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've been working with animals for over 10 years. I love them all! I've done pet sitting for all types of critters over the years...from rabbits and ferrets to chickens, dogs and cats. My goal is to keep them happy while family is away. A happy pet is a stress free pet. Whether it be walks, cuddles on the couch or ball in the yard, we will do what's needed to be content. Having experience in a veterinary setting, I'm also qualified to administer medications to any pets that may require it. I'm the mother of 2 beautiful girls. We presently have 3 rambunctious cats and a guinea pig in our home. We just lost our beloved dog at 17 years of age. We all enjoy crafting and hiking in our spare time. I currently work in a 2 doctor animal hospital. I have a talent for multitasking. I can stay over (house sit) or depending on location, make up to 3 visits daily, as needed. I have complete respect for the homes of allvpets and their people. I also will take the trash out, pickup their waste in the yard or clean litter boxes, bring the mail in and water the plants.
“Rachel was really responsive and helped us feel comfortable since it was our first time using a dog sitter/walker. She came to our house twice while we were away and took our pup for long walks and gave him attention. The cat even came out for some pets. Lots of pics were taken which helped my stress level. We would definitely use Rachel again.”
About: With two dogs of my own, I spend a good chunk of my time caring for and loving dogs. I have also had the pleasure of caring for a multitude of dog breed’s including, but not limited to, maltese, shitzu’s, pitbulls, german shepherd’s, and bull dogs. From puppies, to seniors, they all get my love! I am comfortable and confident in administering medications. I’m a full time college student and work part-time. Im available for walks/drop-in early mornings between 6a-7:30a m-f, after 3pm on Mon. & Weds. Im available for house sitting beginning Thursday nights-Sunday nights I am a careful pet-sitter, recognizing the importance of safety and comfort. I honor your decisions on what works/doesnt work for your pets. If liter boxes, pee pads, or yards need to be cleaned up after your pets I will do so no problem! I also love to give lots of love! expect your pets to be spoiled with attention 🥰.
“Madeleine has been caring for my dogs since high school. She is attentive, kind and wonderful with my dogs. It shows on how excited they are to see her when she drops in. She provides the best care and from the beginning asked for instruction to make sure she does exactly what is needed to be done each time she visits. I have cameras outside the house and she’ll often bring toys out to play with them during her drop ins. I can’t say enough good things about the care she provides for my dogs. They love her and we do too!”
“Tatum was soooo great with my quirky dog! She totally went above and beyond to make sure my nervous nelly was comfortable enough to eat and do her business. She also kept me updated on everything that was going on with my pup and my kitty. I’ll definitely work with Tatum again!”
About: I have had dogs of all different sizes for the majority of my life! I love going for walks and making them as happy as possible! I also have years of experience with other animals such as cats, guinea pigs, reptiles, etc. I am currently a freshman at bradley university and working as a nanny! I am looking for any jobs for while i’m not in class! I can accommodate for any needs that your animals may have! Just be sure to let me know how I can help and I will be sure to do the job!
“Shannon took great care of our fur babies while we were away. Litter box was cleared and furballs picked up! Kitties were very happy to have her visits and give pets! Would absolutely use her service again! Great communication 👍🏽”
“Kelsey was fantastic! I needed a new dog sitter last minute so we could go to a wedding that night, and she not only accepted the job, but came over in the afternoon for a lengthy meet and greet. My 1 1/2 year old pup is 75 lbs and very strong, and I had no worries that she could handle him even if they ran in to other people and dogs on their walk. Rocky took to her right away, and we were able to relax and have fun at the wedding. Thanks Kelsey!”
About: I’ve taken care of animals for my whole life. I have dogs and puppies of my own that I raised, even other types of animals. I have a huge gated backyard for dogs to run around in. I also take care of my moms cat when she’s not around. I’m currently working part-time as a delivery driver. On my free time I take care and play with my dogs making sure they get the exercise they need. I have a fenced yard so dogs have lots of space to run and play. I can work with animals of all sizes. I’m a quick learner. I care about animals all the time.
About: I’ve taken care of cats, dogs, birds, chickens, fish, and horses since I was little. Anything from feeding to exercise to medical needs I can handle. As I am taking online classes for college as well as commuting from home, my schedule is super open and I’m ready to care for your animals! I have a large fenced in yard with a park right next door for easily accessible walks and exercise. I also have two dogs who are very friendly and love to be around others. I can easily separate if necessary
About: I’ve been around animals my entire life and have hands-on experience caring for a variety of pets, including dogs, bunnies, and birds. Growing up with different types of animals taught me how to adapt to each pet’s unique personality, needs, and routines. I’m comfortable with everything from energetic dogs who need structured walks and play, to smaller animals that require gentle handling and consistency. I pay close attention to behavior, appetite, and mood to make sure every pet is happy, healthy, and comfortable. I currently have open availability, which allows me to be flexible and fully accommodate your pet’s routine. Whether your pet needs early morning visits, midday check-ins, or evening care, I can adjust my schedule to fit their needs. Because I’m not rushing between commitments, I’m able to give each pet focused, unhurried attention during every visit. I care for pets in their own home, where they feel most safe and comfortable. My approach is always needs-based, meaning I follow your pet’s routine closely and adjust to their personality. whether they need lots of interaction or a calm, low-key presence.
About: From our family pets to neighbor pet sitting. I walk, play, bathe, and relax with pets at their homes or at the parks. I want them to enjoy the day and be able to explore around town on their walks. I’m currently working full time hybrid office opportunity. I am able to work from home and can spend time with the pets while working. I do have tax seasons where I am in office but can walk dogs during lunch time or on the weekends I am working from home and work is flexible with this. I follow any instructions given to me by the client on how to make their pet comfortable at their own home and be able to enjoy their time at home
“James is fantastic with our dogs! He’s punctual, friendly, and has a natural ability to make them feel comfortable right away. He follows directions perfectly and pays attention to every detail. We always feel at ease knowing our pups are in great hands. I’d highly recommend James or his wife to anyone looking for reliable, compassionate pet care!”
“Deb was great with my energetic pup! She was very communicative throughout the whole process and provided updates during drop-in visits. I would highly recommend her and will definitely a repeat customer in the future!”
About: I have helped raise 3 dogs growing up. As well as dog sitting my brothers german shepherd for a few years. I am young and social and I have plenty of friends with dogs so I am constantly playing, walking, feeding dogs. Current college student who is off for the summer with no other job besides coaching a local baseball team 1-2 days a week. I’m looking for a buddy to go outside with for fitness/wellness! I live a young and social lifestyle so I enjoy going outside for walks, whether it be around your neighborhood, or driving to a destination. I have no problem staying at your house for a requested period of time to watch after your pet and take care of anything they might need. I’m more than happy to come to my clients home if their Pet has the following… - House trained/ Potty trained - Proper Food - Medication (if needed)
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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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Popular requests for dog sitting - Oakville
Select a filter and find qualifying sitters offering dog sitting.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 August 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 August 2026, there are 2,782 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
- 96% 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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