Dog Boarding Oakville
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 170 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.
“Poppy had a wonderful time with Jennifer. She is very caring and attentive. She sent me multiple pictures each day and kept me informed. This is my second time using Jennifer to care for Poppy, and I couldn’t be more pleased. Thank you Jennifer.”
“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”
“Yajaira took my pup in at the last minute & also was able to extend her stay since I had gotten surgery & realized I needed a little more recovery time. Yajaira also stayed in touch & sent me pics on a regular basis. My pup seemed in good spirits after two weeks with Yajaira & that let me know she had taken good care of her. Will book with Yajaira again.”
“Bruce was wonderful with our pup, Cody! He was very communicative throughout the stay, and it was clear that Cody had a really nice time with him. We are grateful for his efforts to take such good care of Cody!!”
“Erika took care of our Baby “Rydah” She sent regular updates along with photos, meal times, and Rydah’s walking schedule. We WILL be using Erika again. Strongly recommend her to any other family. Thanks Erika Rydah will see you soon!”
“Saori took fantastic care of our large doodle Toby for two weeks while we were traveling. We received daily updates with pictures and videos, which was really great. Toby had so much fun and will be going back next time we travel. I highly recommend Saori to anyone who needs a skilled and kind person to care of their pet.”
“Maria is just fantastic! She is very professional, so very kind and sweet. We received daily updates, pics and videos of our dog Micky. She even groomed him and trimmed his claws for us. Our dog was part of her family and we highly recommend Maria and we will happily use her again. Maria deserves more then 5 stars. ???”
“Elizabeth went above and beyond for our 2 babies!! She communicated with texts and pictures their entire stay and even gave them treat bags, toys, and a detailed report at their pick up! It was my first time leaving my fur babies with anyone other than family and I won’t ever hesitate to leave them with Elizabeth again! She was simply the best!!”
“Richard and Sandra watched our dog for two weeks and were wonderful. The fenced-in yard was perfect for our dog. They sent us regular updates so we knew our dog was being well cared for, and she was healthy and happy when we picked he upr. We highly recommend them!”
“We had an incredible experience. From the first meet and greet, watching the way she introduced 1 dog st a time. Advising me to bring Ranger to a dog park between our meet and his stay was an nice way for me to see how well he got along and played with others. I was more at ease about leaving my pup for a week. He returned happy, well cared for and tired from his vacation. I would absolutely leave Ranger in Cruz Maria again.”
“Alan and Luis are awesome! They are extremely dedicated to taking care of all the pups staying with them and send you great updates and pictures. They are easy to work with, and overall, lovely people. 10/10 recommend for all your pet sitter needs!”
“Chestnut had a wonderful experience. I appreciated Lilliana sending me daily pictures of Chestnut so my daughters could see him enjoying his stay. Thank you again Lilliana for taking such great care of chestnut.”
“My dog Barkley has stayed with Anthony twice so far. I was worried about trying a new sitter, but things worked out great! We had a meet and greet first and Anthony explained everything in detail, and my dog got to meet his dog. He has a huge backyard which is great for my dog who always wants to play. We received updates on how Barkley was doing and my dog felt comfortable with him. I would recommend!”
“Nicole is wonderful and was took great care of my 2 little yorkies that require a bit more care and attention than larger dogs. She keep me posted with pictures during the stay which can eliminate feeling anxious knowing that your animals are being well cared for and loved. I highly recommend Nicole and her family if you are in need of a sitter!”
“My 2 dogs' favorite sitter! Whether it is just for a few hours or for a week this sitter is the one to choose! I have 2 big dogs and she and her family are so good with them. My dogs get excited when we pull up to her house and it makes being away from them so much easier. I also appreciate that she sends us pictures and updates on our boys! Highly recommend her and her family!”
“Angela has once again exceeded my expectations caring for my pup, Eleanor. I let her know she had an upset stomach before coming and Angela had chicken with rice ready to go. As always, I received daily pictures and updates of Eleanor with her besties, romping around the big yard. Thank you for opening your home a second time, we'll be back soon!”
“Christopher was very accommodating and flexible. He went out of his way to pick up Cameo at a more ideal timing prior to my departure for my work trip. He sent daily updates and pictures of Cameo playing and answered any questions that I had. Cameo got lots of play time and came home happy and exhausted :)”
“Kristina was an amazing sitter for Teddy! I’m giving her 5 stars for the great care she provided. She took Teddy on regular walks and kept me updated every day with detailed recaps, photos, and videos, which I really appreciated. She was very communicative and patient, especially when Teddy wasn’t eating much in a new environment. She made sure he was comfortable and took the time to help him adjust. She also administered his anxiety medication without any issues, which gave me a lot of peace of mind. I would absolutely book with Kristina again and highly recommend her to anyone looking for a caring and reliable sitter!”
“Cassandra did an amazing job caring for our 4 year old English bulldog for 8 days. Our bulldog is quite stubborn with several medical conditions and she administered all medications and went above and beyond so we can travel without him for the first time in 4 years. Cassandra sent us daily updates and was very quick to respond to us and helped put our minds at ease while away.”
“Rich was a joy to meet and to care for our 2 pups! We loved his daily puppy pics & videos. Our Lucy loved Rich & our big shy guy, Percy, who soon settled in, too. Great experience at the house of Rich and his two fur babies.”
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 Boarding - Oakville
Frequently asked questions about Rover
The average cost for Dog Boarding in Oakville on Rover is $49.95 per night (as of August 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 August 2026, there are 1,038 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.
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