Dog Boarding Oakville
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 171 pet parents in Oakville have booked dog boarding
Oakville, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kathleen is amazing! Molly had a great time. Our dog has seizures and requires multiple meds. She took expert care of our Molly. We will definitely try booking with her again.”

“We had such a great experience with Jennifer who care of our dog, Daisy, for almost a week. Jennifer was very communicative throughout the week - keeping us updated throughout our trip with thoughtful messages and plenty of photos showing Daisy relaxed, happy, and clearly enjoying her time with Jennifer and her family. It gave us real peace of mind knowing Daisy was in such caring and capable hands. We wouldn’t hesitate to book with Jennifer again—highly recommended!”

“We where looking for a Sitter for our two little guys at last minute and Yajaira came to the rescue she is very polite great Communication and flexible with scheduling. We had no worries while out of state for a few days definitely recommend we will continue to use her services in the near future!”

“Liliana & her husband were very good with Luigi. They both took the time during our Meet & Greet to ask questions and get to know him. Liliana sent pictures during his stay and he looked happy out on his afternoon walks.”

“Addie kept my dogs over Christmas. She was so amazing and understanding when my flight was delayed and ultimately canceled on our return home. I highly recommend her and I hope she is available to care for my babies again in the future!”

“Enrique H. was... no is absolutely amazing! He was very kind to our puppy. We were very nervous leaving our lil one for the first time, but his experience, set up of his house, and communication skills made it easy for us to trust he would take good care of our puppy. If you are looking for someone to take care of your high energy puppy, Enrique H. is the one!”

“James and family were wonderful with our dog, taking him in for a week while we went on a recent trip. His communication was thorough to assure us that things were going well, along with any questions about his care as needed. It was evident that our dog endeared himself to their family and had a great stay. We would definitely recommend James for any dog sitter needs and would rebook him as a dog sitter for future occasions”

“Fantastic Rover sitter. Flexible & very easy to work with. My small dog always seems to have an enjoyable boarding experience. He is able to share both people and small dog interaction, which is important, since he is ultra social. Have provided me with superb care on repeat occasions; will without question use them a sitter in the future.”


“Victoria did an amazing job taking care of my dog, Kujo! She made sure all the pets were safe, gave him plenty of love and attention, and treated him like one of her own. It gave me so much peace of mind knowing he was in such caring hands. I highly recommend Victoria to anyone looking for someone trustworthy and compassionate to care for their pets!”


“This was our first time using Rover and leaving our dog anywhere else other than our home. It was a little bit stressful, and we had a bit of anxiety, but Erika made us feel so at ease. We received multiple updates during the day. She sent many pictures and really made us feel comfortable knowing that Ginger was happy and well taken care of. Would definitely recommend and book again.”


“Robin is always so wonderful with our dog, Adelaide. She does regular drop in visits with her so when we need boarding services, Robin is always our first choice! She shows our dog so much care, attention and love.”

“Saori was such a great sitter for our pups (1 year old great pyrenees). She took them to the dog park in the morning for a couple of hours, helped continue our invisibile fence training, and sent us so many pics and updates throughout the weekend. I could tell how happy and comfortable our dogs were in her home and under her care. They came home so tired because they had so much fun with her and the other dogs!”

“We had a great experience. Nicole and her daughters took very good care of Tux. Receiving Tux’s frequent updates and pictures made us feel relaxed. Will send Tux in future too and highly recommend.”

About: With a lifetime of experience caring for my own dogs and a deep love for all animals, I’m dedicated to providing your pets with the best care possible! From playful pups to gentle giants, I believe every animal deserves love, respect, and attention. My passion extends beyond dogs to horses and other animals, as I see their innocence and the joy they bring to our lives. You can trust me to treat your furry friends like family, ensuring they’re happy, safe, and loved while you’re away! As a college student with a flexible schedule, I have plenty of time to dedicate to dog sitting. My classes are spaced out, giving me availability throughout the day and evenings to care for your pets. Whether it’s daily walks, check-ins, or overnight stays, I can accommodate a variety of needs. I’m organized and reliable, so you can trust that your pets will always be well cared for, even with my studies. I’m here to make sure your furry friends are happy and comfortable whenever you need me! In my home or yours, I prioritize creating a safe, comfortable, and loving environment for your pets. I adapt to their individual needs, whether it’s sticking to their usual routines, providing plenty of playtime, or ensuring quiet moments for rest and relaxation. In your home, I maintain cleanliness and respect your space, keeping things just as you left them. In my home, pets have plenty of room to roam and enjoy attention while staying safe and secure. I provide regular walks, feeding, and lots of love and cuddles to ensure your pets feel happy and cared for while you’re away!
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 trained multiple dogs for obedience & hunting, which I’ve dedicated several months to do for each pup. I have a 10 year old Chesapeake Bay Retriever that’s very well trained and well behaved. I work from home, so I’m here all day unless I go out for something at the store or gym. If gone, I always let the dog roam free and keep the tv on for him. Naturally I play with the pup several times a day. My office is connected to the backyard, so I can throw the ball or play often. I have no issues letting the dog outside whenever they’d like.
“We left our Bernese Mountain Dog with Kara for a week and a half and had so much peace of mind knowing he was being loved as much as we love him. Kara was great and sent us many pictures and updates throughout our time away. I have to say, our doggie looked like he was smiling in all of the pictures...I was afraid he wouldn't want to come home :) I highly recommend Kara to love your pets in your absence!”

“Fiona was fantastic! Meet and greet first and got comfortable with the setup. She sent pics and updates as requested and I will be booking with her again soon. I could tell my dog Cal was very comfortable there both during and after.”

The median cost per night for dog boarding in Oakville is $55
Dog parents share their Rover experiences - Oakville
This was my first time using Rover, and I couldn't have asked for a better experience! She took wonderful care of my dog, kept me updated with messages, and gave me complete peace of mind. She was also incredibly accommodating when I realized I had forgotten to include an extra day on my original booking, and she made the process so easy. On top of that, she patiently helped me navigate the Rover app as a first-time user, which I really appreciated. Kind, reliable, and communicative—I would absolutely book with her again!

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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
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 boarding - Oakville
Select a filter and find qualifying sitters offering dog boarding.Sitters in Oakville average 12 repeat dog boarding clients
FAQs for Dog Boarding - Oakville
Frequently asked questions about Rover
The average cost for Dog Boarding in Oakville on Rover is $49.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .
As of September 2026, there are 1,024 sitters on Rover offering Dog Boarding across Oakville. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
97% of Oakville sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Oakville landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Oakville home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Oakville.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Oakville sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.





