Dog Sitting Oakville
Book a Oakville dog sitter to watch your dog in your sitter’s home or yours.
Over 35 pet parents in Oakville have booked dog sitting
Oakville, 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.
About: I have taken care of pets for a long time. My neighbor had me dog sit last year for about 2 weeks and it was honestly the best experience. I have also had experience with feeding another neighbors dog once a day while they were at work. Hi! I’m home for the summer and have a very flexible schedule, so I’m available throughout the week for walks and drop-ins. I love spending time with animals and will make sure your pets get plenty of attention, care, and affection! 🐾 I will easily follow every step that is given to me with rules and boundaries of what the pet can or can not do. I will not bend rules
“Katie is absolutely amazing! She went above and beyond in caring for my dog. From the moment we connected, her communication was outstanding—she kept me updated with regular messages and photos, which gave me complete peace of mind while I was away. It was clear that she genuinely cared about my dog’s well-being and happiness. I couldn’t have asked for a better experience. I will 100% be using her again and highly recommend her to anyone looking for a trustworthy, compassionate, and attentive pet caregiver!”
“Robin is the best. We trust her with our Annie and she takes such good care of her. She plays balls, snuggles, and takes Annie’s kisses. We wouldn’t go away if we didn’t know Annie would be in such great hands. And she keeps us posted on how Annie is doing with pictures all the time.”
About: I have owned a cat for seven years, and I enjoy brushing him, feeding him, giving him treats, cleaning the litter box, and cuddling. Sometimes he comes into my room, jumps on my bed, and sleeps with me. I also walk a puppy, a bulldog, named Buckiss. I clean up after him, and enjoy spending time rubbing his belly, and playing catch. At the end of our walk, I bring him back to his house, feed him, and give him water. I follow strict feeding instructions on how much food to give, and what kind of food he's allowed to have (no more than 2 treats a day). When walking in the winter, I make sure Buckiss has dog booties so his feet don't get hurt. I’m currently working part time so I have plenty of time in my schedule to care for your pet! I have a pretty flexible schedule. When I come to take care of a pet in my client’s home, I make sure that they are cared for with love and I do everything I can to make them feel safe, happy, and comfortable with me. I also make sure that when I end the stay, the client’s home is in the same or better condition than when I first came. I will make sure to clean after myself and leave the place looking as spotless as I can. I try to be a considerate and clean house guest.
About: I’ve had dogs as pets my whole life and I currently have three. My responsibility’s with my dogs are to take them out and on walks, feed them, give them water, play with them, and give them lots of love! I’m looking for a job opportunity to help me pay college expenses and to get work experience. I just graduated high school so I have a lot more free time. A few days during the week I go over to my dads to take the dogs out in the afternoons, to give them water, and to let them out and to play as well. I’m available for walks and for drop in visits starting in the late morning and also afternoons. I can stay for as long as you need me to stay so that your dog has enough time to play and be properly cared for. In my home, I provide and encourage dog safe toys and put away things that could cause harm or get damaged. I provide time for play and also rest. I also provide fresh water and to take them out when needed. If your dog goes in a crate then I am more than capable of handling that as I have done that with my dogs in the past and currently.
About: I have been care for my family dog's since 5 years old, I have walked and bath dogs and perivously own cats and taken care of them before. I work part time and also currently in college, I am available after 5 pm on the weekends and I am available all summer as I am back from school. I would care up on the pets frequently and note any unusual behavior to ask the client if that should help a concern or not. I would also walk and provide the meals for pet as needed during my free time. I personally don't have a residence in my area to house pets, but in a client home I would make sure they have the required meal and walk them as requested by the client. If the service is available I'm will the perform the same duties I would in client house and make changes based on client's request
About: I’ve had pets for as long as I can remember, including dogs, cats, birds, and fish. I also have experience caring for pets for neighbors, family, and friends. I’m attentive, patient, and genuinely caring with every animal. I understand different temperaments and needs, from playful puppies to senior pets who need a gentler approach. As a Marine veteran, I’m reliable, consistent, and detail-oriented, so your pet stays safe, comfortable, and well cared for. I can available Monday through Friday after 4:30pm to late hours. On weekends, I am available - late afternoons, some mornings/late nights shifts (with proper communication). I provide care in your home, following your pet’s routine closely. I learn their behavior, needs, and comfort cues, confirm emergency contacts, and remain aware of exits for safety. I keep detailed notes for future visits to ensure consistency. Your pet stays secure, understood, and consistently well cared for.
