Dog Boarding Caledon

“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.”

She B.

“Hong & Mark took excellent care of Nellie. This was Nellie’s first time with a sitter and she had a great time. Hong sent us many pictures and videos of Nellie which we really appreciated!”

Helen D.

“We had such a great experience with Lili! She took amazing care of our Labrador and made sure he was happy and comfortable. Lili kept has updated by sending photos and texting us consistently through the day. She took him on three walks a day and was attentive to his diet. We really appreciate all the care and attention she gave him and would definitely recommend her!”

Harshminder S.

“We had such a wonderful experience with Magda! She was incredibly warm and welcoming from the moment we met her, and Jio immediately felt comfortable with her. He is only 9 weeks old and not fully potty trained yet, so I was naturally a little nervous about leaving him overnight for the first time, but Magda made the entire experience so easy and reassuring. She kept me updated throughout his stay and sent lots of pictures, which gave me so much peace of mind. It was very clear that Jio was happy, comfortable and being well cared for — he absolutely loved her! Magda was patient, kind and so understanding of everything that comes with caring for such a young puppy. I’m so happy we found someone we can trust with Jio and will absolutely be booking with her again. Highly recommend! ❤️🐶”

Julie P.

“Thank you so much for taking care of Mango and is quirky ways! I could tell he had a great time and looking forward to the next stay. Great communication, frequent updates photos and videos and caring/understanding dog sitters. Highly recommend!”

Monica K.

“Our dog Tali had a great time at Rie's place! Communication was excellent, we received daily updates which was important to us since this was the first time leaving her for more than a couple of days, and so we trusted Rie to take care of her. I liked that she went on walks in addition to play time in the backyard. Would highly recommend ☺”

Prish T.

“Cari took wonderful care of our Luna and sent us regular updates with photos. We feel very comfortable now and will definitely request Cari's services in the future. We recommend her highly.”

Johane D.

“Angela and Victoria were amazing with Rusty and we’re so grateful for the care and patience they showed him. This was his first time staying with someone else, and we really appreciate how understanding they were while he adjusted. They took the time to communicate with us, share honest feedback, and handled his anxious behaviours with patience and care. We truly appreciate the effort they put into making him comfortable, and we know it takes a lot of kindness to work with a dog who is nervous in a new environment. Thank you again for taking care of Rusty and being so patient with him. We would definitely recommend them and would love for Rusty to stay with them again in the future ❤️”

Sam K.

“Catherine and her husband took amazing care of my dog, Bruno, during his overnight stay! He had a great time, and I really appreciated the thoughtful updates throughout. It gave me peace of mind knowing he was in such good hands. Will definitely be booking with her again!”

Anjalie M.

“We absolutely loved having Tsz take care of Billa! This was our second time using her, and once again, she went above and beyond. She sent us such detailed and frequent updates, which gave us so much peace of mind while we were away. It was clear that she cared for Billa as if he were her own. She even went the extra mile and bought Billa a toy, which was such a sweet and thoughtful surprise! 🥹 You can truly tell how much she cares about the pets she looks after. We will absolutely be using her again and highly recommend her to anyone looking for someone trustworthy, caring, and attentive. Billa clearly had an amazing time!”

Ranusha P.

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.

“David is very personable and I was extremely comfortable leave Sadie in his care. He sent lots of photos showing hoe well Sadie was settling in.”

Shaun F.

“Warren looked after Booker again while we were away for 3 nights. We know Booker had a FANTASTIC time. Truly not more caring and wonderful people we could have left him with. We are so grateful because we know our baby got fantastic care and attention. Would recommend Warren to anyone looking to leave their pup in good hands. Thank you so much!”

Katherine S.

“Barbara took amazing care of Queso and I’m so thankful. My pup came home calm and happy. Don’t hesitate to book with this sitter - she’s awesome. Thank you!!”

Charlene L.

“Lucy was great with my Boston terrier Ellie. Ellie was well taken care of and lots of pictures were taken through out the day. amazing services by Lucy and husband Joe. Will definitely go back and recommended to anyone that needs a great sitter.”

mark s.

“Shuchee did a wonderful job taking care of my pup. She took extra care of making sure the pup is safe and comfortable. Thank you Shuchee will reach out to you again in future”

Vinayak N.

“Lisa is a phenomenal care provider. She took excellent care of Nunu and i would highly recommend her. I have finally found a great dog care provider for Nunu and i hope she's around for a while cause i plan to definitely use her services again.”

Ashley A.

“Mary Anne was great for the week she had bella. I received videos and photos throughout. So glad we have found someone who treats bella like her own while in her care. Thanks for everything!”

Katie

“Our puppy Teddy enjoyed the time that he was there with Rohit. We left him with a itter for the first time and we were very anxious. But it went very well overall, Teddy was pretty calm and relaxed after the stay. Thank you Rohit!”

Backup G.

“Nisha and Joe were amazing with Meester. Communication was excellent as I received frequent updates and I was able to enjoy my vacation knowing he was very well looked after. They gave him a lot of attention; took him out to socialize with other dogs and set up dog playdates for him. I can tell he bonded with them and I know he had a lot of fun and will miss his new dog friends. I highly recommend Nisha & Joe to look after your pet and they would be my go to for Meester in the future.”

Sharon S.