sitting, and hosting dogs in my home for longer stays. I also have reliable transportation and strong communication. Additionally, I’m an educator with open availability starting this summer, and evening and weekend availability for now, making my schedule flexible and dependable for pet parents. I am an educator with evening and weekend availability. I will have open availability for the summer. During the summer I will be able to spend full days with you dog. When caring for pets in my home, I focus on creating a safe, calm, and comfortable environment. I have a fully fenced yard for secure outdoor time and baby gates inside to help manage space, support routines, and keep pets safe. Dogs can relax on the couch, explore the yard, or settle into a quiet space depending on their needs. I keep their routine consistent with yours, including feeding times, walks, playtime, and any special instructions. When caring for pets in a client’s home, I follow your routines closely so your pet feels comfortable and stress-free. I take my time getting to know their personality, comfort level, and any specific needs such as medications, senior care, or extra reassurance. I keep your home tidy, respect your space, and send regular updates and photos so you always know how your pet is doing. No matter where I’m caring for your pet, I prioritize safety, communication, and giving them lots of love, attention, and gentle structure so they feel secure and happy.

Sitter Profile Image: Chloe S.
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Chloe S.
$28
total per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
10 years of experience
Simcoe, ON, N3Y

“Chloe was fantastic. She went above and beyond to make sure Louie was taken care of and Louie thoroughly took to her. You can tell Chloe loves what she does.”

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Marianne W.
Sitter Profile Image: Stacey C.
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Stacey C.
$28
total per visit
5.0 out of 5 stars
• 74 reviews
31 repeat clients
10 years of experience
Kitchener, ON, N2C

“Stacey does a great job walking and playing with our dog. We highly recommend her.”

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Jennifer A.
Sitter Profile Image: Dana W.
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Dana W.
$23
total per visit
10 years of experience
Hamilton, ON, L8S

About: Love to be around pets especially dogs. I dog sit every time I get a chance and always make a fuss( awesome fur baby auntie). I have cared for family, friends and also from a house sitting website that I would always ensure there was a pet to care for as well. I had cats all my life so I am use to them and love them just as much. If I wasn't an entrepreneur I am sure I would be a vet or in some way a service to animals and our dear pets. My one cousin is studying to become a vet and i talk with her all the time about the best way to care for a pet. I am an entrepreneur and can make my own schedule. I have a online based business and can work from anywhere to ensure I have enough time for the furry loved ones. I care for pets in their own environment. I like to keep them as close to what they are use to as far as schedules/structures. I give them a dose of love with any and all activities we do together.

Sitter Profile Image: Isha E.
Verified Enhanced Background Check
Isha E.
$23
total per visit
5 years of experience
Kitchener, ON, N2B

About: I’ve cared for animals my whole life — from raising fish and hamsters to loving guinea pigs, cats, and dogs. Right now, I share my home with my sweet dog named Winnie who is a Miniature German Shepherd and an affectionate cat, named Luna, who I’m completely obsessed with. I love observing animals’ behaviors, understanding their needs, and showering them with the affection they give (and ask for!) in return. Whether your pet is playful, shy, or somewhere in between, I’ll make sure they feel safe, seen, and loved! Im working full time so the first thing I make sure to take care of is to feed my furbabies food and replenish their water dish. Winnie has been waiting all night to use the bathroom so I either send her out or if I have time take her on morning stroll to stretch those tiny legs. I also make sure to clean Luna’s litter no matter how un-used it was over night because of the princess that she constantly reminds me that she is! On my day offs I make sure to spend more time with Winnie outdoors whether that’s going to the dog park, extensive walks or just playing fetch in our neighbourhood! I also give Luna her attention by giving her bum scratches and pats, refilling her cat nip toy, or brushing her which she always enjoys. I will most likely be visiting my clients home mostly because Luna is uneasy around other animals. But following crating instructions, keeping doors closed when necessary, creating a calm and peaceful environment, not leaving garbages or food bags/containers or anything that can put either pet at risk.

Sitter Profile Image: Harsimran C.
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Harsimran C.
$45
total per visit
3.7 out of 5 stars
• 8 reviews
6 years of experience
Waterloo, ON, N2J

“Harsimran was an amazing cat sitter! It was clear how much she genuinely loved and cared for my cats. She was attentive, caring, and very reliable, and her communication was excellent throughout. I would absolutely recommend her to anyone looking for someone they can trust with their pets!”

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Cassandra B.
Sitter Profile Image: Siddhant B.
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Siddhant B.
$56
total per visit
18 years of experience
Waterloo, ON, N2L

About: 🐶 Former Pet Owner 🏃‍♂️ Flexible as per your needs 🗣️ Clear and smooth communication for owners 🫡 Respecting owners' privacy and complying with their house rules 🤓 I genuinely like to be surrounded by animals; I am an independent senior tech consultant/startup founder by profession, but I do this not as a profession but as my way to help people with their busy schedules, and in return I get to make new furry friends❤️!! I work remotely and on my own schedule. I am an independent senior tech consultant/startup founder by profession. So as long as the pet owners communicate their needs well in advance, I don't believe there will be a scheduling problem. I work 7 days a week, so my schedule is pretty the same year-round. I also have a car for driving long distances if needed. 1. Keep them safe and clean. 2. Meet basic requirements, including on-time feeding and put-into activities. 3. Enhance with playing and interacting with pets to build trust and relationships 4. Extra attention to ensure pets are happy and calm.

Sitter Profile Image: scott c.
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scott c.
$50
total per visit
5.0 out of 5 stars
• 21 reviews
2 repeat clients
15 years of experience
London, ON, N6K

About: I am certified in a number of canine related courses including canine first aid, pet sitting, and dog walking and Canine Reiki. Along with my certification in Dog Obedience training from two diffrent training organizations, and a certification in Canine Psychology, I have had dogs and cats my whole life. I have also owned several exotic pets such as lizards and tarantulas. I am caring and trustworthy. I will care for your pet family as though they were my own. I have a flexible schedule to meet your needs. I am constantly updating my training. I am educated in a number of diffrent theories and strategies to keep your dog engaged and challenged so to help combat the boredom that so many of our pets suffer from when we are away. I currently work part time and am able to set my own schedule to accomidate your needs. Please feel free to ask any questions that have not been answered in my profile While servicing a drop or q walk i will follow your directions to the letter. Your needs as the client come first and with that I always like to set up a meet and greet before we start working with each other.

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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Oakland

Select a filter and find qualifying sitters offering pet sitting.

FAQs for Pet Sitting - Oakland

Frequently asked questions about Rover

Many sitters respond to requests in under an hour. Whether you are planning ahead for public holidays, need last-minute care, or same-day coverage for an urgent trip, you can message multiple sitters at once.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

You can coordinate how much supervision you want directly with your sitter. While every sitter’s schedule varies, here are some examples of supervision by pet care service:

  • Boarding or doggy day care: Many sitters can provide frequent companionship because they design their day specifically around the pets in their care or work from home.
  • House sitting: Your sitter generally stays in your home for the requested duration, which may include overnight care. They may step out briefly to visit other pet clients, but your home remains their primary base.
  • Drop-in visits or dog walking: These can be scheduled in 30- or 60-minute windows (and can be shorter or longer at your request) to help your pet receive dedicated attention and care during those specific times.

Interested in constant or 24/7 care? This service often incurs an additional fee but many sitters are happy to discuss this option with you.

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 do not have any disqualifying offences.

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.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Payment is handled securely through Rover. For a one-time booking, your payment method is charged at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.

If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.

For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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