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

Over 11,866 pet parents in Windsor Hills have booked dog boarding
Windsor Hills, Find top rated dog boarding
“Renada is a great caretaker. My experience has always been amazing and she really loves dogs. She has given her all to take amazing care of my dog and I could not be happier with her services.”

“Yujie is amazing. He took great care of my dog last minute when my family had a medical emergency. Yujie is very professional and my dog felt right at home with him and his dog. His flexibility and updates allowed me to focus on my emergency and know that my dog was well taken care of, even as we kept needing to extend his services and being late for food drops.”

“Our dog had a great time with Jacob. Jacob had lots of space for our dog to relax and took time to make sure he understood all of our care instructions upon booking. We received regular updates while we were away and pickup and drop off was easy to coordinate. We’ll be back in the future!”

“Cheyanne took great care of my Bentley boy! She was so great to work with and flexible when I needed to alter my drop off time a bit. I got great pics of my little guy each day which made me smile. Thanks again, Cheyanne!”

“Stacy was very prompt in communicating and sent pictures when requested. My dog, Charli, was jumping on Stacy when we came to pick her up and transitioned back home very easily.”

“Linda took really good care of my pup Zeus. She gave long daily updates, sent pictures and answered my questions. Looking at how Zeus followed her everywhere, it was clear he trusted her. He also made a really good friend with one of her dogs so was really happy during this stay. He came back smelling good , tired and happy!”

“We had to make a last minute booking for our sweet pup and Valerie was amazing! She was flexible with our situation and made sure our dog was well cared for. We would definitely recommend her to anyone looking for a kind and attentive sitter.”

“We are so grateful to have found Elizabeth! Our dachshund Angus stayed with her for ten days and she took amazing care of him and send lots of cute photos and video. Will absolutely use her services again. Angus was so happy when I picked him up. Thank you Elizabeth!”

“Cassandra and Jason were amazing sitters! We left our dog with them for 5 nights, and he got all the walks, cuddles, and attention he could have wanted. From the photos they sent, we could clearly tell he was having a great time, and we came home to a happy, healthy pup. They also did a couple of drop-in visits for our senior cat at our home. Our cat usually hides from everyone, but she actually came out to get some love from them, which says a lot. Cassandra and Jason made sure she had everything she needed while we were away. We felt totally at ease knowing both of our pets were in such caring hands and wouldn’t hesitate to book with them again!”

“Misti took care of Sid while I was out of the country. She was easy to communicate with, always available and updated me with pics. Her dog is very friendly and was a great companion. I will absolutely call on Misti in the future and I know Sid will be happy to stay again.”

“Valeriia was the sweetest and most patient with my dog that has a hard time with new people. She was so attentive towards him and always respecting his pace towards meeting new people. She was very responsive and always keeping me updated on my dog’s day while I was out of town.”

“Aimee is an incredibly caring and loving dogsitter. She treated our chihuahua Elvie with so much warmth kindness over 2 weeks, and judging by the pics and videos Aimee sent throughout her stay, our pup had a blast. Aimee was incredibly responsive and communicative, and we could not possibly recommend her any more. We will 100% book with her again.”

“Juan was flexible, understanding, and great with my dog, Hank! I can tell he felt right at home at Juan's. He was able to sunbathe in the yard, play outside, and lounge around as needed. Additionally, Juan's dog, Annie, is so friendly and matched my dog's energy from the start. He was comfortable immediately with her. Thanks again!! Would definitely book again in the future.”

“Ashley took amazing care of our dog! She always replied very fast and sent photos/updates. Also her dog Carter is a very sweet little guy and great playmate/napping buddy!”

“Sarah is the best! I almost don’t want to write a review because I want to gate keep her for myself! My dog clearly loved her, he looked so comfortable and happy in all of the photos she sent me. She made my trip so stress free knowing he was in such great hands. She sent lots of photos and updates, I would definitely use her again and recommend her to anyone.”

“Great communication. She took care of our dogs like they were her own. She definitely has a gift for caretaking. This was my 2nd time using her services and I will book again”

“Eddie & his wife were absolutely AMAZING! They sent tons of photos & updates, took Brewski for a walk & I know he was well taken care of as if he were their own! My dog had such a blast with Eddie’s family (including their dogs)! HIGHLY recommend & will definitely use again in the future!”

The median cost per night for dog boarding in Windsor Hills is $45
Dog parents share their Rover experiences - Windsor Hills
Yujie was fantastic! He took great care of our dog, Gnome, and we couldn't have been happier with the experience. It was clear that Gnome had an absolute blast spending time with Yujie and his dog, and he came home happy, relaxed, and well cared for. Yujie was communicative, reliable, and genuinely caring throughout the stay. We felt completely at ease knowing Gnome was in such good hands. We would absolutely book with Yujie again and highly recommend him to anyone looking for a trustworthy and attentive dog sitter.

Unlike most other sitters who will take multiple dogs at once, often to earn more cash, Diana is different. She genuinely cared for my dog and made me feel confident he was in great hands while I was gone, and that my dog even enjoyed the time once they settled in. I would recommend her in a heartbeat.

This was our first time having Yazmin as a dog sitter and we really enjoyed our experience. She was really prompt with her communication with me which I appreciated. She sent loves of photo me and videos of Hero while we were away without being asked which helped keep my mind at ease. She was very accommodating and flexible with certain things that came up. We already have her booked for another time.

Linda was absolutely amazing! She took care of our two pups with so much love, patience, and attention that I almost felt a little jealous when she sent us photos they looked like they were having the time of their lives! She kept us updated with great communication throughout their stay, followed their routine perfectly, and gave us complete peace of mind while we were away. It was clear our dogs felt safe, happy, and genuinely cared for. As a sweet surprise, she even gifted each of them a brand-new toy for the Fourth of July, which was such a thoughtful touch. We couldn’t have asked for a better sitter, and we’ll definitely be using Linda’s services again. Highly recommend her to anyone looking for someone who will treat their pets like family!

Jacob did a great job with our somewhat neurotic pitty mix, Stella. She was socializing with other dogs and we got photo updates throughout her stay. Jacob was accommodating in switching his communication from me (who booked the stay) to my husband (who was coordinating drop off/pick up). We were very happy!

I was scared to leave my dogs with someone new but they clearly had a great time with Renada and I wasn't scared at all anymore once I met her. My dogs loved her and they would have happily stayed with her longer! I'm used to them being excited to go home when I pick them up from a boarding facility, as opposed to I showed up to Renada's house to pick them up and they were acting like they live there now.

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