“Sara is amazing. She followed my instructions and she kept in touch with me on how our old lady was doing. She used good judgment with regard to the poor air quality and heat by limiting the time our dog was out. She paid attention to our dog as well. I desperately wish she lived closer to us and am so thankful that she was able to come to our home. I highly recommend her and believe anyone who gets to have her take care of their pets is very lucky. She also has excellent work ethics.”
About: I had a dog I loved with all my heart for 14 years. I want to transfer my love for him and my free time to your little loved one while you are busy! I will love them just as you do and they will be in great hands with no worries! I am a teacher and I will have quite a bit of time coming up where I can take care of your loved one! I am open to dog walking, dog sitting, and even dog boarding! I have a 2-floor townhouse where I can do dog sitting and dog boarding. I can come to your house for dog walking if that is all you need!
About: I’ve always been comfortable with dogs of all types. I grew up with dogs and have spent my whole life around animals, so caring for them feels natural to me. I’m calm, confident, and make sure to adjust to each dog’s individual needs so they feel safe, understood, and well cared for. I work full‑time during the day, but I’m available in the early mornings and evenings to take care of your pet. That gives me plenty of time for feeding, walks, playtime, or whatever they need before and after work. Mondays are my completely open day, so I’m available all day then for longer visits or extra care. My goal is to ensure your pet feels genuinely cared for. I pay close attention to their routine and what they need, and I make sure they stay comfortable, happy, and relaxed the whole time they’re with me.
About: I combine patience, experience, and genuine affection for pets of all kinds. Whether it’s an energetic pup, a gentle senior, or a shy cat, I adapt to meet their needs and make them feel at home. Taking care of pets is part of my regular routine. I like to get outside and stay active by walking and running dogs, and I make sure to spend quality time giving pets the attention and love they deserve. It’s something I enjoy and look forward to fitting into my days. I prioritize safety and comfort above all when caring for pets. Whether I’m visiting your home or welcoming pets into mine, I will make sure the environment is clean, secure, and pet-friendly. I will also follow any specific instructions you provide and keep a close eye on your pet’s behavior to ensure they’re happy and safe at all times. Building trust with both pets and owners is important to me, so I communicate openly and am responsive to any needs or concerns.
“Maylynn was so sweet but most of all I loved how my boys reacted to her. It let me know that she is a good person and that my cats were in good hands while I was away. She was on time for both drop in’s and even made sure to give them some playtime. I’ll definitely be using Maylynn again and recommend her to everyone.”
“Absolutely amazing! Prompt, professional, and friendly. Love the visit report and photos, feel really safe to have her watching my pet and would highly recommend”
“Hunter was great with my not-so-friendly cat. She was very punctual with her visits and sent great updates with pics of my cat. She even came during a snowstorm! Would definitely work with Hunter again and highly recommend her for reliable, caring pet sitting. Thanks Hunter!”
About: As someone who knows that your pet is a part of your family, you can trust that I will do my absolute best to take care of them. I have been a pet sitter for 4 years, providing exceptional care to the pets of neighbors, family, friends and clients. I have experience caring for pets with special needs, dietary restrictions, and medication. I’m currently working full time, but I’m available for overnights with any pet! I’m okay with traveling the distance to your house to watch your pet as well as house sit if needed! I understand that animals feel most comfortable around familiar surroundings, and wouldn’t want to displace them. I’m very flexible, just let me know when I’d be needed. The environment will be your own home. Your pet will not feel displaced, and will remain comfortable in his or her own bed. I understand that familiarity is key when owners are away.
“Victoria was great with Layla and Adonis. She arrived on time for each scheduled day and provided excellent care to the dogs. We truly appreciate that she was available for the days requested and plan to use her again in the future. Thanks so much Victoria!”
The median cost per visit for dog sitting in Oakville is $25
Dog parents share their Rover experiences - Oakville
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Oakville sitters!Sitters in Oakville average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Oakville
Frequently asked questions about Rover
The average cost for Dog Sitting in Oakville 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 2,804 sitters on Rover offering Dog Sitting across Oakville. 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 Oakville 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 Oakville 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 Oakville 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 Oakville. On Rover:
- 95% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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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