House Sitting Oakville
Find a loving house sitter to watch over your pets and your home.
Oakville, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Absolutely the best. We are crazy protective pet parents and we felt completely comfortable with Becky. She sent lots of photos and videos. She took our dogs for lots of walks. We think that really helps with their stress levels. Both our dogs acted like they missed Becky when she went home. That is exactly what you want from a dog sitter. She took great care of our house as well. Will definitely use her again. We feel like Becky is part of our family now.”
“Ruby exceeded our expectations in caring for our Aussies. She came by to check in right before we left for our trip and provided us with regular updates and adorable photos. Our dogs were calm and happy when we returned, a testament to her exceptional care. She was diligent in cleaning up after herself and took the initiative to strip the bed and place the dog dishes in the sink. We couldn't be happier with her service and will undoubtedly book Ruby again for our future pet sitting needs!”
“Veronica did a great job of taking care of our cats. She sent us daily updates and communicated very well and always asked questions if she wasn't sure or needed more clarification. She spent extra one on one time with our newly adopted somewhat feral kitty working on getting her more socialized.”
“I felt very comfortable leaving Ladybug and our home in Jackie’s care while we were away for a week and she didn’t disappoint! Came home to a clean home and happy pup! She has such a warm and positive energy and communicates well, I highly recommend her!”
“All good with Ariana! The puppies Chidi and Ellie had a great time playing with Ariana's puppies, everything was in good order when I returned, no complaints from the puppies! Thank you!”
“Alisha did an outstanding job caring for our fur baby! Alisha made sure she ate well, exercised regularly, and kept me informed with updates and pictures of our happy puppy! I highly recommend Alisha if you’re looking for someone to take excellent care of your pup too!”
About: Completed provided training and volunteered at the Animal shelter I’m comfortable providing insulin shots or oral medications as needed I can do basic hand and commands at your request to be continuous in the training of dogs. Often referred to as the animal whisperer with over 30 years experience of loving and caring for my own and other pets including cats, dogs, hamsters, fish, bearded dragon, goats, horses, cows and turtles. My calm demeanor can aid even tho most anxious of animals. I believe animals make our lives better and would welcome the opportunity to walk and play with your pets. Caring for them like they were my own but with your needs in mind. Let me know what you need and I’m sure we can work it out. Sprocket and I love being outside. Dog walks are awesome when he too can tag along. Only with prior permission. Rovering is how i spend my days with regular clients and fitting in others where feasible. Sprocket has a small backyard for play but prefers to go for car rides in his crate for new adventures. We play both indoor and out door games. correction is made with positive reinforcement.
“Megan is AMAZING!!! I seriously can't emphasize enough how awesome she truly is! My two toy poodles loved staying with her and making new friends :D I am a nervous wreck when it comes to leaving Addie and Wednesday behind on trips but Megan was very accommodating and sent me an updated everyday. She even administered medication for Addie. I will definitely be a repeat customer in the future and I am sure Addie and Wednesday can't wait to stay with Megan again :D THANK YOU SO MUCH MEGAN!”
“Vita was so kind and easy to work with and was AMAZING with Catorri ❤️ She sent pics and videos and stayed in touch letting me know my pup was well cared for. I will def use her again! Highly recommend!”
“Alexis took care of my fur baby’s for the second time and she was amazing yet again! She’s communicative and left my house exactly is I left it! Sent me pictures of my babies daily and even advised that the medicine for one for babies was done. I highly recommend her if you need a caring and professional sitter!”
About: I have 7 dogs, and 7 snakes, a pet rat and a pet bunny. I also have 4 children. I'm an active person who loves to work with animals. I have a wide range of animal experiences. I went to school and got my vet assisting certificate. My dogs enjoy playing in our fenced in yard and playing with the kids who are always excited. During the summer my dogs and I enjoy bikejoring and in the winter if there is enough snow we go dog sledding. I do offer training services if you have an active pup who needs a "job" to do. In this house we treat any visiting dog as if they are apart of the family. I currently work full time, but it's overnights. I am home during the day with my children and pets. We spend a lot of time together playing in the new yards. At night my spouse is home. I have a fully fenced in yard, I have 2 house dogs and 5 outside dogs (in their own space.) Your dog(s) will be treated like family in our home.
“Chelsie was a fantastic carer for my calico! She even won over my prickly princess ❤️. House was left spotless and I came home to happy, stress free kitties. Will book again!”
About: I have been taking care of animals since I was old enough to walk! I am often the one called by friends and family to care for their pets. I currently work from home and have the ability to be flexible allowing for check ins through out the day! I am new to the area so I have a lot of free time for pet care. I would follow guidelines provided on care instructions in your home. I know each pet is different and sometimes need extra care for one reason or another!
“This visit was especially difficult as my dog needed unplanned visits daily to the vet because of a surgery that went sideways right before I left on a trip. Adam handled it like the consummate professional he is. We are grateful for everything he does for our pack.”
About: I’ve been caring for animals for about six years and have experience with dogs, cats, and other pets. I’ve helped friends, family, and neighbors with pet sitting, feeding, walks, playtime, and daily care. I’m comfortable caring for pets with different personalities and needs, from energetic young animals to older pets that need a little extra attention. I genuinely enjoy spending time with animals and always do my best to make sure they feel comfortable, safe, and well cared for while their owners are away. My schedule is very flexible and I am generally available at most times. I can accommodate morning, afternoon, evening, and last minute bookings whenever needed. I focus on clear communication, consistent routines, and attentive care so pets feel comfortable and owners feel confident, informed, and reassured while they are away.
“Holly is an excellent sitter who I would absolutely recommend to anyone who needs a sitter for a quick check in or for a longer stay. She watched my dogs for a week while I was across the country and she was communicative and went the extra mile to make sure my dogs were comfortable. I’ve used her multiple times in the past and it’s always been a great experience. Holly is also very flexible for emergencies and changes in schedules. I will continue to use her in the future!”
“Mary was great as usual! She went above and beyond in navigating my wishy-washy schedule this past weekend; the puppies are happy and comfortable with her, and she even watered the garden. I highly recommend her.”
The median cost per night for house sitting in Oakville is $50
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 pets like family
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Oakville
Select a filter and find qualifying sitters offering house sitting.Sitters in Oakville average 4 repeat house sitting clients
FAQs for House Sitting - Oakville
Frequently asked questions about Rover
As of August 2026, there are 489 sitters on Rover offering House Sitting across Oakville. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Oakville walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Oakville maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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 .
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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Oakville. On Rover:
- 98% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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.
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