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

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Top rated Oakville dog boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Thanks again Tiffany for taking care of Mia! We left for our summer vacation with peace of mind as it was the third time you were taking care of her. We appreciated all the pictures you sent us too.”


“Very happy with Lauren and Ben, June had a great time (she told me) and it look like a great environment. A nice mix of small and medium size dogs with plenty of care attention and love and a nice backyard. Would use again!”


“Ciana was a great mama to my puppy Tala! She made sure to learn about tala and sent me daily(sometimes more than once) updates/photos/videos. Will definitely use her services again! Thank you Ciana for taking good care of our puppy!”


“Truly the best dog sitter we’ve ever had! Cookie (our corgi) stayed with Katherine for two days and one night during a heat wave, and somehow he still came home relaxed, happy, and totally himself. She made sure he got the exercise he needs—even in the heat—and it really showed. Katherine’s home is beautiful—so warm, clean, and inviting—and her garden is just as lovely. It’s clear she puts care into everything she does, and that includes how she takes care of the dogs she watches. When I picked Cookie up, he was calm and content, like he’d had his own little vacation. It’s not easy to wear out a corgi, but Katherine managed it with total thoughtfulness. It’s such a relief to know Cookie was in good hands, and it honestly made my time away so much easier. We’ll absolutely be reaching out to her again. So grateful!”


“2 amazing people who love caring for fur babes!!! After a 5 night stay, I have to say that they truly took care of my pup and kept me updated along the stay. Definitely recommend!!! Your dog will enjoy the vacation while you do 😉 Thank you both for everything!”


“Catherine and her little doggie provided a perfect weekend retreat for Digby, and we are grateful. I recommend her to anyone who wants to leave their furry friend with a trusted sitter.”


“Lily had the best time and care with Faye and her family. They were amazing and she settled right in. She really enjoyed her walks and play time. We highly recommend Faye and Scott and definitely will look our lovely Lily with them again.”


“This was my first time using the Rover app and successfully finding a sitter! I chose Heather as she already had great reviews and repeat clients. My pup baby had an amazing stay with Heather and her husband! He got a lot of love a lot of play time and Heather introduced him to walking as he is still very young and hasn’t tried walking him yet! He now can go up and down our stairs after a stay with Heather….which I truly appreciate him having this new level of independence! I highly recommend Heather”


“Brandi was absolutely amazing! She was able to accommodate our specific needs and was very communicative and sent lots of pictures during our trip. She has a really nice set up for the dogs and also printed off a big stack of pictures for us to take home. This has been the easiest and the best experience we have had with boarding and I will definitely be returning for future trips! We can’t thank Brandi enough! ❤️”


“Earl was great to work with! He is easy going and great with animals. He was flexible with drop off and pick up times. I would definitely recommend this provider and we will surely be using him again in the future.”


“My labradoodle stayed with Mollie and her family for four nights (and a handful of practice days). The property is beautiful and pet proofed (great work, Anthony 😊) so the dogs can run on the farm and be dogs. The only place I’ve boarded where I didn’t think any day while away, “I wonder if Kai is doing okay.” I picked Kai up healthy, happy, no weight loss, and tuckered out (and farm dog dirty) which means she had fun. Mollie is a great communicator, super organized, and shares great pics and video. She knows each dog’s behavior and personality making sure they all get along. Definitely worth the peace of mind and drive from Marin. The only place we’ll go from now on. Thanks, Mollie!”


“Robin was fantastic! She was quick to respond to messages and flexible with our drop off and pickup times. Maple and her dog got along well and both were tired at the end of the afternoon. Boarding with Robin was an easy and great experience overall, we would love to return next time we're in Sonoma!”


