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.
“Michelle did a wonderful job watching our boy Remy! He can be very shy and nervous in new environments but Michelle made him feel right at home. Loved getting the updates and photos while we were out of town. Highly recommend and will book again :)”

“Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!”

“Myrna was great with our dog Archie!! She's very experienced with watching dogs and her house seems like a great environment for dogs to have a great time. I'd highly recommend her!”


“Aaren and Jordan were such fabulous sitters for my itty bitty 80lbs pittie! They sent several pics and vids throughout his 2day stay which definitely put me as ease. Highly recommend!”
“I was so impressed with Matt! He sent updates and pics of my pups and they had a wonderful visit with him. We will definitely be booking with him whenever we stay in Richmond.”


“Well, I just want to say they did wonderful with 2 dogs that have never had sitters before. They were so happy when I picked them up I knew they did a wonderful job. Unfortunately, one of my dogs is truly I'll, and they handled it wonderfully. Thanks guys. DOG has a vet appointment tomorrow and hopefully we have better enzyme results today. If not, I know they had great care. Thank you so much! ”
“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”

“Stacey was the ultimate sitter and I couldn't have asked for a better first experience with Rover! She scheduled time for our dogs to meet in a public area first followed by a tour of her home and yard where Sebastian would be staying. I received photos of how much fun he was having while on my trip, and to be honest I bet he's looking forward to his next stay, what with having a four legged buddy and a wrap-around, fenced-in yard for unlimited zoomies. I can't recommend Stacey enough and will be sticking with her whenever it suits going forward.”

“Excellen all around! Great communication before and during our trip, with lots of consideration for the dogs’ routines and comfort. Loved all the photos that showed us the dogs were having a great time at “camp” — knowing they were in good hands let us enjoy our trip all the more. Wouldn’t hesitate to book again.”

“Kendra was amazing with Tinkerbell. She kept us updated each day which put our mind at ease with this being our first time using Rover. The pictures where the best as we could see in real time how well she was being cared for. Thank you Kendra!”


“I am more than pleased with the ❤️ and care DAMACIA provided for my 3 months puppy. I would recommend her and we will be going back. Was a little nervous at first, but she reassured me he would be fine even around other Fur Babies.”


“Tiffany was awesome, she took Roxie very last minute with open arms. She sent me pictures throughout the duration & kept me updated. I felt very comfortable & will definitely be back.”

“We had an amazing experience boarding our dog with Deven and Tyreek from start to finish! They treated Riot just like their own; he was happy, comfortable and loved! Their communication was excellent, especially the frequent updates they sent with pictures and videos to show us how much fun Riot was having. We (Riot included) are grateful for the care they provided and would absolutely book them again in the future!!”

“I feel so confident taking my older dogs to Emily. I know she'll give them lots of love and make sure they're comfortable and content. So happy to have found her!”

“Libby was a lifesaver for us. She took care of our geriatric Golden for three days while we were away, then stepped up for an additional four days at the last moment due a a medical emergency, even buying addition food and supplements as needed. She is clearly a dog lover, and our Golden was very comfortable and well cared for with her and her two dogs. Excellent communication and lots of photos completely set our minds at ease at a time when we didn’t need any additional worries. We even got a thorough report-card and little polaroid of our Golden when we picked her up. I can’t say enough good things about Libby. Your dog would be very lucky to have her as a sitter.”
“Abby was a wonderful sitter for my two large Dobermans. The oldest has cancer and the youngest, I admit, is a spoiled handful. Abby was knowledgeable in the handling of both. I recommend her highly.”

“Laura was fantastic! She sent updates and pictures everyday. Nellie had the most fun with Laura and her family. I loved how they really adopted Nellie into the family for the week!”

The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
Ross and Ava are fabulous sitters! This was my dog’s first time staying with them and their sweet dog, George, and I was wondering if Reggie would want to come home with me after being taken care of so well! 😊 Ross & Ava were great with providing updates and also being mindful of the heat for walks. Finding a sitter can be such a stressful process but Ross & Ava were great with coordinating a meet and greet beforehand and putting my mind at ease. Your pet will be in great hands!

Allison is the best! This is the second time we’ve used her and she’s nothing short of wonderful. She lives on our baby like they’re her own and she updated us so consistently that we felt like he was with us. I’ve used sooo many dogsitters in the past having had dogs my whole life & none compare to her level of service !

Morgan was amazing, and it seems like Ruby had so much fun with her and her dog. Morgan sent plenty of pictures and updates. She was very understanding and communicative when I had stressful return flight delays and cancellations. I’ll definitely rebook her next time I travel and need to leave my pup behind.

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!

Evie was understanding when we had to cut our trip short, shortening the boarding time needed. She was flexible as I notified her on a daily basis that we would not be starting that day. When we dropped Brady off, we were happy to see that Evie lives in a well kept house in a safe neighborhood. She took really good care of Brady, giving him daily supplements, feeding him twice a day and taking him out for walks and plenty of bathroom breaks. Brady even got along with her friendly dog, named Cupid. She shared photos and a video of them playing. She's among the best boarders we've had on Rover.

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.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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
















