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.

“I was worried about sending our dogs to an unfamiliar sitter because one tends to be nervous around new people. Ayme and Andrew were awesome! Ayme sent lots of pictures and our dogs were spoiled and extremely well taken care of. I would definitely recommend Ayme and Andrew!”
“Michaela was absolutely fantastic with Zephyr and it was so clear he had such a great time with her this weekend! During our stay she sent tons of pictures to keep me updated on what Zeph was up to and was very communicative throughout the whole rover process. We met ahead of time during a meet and greet where Zeph got tons of time to get to know his new aunt Michaela and vice versa and it was clear to see how great she was with handling him from the start. We will absolutely be back and are so happy to have met you! Thanks so much for taking such great care of Zephyr!”
“Matt’s place is my girls favorite place! They get the backyard, the cozy home, and all the friends they could hope for!! They don’t want to come home! Thanks for taking such great care of my crazy girls!”

“Myrna was great with my little guy! She gave updates the whole time I was away and helped with his anxiety while I was out of town. She made sure he had everything he needed and more! Thank you Myrna!!”


“Hilary was an amazing sitter for my girl, she took her for runs, played extensively and even made time to always keep me informed. I would trust her again and again and really appreciate the peace of mind she offered while I was away. ❤️”


“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”


“Aaren and Jordan are absolutely amazing, phenomenal pet sitters! From the moment I left Arya in their care, I knew she was in loving and patient hands. They treated her like family, and that meant everything to me while I was away. Their communication was top-tier—they kept me updated consistently with messages and check-ins, which gave me so much peace of mind. On top of that, they were incredibly flexible and accommodating, making the whole experience smooth and stress-free. Arya truly found her second home with them, and there’s no doubt they are now her permanent sitters. I appreciate them more than words can express and can’t thank them enough for the love and care they showed my big girl. 💕🐾”


“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.”

“Raye is a wonderful person and was soooo caring and sweet with my shy girl. She gave her loads of snuggles and attention and sent multiple updates each day via photo and videos. So grateful to her!!!”

“I couldn't be happier with Stacey and the way she cared for my Gonzo. I am always apprehensive leaving Gonzo with someone new, and I've never left him with a sitter who had dogs bigger than he is. But Stacey just loved on Gonzo and made him feel safe and comfortable in her home. He had full access to her huge fenced in yard, a private room for when he wanted alone time, and he spent most of the day on Stacey's heels, or cuddled up next to her on the sofa. Stacey keep me posted daily with photos and little tidbits of info that made me feel comfortable that he was doing just fine for the 4 days we were away. The thing that impressed me most was that on the day we arrived to pick Gonzo up and take him home, while we were packing up his belongings, he leaped up onto Stacey's lap. Clearly, he was very comfortable with her! I highly recommend Stacey and we will definitely use her again.”

“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 👍”

“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!”

“⭐️⭐️⭐️⭐️⭐️ Kendra did an amazing job watching my fur baby Rylo! She kept me updated throughout his stay with plenty of pictures and messages, which truly put my mind at ease while I was away and showed how much fun he was having. It was clear he was well cared for and loved. To top it all off, she even sent him home with a sweet gift 🥹💖. I’m so grateful for her care and would absolutely recommend her to anyone looking for a trustworthy and attentive pet sitter! I will definitely be booking again for future stays.”


“Damacia was fantastic! Our Goldendoodle puppy loved playing with her dogs and was very well-cared for. She came home clean, happy and tired! We’d definitely recommend and will use Damacia in the future. We are so grateful to have found her!”


“Jeremy took care of my dog Parker while I was out of the country for a week. I felt Parker was in excellent hands and seemed happy and rested when I got back! Jeremy was super communicative leading up to Parker’s stay as well as during it sending lots of fun videos of their strolls around the neighborhood. Would definitely use Jeremy again!”

“Elizabeth agreed to watch my dog last minute and was very accommodating and kind! She sent me a lot of pictures and updates and made it feel like I wasn’t even away from my pup! I definitely look forward to booking with her again.”


About: I’ve been a dog lover for as long as I can remember. Growing up, my family always had dogs, so caring for them has always been a natural part of my life. I genuinely see animals as family, and I believe they deserve the same love, patience, and attention we give our children. Friends know they can trust me with their pets, and I’ve cared for my best friend’s pug whenever she travels, making sure he feels loved, comfortable, and keeps his routine. My goal is to provide every pet with a safe, nurturing environment where they can feel happy and at home until they’re reunited with their family. Your pup will enjoy a calm, clean, and cozy home where they’ll be treated like part of the family. I work around a flexible schedule, allowing plenty of time for potty breaks, walks, playtime, enrichment, cuddles, and rest throughout the day. My apartment community features a fenced dog park, and we’re surrounded by beautiful walking trails that are perfect for exercise and sniff adventures. Whether your dog loves to play or prefers a peaceful place to relax, I’ll make sure they feel safe, comfortable, and cared for while you’re away. As someone who naturally enjoys caring for both children and animals, creating a warm, loving environment comes easily to me. I’m patient, attentive, and believe every dog has their own unique personality and needs. Whether your pup enjoys long walks, playing fetch, lounging on the couch, or simply having someone nearby, I’ll make sure they receive personalized care, plenty of affection, and regular updates so you can have peace of mind while you’re away.
“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.”

The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
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!

Raye is a dog whisperer! She was a wonderful caretaker for our elderly companion. Our dog rarely switches his scenery up outside of our home so it was comforting seeing him adjust so easily with Raye - who ensured his safety and comforbitjty including a few extra needs of his because of his age. We received daily updates and was able to enjoy our time away while our dog enjoyed new friends at Rayes house. We give doggy adventures above 5 stars and will be back again. Thank you!
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?
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.
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