“To put it plainly, these are just good people doing a good service. Caleb had great vibes from the get-go. He and his husband are kind, relaxed, flexible, responsive, and clearly seasoned dog people. I have two unfixed male 70lb Labrador sweetie boys that go everywhere with me so leaving them behind was worrisome, especially after a previous experience at a kennel resulted in them smelling like bleach for days. Both the boys returned from Caleb's house happy, loved, smelling like dog, and (dare I say) tired! Woo! Peace of mind is really important to me when choosing a place for my pups and I felt completely confident leaving the boys at Caleb's. They've got a 'grandma and grandpa's house' atmosphere and my dogs cannot wait to go back (believe me, the dogs told me all about it). A huge thank you to Caleb and hub (:”

“Shayla and Jake watched Juno for a few days during our wedding week. They were communicative, always on time for pick up/drop off, and we could instantly tell Juno was comfortable with them! Thank you so much for watching Juno for us!!!”


“Siarra was great with our 4 month old puppy. We had to find a sitter last minute and she was great about it. Kept him active all day took him for multiple walks and loved him like he was get own. We will definitely use Sierra again!!”


“OMG. This was my first experience and can not emphasize how awesome, understand loving caring Maria is!! Even though my pumpkin stayed for one night half day she had pumpkin make a pup craft for Valentine's. This was not expected and Soo thoughtful. It was cute and Maria loved pumpkin. She not only updated me while I was gone but send us pic and videos with her young nephew playing too with pumpkin. I will definitely book her again and can not spread the word about Maria's service. I bet pumpkin misses you guys too as she found good friends to play with. Thank you, Maria!❣️🤗”

Loving dog boarding sitters in your neighborhood
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Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Michael & Regina R.

“Michael and Regina were excellent sitters for Prince Harry! He had a very good time with the whole family, including the littles! He will be back!”


Tiffany C.

“Thanks again Tiffany for taking care of Mia! We left for our summer vacation with peace of mind as it was the third time you were taking care of her. We appreciated all the pictures you sent us too.”


Lauren G.

“Very happy with Lauren and Ben, June had a great time (she told me) and it look like a great environment. A nice mix of small and medium size dogs with plenty of care attention and love and a nice backyard. Would use again!”


Ciana P.

“Ciana was a great mama to my puppy Tala! She made sure to learn about tala and sent me daily(sometimes more than once) updates/photos/videos. Will definitely use her services again! Thank you Ciana for taking good care of our puppy!”


Kathrine P.

“Truly the best dog sitter we’ve ever had! Cookie (our corgi) stayed with Katherine for two days and one night during a heat wave, and somehow he still came home relaxed, happy, and totally himself. She made sure he got the exercise he needs—even in the heat—and it really showed. Katherine’s home is beautiful—so warm, clean, and inviting—and her garden is just as lovely. It’s clear she puts care into everything she does, and that includes how she takes care of the dogs she watches. When I picked Cookie up, he was calm and content, like he’d had his own little vacation. It’s not easy to wear out a corgi, but Katherine managed it with total thoughtfulness. It’s such a relief to know Cookie was in good hands, and it honestly made my time away so much easier. We’ll absolutely be reaching out to her again. So grateful!”


Lindsay & Cory L.

“2 amazing people who love caring for fur babes!!! After a 5 night stay, I have to say that they truly took care of my pup and kept me updated along the stay. Definitely recommend!!! Your dog will enjoy the vacation while you do 😉 Thank you both for everything!”


Catherine J.

“Catherine and her little doggie provided a perfect weekend retreat for Digby, and we are grateful. I recommend her to anyone who wants to leave their furry friend with a trusted sitter.”


Faye & Scott T.

“Lily had the best time and care with Faye and her family. They were amazing and she settled right in. She really enjoyed her walks and play time. We highly recommend Faye and Scott and definitely will look our lovely Lily with them again.”


Heather & Calob James D.

“This was my first time using the Rover app and successfully finding a sitter! I chose Heather as she already had great reviews and repeat clients. My pup baby had an amazing stay with Heather and her husband! He got a lot of love a lot of play time and Heather introduced him to walking as he is still very young and hasn’t tried walking him yet! He now can go up and down our stairs after a stay with Heather….which I truly appreciate him having this new level of independence! I highly recommend Heather”


Julie H.

