Dog Sitting Oakville
Book a Oakville dog sitter to watch your dog in your sitter’s home or yours.
Over 27 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 work from home full time for a tech company and have a flexible schedule but no longer a dog of my own, so I love to fill my time with other people's pets. Able to work from anywhere so that your pet isn't alone if needed. Have experience with large and small dogs, cats, birds, and horses. Experience with medicating, walking, sticking to training schedules, and I'm always up for a hike, play in the yard, or just a lazy cuddle on the couch. I bring treats and patience :) References available. Available for walks, play and overnight stays too. I work from home so as long as I've got Wi-Fi and my laptop I can come to you! Responsible, educated, and employed adult. Have experience house sitting, overnights, and administering medication. Whether walks, long term stays, or check ins, fur babies will be spoiled, training will be kept, and fun will be had! Very communicative.
About: Hi! My name is Courtney, and I’m a registered nurse with a lifelong love for animals. Caring for others is what I do every day—both professionally and personally—and that same level of compassion, attentiveness, and responsibility carries over into how I care for pets. I grew up surrounded by animals of all kinds, including dogs, cats, goats, rabbits, chinchillas, hamsters, and birds. Because of this, I’m comfortable with a wide range of personalities, needs, and care routines. I currently have a one-year-old dog who means everything to me, so I truly understand how important it is to trust someone with your pet. I will treat your animals with the same love, patience, and attention that I give my own. Whether it’s dog walking, drop-in visits, or pet sitting, my goal is to make your pet feel safe, comfortable, and cared for while giving you peace of mind. I’m reliable, detail-oriented, and happy to follow any specific instructions to maintain your pet’s routine.
About: I have been a family dog owner for 20 plus years. I have recently retired, lost my dog to old age and want to help other dog owners in need of pet care. I am willing to walk dogs or just check on them if needed Since I am recently retired my schedule is flexible. I can perform dog work in morning or afternoon and into the early evenings as necessary I lost my dog to old age last year. I would walk him daily in fields or parks. I kept him on a leash when needed and rewarded his good behavior with a small treat. I have no problem following any owners instructions on how they want their dog cared for. Safety is paramount for all. I also walk and care for family members dog when needed.
“Theresa took excellent care of our cats while we were away. She followed instructions exactly and was very responsive to messages. Most importantly the cats liked her! Would absolutely recommend her, and will be hiring Theresa again for our next trip”
About: I have over 4 years of experience pet sitting for dogs, cats, and small animals. I currently house sit regularly for a family in South Kent, which has helped me build strong routines and trust with both pets and owners. I currently work in the Washington/Kent area pet sitting monthly for a family in Kent and babysitting in Washington. I am looking for additional work whether that be walking/feeding or overnight stays. I’m very respectful of my clients’ homes and keep everything clean and organized, just as it was left. I also prioritize safety by making sure pets are secure and monitoring for any changes in behavior or health.
About: We’ve had family dogs since childhood — and have provided trusted pet care to friends and neighbors for 20+ years. Our own rescue pup who was part of our family for many years recently passed. We’d love to help ensure your pet is well cared for when you’re out and about — with with walks, check ins, or sitting, as needed! We’re here for all of your pup’s needs, complete with lots of walks and attention throughout the day! We’re available daily, on weekdays and many weekends—and can work with you re: any specific scheduling needs. We’ll find the best walk and play spots near your home to give your pup plenty of time outdoors, exploring, finding smells, and socializing with other dogs (if preferred).
“Theresa was fantastic. She sent lots of pictures and asked questions if she was concerned about something. The dogs clearly loved having her there and we didn't worry about them at all. We'll definitely use her again!”
About: I try to take parts of Cesar Milan's strategy with dogs specifically. Trying to not reward bad behavior. Making sure a pet can respect my boundaries. Currently have a dog walking client at Winding Brook Condominiums in Meriden. I’m there twice a day for 30 minute walks and play. I bought some balls for her so she can play. Have videos and lots of photos. I work flexible hours as an independent contractor so I make my own schedule. I am building my pet care business so I am signing up for a drone pilots license for pet recovery. I am also working on upgrading my vehicle to a minivan. I am offering pet sitting in your home until that can change to my home. I am needing different things done to my home before I can bring pets to my house.
