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

Windsor, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Ayme was great. She came highly recommended and for good reason. We felt very comfortable leaving our dog with her and knew he was in good hands. She was responsive and sent photos of our dog throughout the weekend. Would recommend!”

“Matt is always our go-to sitter to watch our dog, Marlowe. He is reliable, communicates quickly and we know our dog is in fantastic hands. It our dogs home away from home.”

About: I am new to Richmond and looking to explore with my pup, Rubens. He has a lot of energy and loves to play with other dogs. I am comfortable with dogs of all breeds, ages, and energy levels. Would love for my dog to have a play mate during the day. Using Rover to keep a routine and explore Richmond while I look for a full time position. I am currently new to Richmond and in between jobs. I walk my dog anywhere from 5-12x a day from 15-75 minutes (depending on weather, need to get out of the house, etc.). My job right now is to enjoy the outdoors with my dog and yours! Rubens and I welcome all other dogs as family! I live in a first floor apt with a small fenced backyard (only for small dogs). There is a hallway that runs from the front door to the back yard area, which is where Rubens likes to do zoomies or be a watch guard dog for the doors. As far as behaviors, Rubens is allowed on my furniture and has a small basket of toys that he shares. Treats are only during training and water is down at all times. We are pretty flexible, but can also set rules per your request to stay on your schedule/routine.

“Hilary and her family were great with Dallas! We are so thankful to have been able to place him in the care of a wonderful family while we traveled out of the area and celebrated our youngest daughter’s birthday ?”

“Joyce was able to help me out in a pinch and my dog had a great time spending the night with her. They even gave him a bath and he was super clean and happy when I picked him up. Wouldn't hesitate to use her again.”

“Ashley was absolutely amazing with Onyx over the Christmas and New Year’s holiday! She kept me updated with pictures and messages throughout my time away, which gave me so much peace of mind. Onyx loved playing with her kids and looked so adorable cuddling with everyone, it was clear he felt right at home. When Onyx struggled a bit at night and was barking, Ashley was incredibly patient and kind. She reached out to ask for advice and even allowed calming treats to be dropped off while I was away, which I truly appreciated. She followed all of my special instructions perfectly, including giving him his Christmas presents on Christmas Day and feeding him a special holiday meal. I’m so grateful for the love and care she showed Onyx and would absolutely trust her again. Highly recommend Ashley to anyone looking for a reliable, compassionate sitter!”

“We were worried chewy wouldn’t want to come home! Ava and Ross are definitely dog whisperers. He had a great time and they sent lots of good photos. We felt he was in safe hands.”

“Kendra is amazing as always. I always feel comfortable and at ease when my dog is in her care. She provides quality care and consistent updates. I highly recommend her services.”


“Aaren and Jordon are practically family now. This is the second time they have watched my girl and they take the BEST care of her. They love on her, make sure she is getting fresh air, and even take her on outings. I almost hesitated to write this review because I don’t want yall to know how great they are and then start taking all to spots - just kidding! I can’t be selfish! Everyone deserves to feel the peace I feel when my pup stays with them ❤️.”

“Raye is the best! She was very responsive and kept me frequently updated. She took Hugo everywhere, the park, drive in cinema, on a hike. I think now I’ll have to level up my play game. Also, she was pretty flexible, my flight was canceled and that was very helpful.”


“My dog Boomba came back from her 9 day stay with Damacia a happy dog! Damacia was easy to stay in touch with and sent me photos and updates daily. I would def book with Damacia again!”

“Our pup Fizz always loves going to Amy’s house. Both her and her husband are fantastic people who treat Fizz like a family member. We always love the pictures and videos she provides daily to keep us updated.”

“Evie was amazing. We had a 6 night trip and she was able to help watch our 1 year old Dutch Shepherd. Large backyard which is great for the pup to run around in as well. We will definitely ask again when we go on another trip!”

“Shay and Jake took care of my 9-year old Goldendoodle for a week and were amazing with her! They updated me daily with how she was doing and made sure she got lots of loving and play time/exercise. Shay was great with communicating all the details with me both before and during my dog’s stay and made me feel very at peace with having my dog there! Will definitely be using them again when I need a sitter!”

“I am very pleased with the service I received from Miguel, he kept me up dated with the dogs everyday. The were happy and treated very well. I will use him for any further trips I take. Thank you for such a great job 👍”


“I always know that my dog is safe, comfortable, and taken care of with Zach. Ardo loves hanging out with him while I’m at work, and when I went out of town for the first time, it eased my anxiety knowing he’d be somewhere he was loved and cared for. Zach did an amazing job of keeping me updated and checking in, and was very flexible when my flight home got delayed.”

“Julie took such good care of my energetic girl Indi! She seemed to be right at home in all of the pictures and got some good run time in in their spacious backyard. Definitely will be booking again!”

“This is the 2nd time we have left our dog with Dylan and once again he was amazing! Our pup was well taken care of and we had no worries about her while we were out of town. Dylan sends daily updates and is quick to respond with any questions we have. 5 plus stars!”

The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
Aaren and Jordon are great! Communicative and sent regular updates during the stay. You can tell they are dog people and truly care for the pets during their stay. Dale and Cyrus had a great time staying over and they'll be looking forward to their next staycation!

Triston watched over our two dogs while we went on vacation for a week and we couldn’t be more pleased with the experience we had! Triston has a genuine compassion towards animals that we immediately felt when meeting him. He preferred knowing daily habits and schedules which we really appreciated. We will definitely be reaching back out to Triston again in the future!

I couldn’t have asked for a better dog sitter! From the very beginning, I felt completely confident that my dog was in loving and capable hands. Tiffany provided excellent care, attention, and affection, and it was clear that my dog was happy, comfortable, and well cared for. She was reliable, responsible, communicative, and attentive to every detail. I especially appreciated the updates and knowing that my dog was being treated like family while I was away. Her genuine love for animals really showed. I highly recommend her to anyone looking for someone they can trust completely with their beloved pet. I will definitely use her again! 🐾❤️ Thank you for taking such wonderful care of my fur baby!

Noel was amazing to work with! She responded quickly after a rover cancelled. We got a quick meet in and greet in and it was perfect! Her home has a nice back yard and her and her boyfriend provided so much love and attention! Great people and a beautiful home, can’t recommend enough.

Gaelle took wonderful care of Oakland while I was away! Oakland was feeling a bit under the weather from anxiety leading up to my trip, and Gaelle was incredibly attentive, keeping a close eye on her and sending regular updates and photos that gave me so much peace of mind. Thankfully, Oakland's stomach settled, and it was clear she was in great hands throughout her stay. I really appreciated the care, communication, and kindness Gaelle showed. I wouldn't hesitate to book with her again and would absolutely recommend her to anyone looking for a trustworthy sitter!

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?
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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
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