“I could see Lulu had a great time! I got some great photos! She had fun with some visitors/dogs and kids and walks!”


Brandi R.


“Brandi was absolutely amazing! She was able to accommodate our specific needs and was very communicative and sent lots of pictures during our trip. She has a really nice set up for the dogs and also printed off a big stack of pictures for us to take home. This has been the easiest and the best experience we have had with boarding and I will definitely be returning for future trips! We can’t thank Brandi enough! ❤️”


Earl C.

“Earl was great to work with! He is easy going and great with animals. He was flexible with drop off and pick up times. I would definitely recommend this provider and we will surely be using him again in the future.”


Mollie C.


“My labradoodle stayed with Mollie and her family for four nights (and a handful of practice days). The property is beautiful and pet proofed (great work, Anthony 😊) so the dogs can run on the farm and be dogs. The only place I’ve boarded where I didn’t think any day while away, “I wonder if Kai is doing okay.” I picked Kai up healthy, happy, no weight loss, and tuckered out (and farm dog dirty) which means she had fun. Mollie is a great communicator, super organized, and shares great pics and video. She knows each dog’s behavior and personality making sure they all get along. Definitely worth the peace of mind and drive from Marin. The only place we’ll go from now on. Thanks, Mollie!”


Robin B.


“Robin was fantastic! She was quick to respond to messages and flexible with our drop off and pickup times. Maple and her dog got along well and both were tired at the end of the afternoon. Boarding with Robin was an easy and great experience overall, we would love to return next time we're in Sonoma!”


Natalia B.

“Very good communication and took very good care of our dog on a very short notice! Strongly recommend Natalia!”


Caleb S.
“To put it plainly, these are just good people doing a good service. Caleb had great vibes from the get-go. He and his husband are kind, relaxed, flexible, responsive, and clearly seasoned dog people. I have two unfixed male 70lb Labrador sweetie boys that go everywhere with me so leaving them behind was worrisome, especially after a previous experience at a kennel resulted in them smelling like bleach for days. Both the boys returned from Caleb's house happy, loved, smelling like dog, and (dare I say) tired! Woo! Peace of mind is really important to me when choosing a place for my pups and I felt completely confident leaving the boys at Caleb's. They've got a 'grandma and grandpa's house' atmosphere and my dogs cannot wait to go back (believe me, the dogs told me all about it). A huge thank you to Caleb and hub (:”


Alex L.

“We love Alex and Bri. They are Cavi and Penny's home away from home! They love the large backyard and snuggles. They are our go-to sitters!”


Shayla & Jacob T.

“Shayla and Jake watched Juno for a few days during our wedding week. They were communicative, always on time for pick up/drop off, and we could instantly tell Juno was comfortable with them! Thank you so much for watching Juno for us!!!”


Siarra L.

“Siarra was great with our 4 month old puppy. We had to find a sitter last minute and she was great about it. Kept him active all day took him for multiple walks and loved him like he was get own. We will definitely use Sierra again!!”


Maria A.

“OMG. This was my first experience and can not emphasize how awesome, understand loving caring Maria is!! Even though my pumpkin stayed for one night half day she had pumpkin make a pup craft for Valentine's. This was not expected and Soo thoughtful. It was cute and Maria loved pumpkin. She not only updated me while I was gone but send us pic and videos with her young nephew playing too with pumpkin. I will definitely book her again and can not spread the word about Maria's service. I bet pumpkin misses you guys too as she found good friends to play with. Thank you, Maria!❣️🤗”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 498 sitters provided dog boarding in Oakville. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Oakville dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oakville have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Oakville.
Rover makes it easy to find Oakville dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 498 dog boarding sitters in Oakville on Rover, so you’re sure to find the perfect match for your dog! In Oakville, 96% of sitters offer daily exercise, 100% offer medication administration, and 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