About: I've taken care of dogs since at a very young age for family and friends. I love dogs and have two of my own. I would take care of your pet as if they were my own. I work full-time so I'm available morning and early afternoon on days that I work. I'm off three days during the week and my schedule is more flexible those days. Sticking to their daily routines, providing communication with the clients on how their pets doing, and by building trust with their pets/owners. Respecting the household environment.
“Kejda was great and so good with our puppy! I felt comfortable and trusted her with her and Roxie had a great time. 10/10 would recommend & have her watch our animals again!”
About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.
About: I've grown up with animals since I was born and have gained the largest appreciation for pets of all shapes and sizes. Besides this, I have watched numerous pets for friends, family, and neighbors and ensured all pet's needs were met. Whether this was special diets, long walks, hours of play time, I love spending any and all time with animals. I do work a full time job usually M/W/F/Sun from 4 until about 12:30pm. I am also a full time student working on getting her bachelors. I always make plenty of time for drop ins to care for pets. Saturdays are usually always free so I have the time to really care for your pets needs! I’m willing to discuss what availability you’re looking for. I am open to almost all special requests you might need for you pet! Whatever practices/care needs you are looking for, I am willing to adjust to.
About: I have been watching animals since I was 12 years old. Taking the neighbors pets for a walk, feeding them, or just checking in on them. I also have my Animal Control License and have been an ACO for 2 years now. I love it. I have a passion for animals and will do anything to make sure your fur babies are well kept and safe. I do work full time during the day M-F so midday check-ins are a little hard but morning and nighttime services are always easy for me to accomplish! I typically watch the animals in their own home just so they can stay within their routine. I never want to make the owner or animal feel uncomfortable ever.
“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.”
“Abigail is great! Very friendly and responsive! Also quite detailed in asking all the right questions. This was our first time partnering with her and our kitties took to her so easily! Thanks you for all the kind support!”
About: What sets me apart from other sitters is that I genuinely care for animals and I like to do whatever I can to help and make their lives and your lives stress, free and happy. My weekly routine is very flexible yet it changes. I’m free in the mornings maybe some afternoons or evenings depending on my schedule and yours. I’m very easy to communicate with and figure out a time that works for both parties. I care for pets like I care for people whether I’m taking your pet for a walk or tending to them in your home. I listen to all instructions and preferences because that is the routine that suits the animal best.
About: I cannot imagine life without pets! I am a very loving and friendly person with a passion for animals. I provide the following services: dog walking, potty breaks, drop-in visits, overnight care & baths. I am extremely responsible and will provide the best care for your pets, guaranteed. If you have any questions, don’t hesitate to ask! I have open availability 7 days a week. I am fully committed to providing care to your pets. Please let me know the day(s), time & service that is ideal for you. I have 2 mini golden doodles and 2 cats. They are extremely friendly and get along great with other animals. While staying over or going to a clients home, I will ensure to follow the provided instructions and keep their home as clean as when I initially get there.
About: A huge animal lover who will treat your pet and home with nothing but kindness, love and attention. I’ve grown up with doggies and cats my entire life and missing that connection in my life at the moment I’m currently working full-time, but needing some animal love in my life as well as the extra cash. My schedule is very flexible and open to working nights, weekends and holidays I won’t let your pet out of my sight and will follow instructions perfectly. Along with cuddles, kindness and any special care your pet needs
The median cost per visit for dog sitting in Oakville is $25
Dog parents share their Rover experiences - Oakville
Keleigh was simply AMAZING! My dog and cat adored her - she was attentive, caring, and extremely knowledgeable - I’d call her The Pet Whisperer:) My dog suffers from severe separation anxiety and with Keleigh here there was zero evidence of it! She is wonderful and we will be sure to use her in the future!
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 to book dog sitting
1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
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 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 Dog Sitting - Oakville
Frequently asked questions about Rover
The average cost of Dog Sitting in Oakville is $21 per visit as of November 2026. Most bookings cost between $15 and $36 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 2,725 sitters on Rover offering Dog Sitting across Oakville. Enter your ZIP code to see which available sitters are closest to your home.
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.
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 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.
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:
- 90% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 95% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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