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

Over 187 pet parents in Caledon have booked dog boarding
Caledon, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“This is the first night tipsy stayed out from home and Cassandra was the best choice. Thank you for everything and for making this experience so easy for me and tipsy.”

“Juan was one of the best sitters we could ever find. She showed love, patience, and kindness to our furry little ones. Thank you, we will definitely book with her again. Thank you again.”

“I highly recommend booking Jean to care for your furry friend, the next time you need to step away from your day-to-day. As a repeat customer, Jean has always displayed intentional acts of deep care & kindness, all in the best interest of my fur babies wellbeing & happiness. She is curious - asks questions, with the goal of understanding our dogs likes, dislikes, etc. - in an effort to help ensure their comfort & feelings of safety in your absence. Additionally, Jean is also very creative in finding ways to support our pups health & happiness in moments when they may be feeling a bit off from being in a new environment, missing their people or routine. For example, she offers: - Healthy meal options/toppers to help support regular eating (always with prior discussion & approval); - Always having fresh water available; - Provides new and varied enrichment opportunities; - Personality matching her client-dogs if hosting multiple family pets at the same time; - Etc. In addition to her outstanding client-dog care, Jean runs her Rover business wonderfully. I am completely impressed with her professionalism and customer service.”

“It was our first time using Rover and hit the jackpot with Allison and Scott! It was so nice to meet two people who are in the boarding business for the love of dogs. They truly have a passion for what they do and care so much. We loved the kennel free, fully fenced property that gave our dog the option to go in and out as she pleased. Our pup had an amazing time and we could not have imagined a better place for her to spend her time away from home. See you again soon!”

“We boarded Abi with Hong over the weekend, and the experience was wonderful. Hong’s love, attentive care, and dedication to Abi were truly evident. Abi, who is nervous and new to boarding, was well looked after. Hong made every effort to make her feel at ease, trying various approaches to calm her. She kept us updated with numerous pictures and videos, which greatly reassured us as anxious pet parents. When Hong discovered that Abi enjoyed being outdoors, she adapted her schedule to take Abi for multiple walks. Hong treated Abi as if she were her own, and for that, we are incredibly grateful. Thank you, Hong!”

“Thank you so much for taking care of Tyson. It gave us peace of mind to know he was well taken care of. Great dog sitter always sent us updates on how Tyson was doing. Highly recommended.”

“Sreekumar was excellent with his prompt updates on how our dog was doing. We had a great experience and would definitely choose him again in the future. Highly recommended!”

“Where do i start, Catherine saved me when I was in need of a sitter for my luna at the last minute. She took such good care of my baby even when she was dealing with an ear infection . The pictures alone says it all and who knew she would like cats lol. . Catherine was warm and welcoming from the beginning to the end . Luna will be back there soon. My luna was in good hands. Thank you 😊”

About: I have a dog of my own. I've taken care of dogs in my family and friends. A lot of the neighbourhood knows me and my kids. Evening's, I spend some of my time with my dog and kids at the park. I am currently off for the summer as I teach during the school year. I have a plenty of time to take care and dedicate my time with your lovely pet. I am available for walking and boarding throughout the summer as well as during the school year. I would like to have a day or 2 notice before boarding. I have a fenced yard and a friendly small dog. I have 2 boys who also are comfortable around pets. In my basement, I have an area that is fenced that I can easily crate your pet if he/she needs a break.
“I would leave my dog KitKat to no one but Maricel and Arnel. I Have a 3 year golden retriever. They have taken. Care of him multiple times . He has come back even happier and cheerful . They understood him very well and kept sending regular pictures and updates. Truly enjoyed the experience,I will continue booking only with them . Thank you so much for your lovely care offered to my lil one!”

“Angela and Victoria were extremely accommodating to Apollo. They made sure he felt comfortable and helped ease his nerves during his stay. I received multiple updates and pictures and stayed in the loop with everything that was going in. They are both great sitters and i would definitely book with them again and refer them to all my paw parents!”

“Hi Kim, I just wanted to thank you again for taking such wonderful care of our pup, Nila, during boarding – especially for the second time! It means so much to know she’s in such a warm and loving environment. You’ve been amazing, and your entire family has clearly made her feel right at home. I really appreciated you posting regular pictures while I was traveling – it gave me so much peace of mind and always brightened my day. I can tell she’s been happy and well looked after. Thanks again so much for all the love and care you’ve given her”


About: Offering a unique, calm boarding experience on a private 50-acre property with both fenced yard space and acres of trails for daily walks and enrichment. Dogs in my care enjoy frequent potty breaks, structured outdoor time, and a safe, comfortable sleeping environment. I have a dedicated dog room that serves as a quiet, secure space for rest when needed. With three well-managed resident dogs and only one visiting dog at a time, I’m able to provide a balanced, supervised environment with plenty of individual attention while still supporting healthy social interaction. 🐾 Weekend Schedule Friday (Arrival Day) • 4:00–6:00 PM → Drop-off window • Evening walk + outdoor time • Dinner (based on your dog’s routine) • Calm wind-down + bedtime in a safe, comfortable space ⸻ Saturday (Full Care Day) • Morning potty break + walk • Breakfast • Supervised outdoor time (fenced yard + trails) • Midday potty break + rest time • Afternoon walk / enrichment time • Dinner • Evening potty break + relaxed indoor time ⸻ Sunday (Departure Day) • Morning walk + potty break • Breakfast • Light activity / outdoor time • pickup window to be discussed in advance 🐾 What Sets Us Apart I focus on providing a calm, personalized experience that feels like a second home—not a kennel. Meet-and-greets are always welcome so you (and your dog) can feel completely comfortable before booking. During their stay, im happy to provide regular updates, photos, and check-ins so you always know how your dog is doing. With a low-volume approach and lots of one-on-one attention, your dog gets a safe, relaxed environment with plenty of care and communication every step of the way.
“A great first visit for Rosie! Loved the frequent check ins from Warren and Rosie is happy and tired tonight. Many thanks, I’m sure she will be back to see you soon.”

“Cari and her family took great care of Willow for her first weekend stay! Cari kept us up to date on Willow's adventures and sent us pictures and updates on how she was as a guest. Willow got lots of walks in the park, snuggles and kept everyone laughing with her zoomies in the yard. We are very happy with Cari's care and will for sure have Willow stay another time. Thank You!”

“So grateful to have Anna available to us. Our boys love her, she is amazing and always checks in with the best photos. We enjoy our time away just as much as our fur babies and enjoy their time with Anna.”

“Our Dog Maggie stayed with Rachel and Michael for 1 overnight. We were met at the door by Rachel and Calder her son who were both very welcoming. Maggie was made comfortable by Calder with back scratches and play time after we left. She was made additionally comfortable by being allowed to sleep on Calder’s bed that night. We appreciate that her schedule was followed and she seemed at ease with her stay. It was great to have her welcomed into the family environment. Thank you for making her away time from us comfortable and welcoming!!”

The median cost per night for dog boarding in Caledon 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 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


