Dog Boarding Windsor

“My dog Chase stayed with Ayme for several nights and we were so pleased with the whole experience! This was our first booking with Rover, and Ayme was the perfect example of what the site strives for. She was super responsive to our booking request, logistics inquiries, and questions. During our meet and greet and subsequent stay, Ayme was sweet and friendly and welcoming to Chase (and me!). She sent pictures throughout his stay. Chase enjoyed walks, play time in her yard, and a cozy spot to snooze with lots of love. We will be booking again with Ayme!”

Rebecca S.

“Hilary was really easy to work with and very flexible with the drop off/pick up schedule. Most importantly, Evie appeared to have a great time and enjoyed hanging out on the deck people watching. ”

Paige C.

“Great hosts! They were very accommodating and had a lovely home for Eddie. I also really appreciated the check in photos and videos to see that my dog was happy and safe. I will definitely book with them again”

Justin A.

“Stacey took great care of my dog and made me feel at ease leaving her for a week. I knew she understood my concerns and was on the same page about safety and making sure my dog got along well with hers. I got plenty of updates while I was gone, and my dog had a great time with no stress, which is exactly what I was looking for! Can’t thank her enough!”

Evelyn P.

“Abby took such good care of our Ada. She welcomed her into our home while we were out of the country for two weeks. Ada was incorporated into their family. Sent pictures so we could see how happy she was! Definitely recommend Abby and will use her again!”

Dawn M.

“Jonathan is a great sitter. He sent videos everyday and was very responsive. We will definitely use him again or recommend for other pet havers to use him.”

brittani d.

“Was such a great host of my cat pumpkin. Sent timely updates and made sure to get the cutest pictures of her back to me during her stay! Definitely hope to book her again in the future.”

Layla S.

“First time having my dog watched by Zach he did everything I asked of him and more and on top of that was extremely friendly and kind! My dog had an accident or two didn't, cause a issue about it while I was for business I would definitely recommend leaving your dog with him”

Aatom

“Cindy took great care of our Bella while we were on vacation. She sent us pictures and gave us updates every day. Before we left on our trip, we set up a meet and greet so Bella could meet everyone in the house and the other dogs. We knew she was going to be in great care while we were gone. We will definitely use Cindy again to watch our Bella girl.”

Kimberly N.

“Amanda was absolutely incredible. She was super communicative throughout our dog's entire stay. We loved all the updates and pictures. We could tell our dog was being loved and cared for, which put us at ease while we were out of town. Would 100% recommend Amanda.”

Liz P.

“Frank had such a great time with Amanda! She was incredibly communicative throughout his stay and kept us updated with lots of photos and videos, which we really appreciated. It was so nice being able to see how happy and comfortable he was while we were away. Frank clearly loved his time with her and, honestly, didn’t want to leave when it was time to come home! Amanda took great care of him, and we would absolutely recommend her to anyone looking for a caring and reliable sitter. We will definitely be booking with Amanda again!”

Ashley A.

“Nadia took great care of my 11-year-old dog Nike. She sent pictures every day of her activity and my dog seems so happy to be among other dogs, which was surprising to me. I would definitely use her again. Nike was in good hands the entire time.”

Pamela B.

“Ethel was a great sitter! We would gladly leave Ziggy with Ethel again--she communicated well, was flexible, had a nice play area in the back yard, and our social dog enjoyed hanging out with Chase!”

Kevin D.

“Amy did a wonderful job watching Annie and kept me updated with adorable photos and daily messages. Annie was well cared for and we will definitely use Amy again!”

Karen C.

“Imani was very communicative during my boy’s stay. She was mindful of the heat and made sure he got plenty of exercise and attention. My baby loves her!”

McKenzie C.

“Chris was great with Walter! He sent pictures through and even took him to his dog club to get some energy out. He dealt with his health issues, especially some sudden ones, before we dropped him off. I would absolutely have Chris watch Walter again!”

Stephanie M.

“Peyton was great with communication and pictures. She responded every time I asked her a question. Peyton’s family assists with the dogs as well and they were wonderfully friendly and provided feedback about how my dog did during his stay. My dog got the right amount of play and cuddle time. The yard is huge for the dogs to run and play. I felt like my dog was safe and well loved while we were away. I’ve already booked another week with this lovely family.”

Christy O.

“My dog Ruth had a blast staying with Maggie and Josh for a week while I was out of town. Ruth can be very shy around new people and nervous in new places.. but not with Maggie and Josh! Ruth was best friends with Maggie at first sight and was very comfortable in their home. They sent me regular photo updates and clearly cared for Ruth like she was their own dog. Even the questions Maggie asked me at our meet and greet showed her familiarity with and care for dogs. I wholeheartedly recommend Maggie and Josh, and I know Ruth is already looking forward to my next trip so she can stay with them again.”

Kirsten W.

“Chewy came home happy, healthy, and tired. Connor was really accommodating to our schedule changes and even made sure Chewy was walked right before I picked him up! I really appreciate it!”

Jordan B.

About: Aloha! I’m Will 👋. I’ve been pet sitting and dog walking on and off for the past 5 years, caring for dogs and cats of all shapes, sizes, and personalities. Animals are truly my passion, and my main goal is to make sure your paw prince or princess is safe, pampered, and fully cared for whenever you have to step away. Because I focus entirely on on-foot neighborhood walks, personalized house sitting, and drop-in visits, your pet gets 100% of my dedicated time and attention right in the comfort of their own familiar environment. I love keeping pups active with engaging outdoor strolls, and I am equally happy giving plenty of belly rubs and playtime to more relaxed seniors or playful kittens. I understand how hard it is to leave your pets behind, so I always prioritize open communication. You can expect regular photo and text updates from me during every single visit if that’s what you prefer, so you never have to guess how they are doing. I can’t wait to meet your four-legged best friend! 🐾 I am currently pet sitting full-time. My other part-time job is relatively flexible and is only Sunday-Thursday, from 3:30-8:00pm. Otherwise, I have complete control over my calendar. I explicitly designed this schedule to not be away from your fur baby for too long. Whether your pup needs a mid-day energy-busting walk, a morning drop-in, or dedicated overnight company, my schedule is mostly open to fit seamlessly into whatever routine your pet needs to stay happy and comfortable. In My Home & Around the Yard: Since I have a moderately sized, fenced-in yard and my own Bernese Mountain Dog, safety at home is mostly about supervising the fun. I never just let the dogs out back and walk away; I’m always out there watching them play to make sure everyone is sharing toys and getting along safely. Before a new pup ever visits, we’ll do a casual Meet & Greet to make sure our dogs vibe well together. Indoors, I keep my home calm and secure, making sure doors are always locked and any human food or hazards are kept way out of reach. In Your Home & On Walks: If I’m coming to your place, I treat it exactly like I’d want someone to treat mine. I stick strictly to the routine you give me for feeding and care. When we head out for neighborhood walks, I always double-check harnesses and collars before opening the front door to make sure nothing can slip loose. I keep a short, secure grip on the leash and stay entirely focused on the dog—keeping an eye out for hot pavement, heavy traffic, or stray dogs so our walks stay completely stress-free.