Dog Boarding In Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Windsor dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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!”
“Hilary took wonderful care of Oakland during my five-night trip! Oakland loved running in the yard, and Hilary kept me at ease with regular updates. I felt completely comfortable leaving her in her care and will definitely reach out to her again for future dog-sitting needs!”
“Matt was wonderful and easy to work with. Our dog Marlowe loved being at his house and having other playmates to be around. He communicated concisely and quickly with us. He took fantastic care of our little one and we would recommend him to anyone looking for a dog sitter.”
“Michelle always does a great job sitting my dog. I had a last minute trip planned and she was able to accommodate. I even had a delayed trip back home and she was very flexible which I appreciated.”
“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!”
“Our Golden made fast friends with Ross & Ava & there gentle Great Dane, George. They were very responsive and reasonable. Will use again when visiting in Richmond.”
“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!”
“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.”
“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!!!”
“Dewi and I have had a wonderful first experience boarding with Alex! I was out of the country for two weeks, but always could tell form the updates, photos and videos that my gentle old man was in the best of care. Especially loved seeing him get special attention on his 15th birthday! Alex has much experience with all types of dogs, and it shows. Very professional. Thank you so much!”
“My fur-child Jetson had a great 4 day stay at Julie"s place. She kept my mind at ease by sending lots of updates and pictures while he was in her care. She also was great at making sure he stayed on his medication and letting me know exactly how she was handling his anxiety and health concerns. I was so comfortable with her care of him and will be sure to book her again in the future!”
“I had a great experience with this sitter and would absolutely book again. They were reliable, professional, and clearly cared about my dog’s comfort and well-being. Communication was consistent throughout, and I appreciated the updates and attention to detail. My dog came back happy, well cared for, and in great condition, which says everything. It’s not easy trusting someone with your pet, but they made the whole process smooth and stress-free. Highly recommend to anyone looking for a dependable and attentive sitter.”
“⭐️⭐️⭐️⭐️⭐️ 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.”
“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!”
“Abby did a wonderful job taking care of my Sammy. She kept us informed of how he was doing. We could enjoy our trip knowing he was in good hands. He was healthy and happy when we picked him. I would highly recommend her”
“Can’t recommend Angelica enough! She took amazing care of my brand new three-month-old puppy and he definitely loved every minute. She’s super responsive and responsible and was dialed in on every detail, plus sent frequent detailed updates, which I loved. She’ll be my go-to forever!”
“Deven and Tyreek were amazing! They took great care of my dog and kept me updated with photos. You can tell they really love animals — my dog was happy and comfortable the whole time. I’ll definitely book with them again!”
Over 143 pet parents in Windsor have booked dog boarding
Windsor dog parents share their Rover experiences
Ross and Ava were amazing care givers to my 2 large breed dogs. They handled anxiety issues on the first couple of days of my pups 9 overnight stays with kindness, care and immediate communication with me and allowed for solutions to be attempted instead of throwing in the towel. I am truly grateful for them and their daily follow up along with photos of their walks and cuddle moments.
Chris was a phenomenal dog sitter and can’t mention enough just how great of a job he did watching Pepper. He walked her multiple times a day and they were nice long walks too. He also was extremely attentive and made sure understand everything I told him about Pepper. He’s also super accommodating and played tug with her plus let her on furniture. He’s also extremely responsive and quick with his responses too. Overall if you ever need a dog sitter Chris is your guy and I definitely plan on booking with him again in the future. You can be at ease knowing Chris is watching your dog.
Myrna did a fantastic job watching our dog on very short notice! He's a 14 year old yorkie mix so he's got some anxiety issues but Myrna was so good getting him to calm down and settle in and eat and feel safe. She took such good individualized care of him, sent us pictures and kept us updated the whole time. She had so many good reviews and high ratings, and she absolutely lived up to it! Thank you again for everything Myrna!
Zach was a fantastic dog sitter. He took serious consideration of my dogs wants and needs and implemented them. The fact that he works from home gave me such peace of mind knowing that my dog would have companionship for the majority of the day. And when Zach says he loves being outside and active with dogs, he means it! I think my pup got more exercise with Zach than I've given her in years lol. Will be keeping him bookmarked for future sitting needs. Thanks, Zach!
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.
Popular requests near you
Select a filter and find qualifying Windsor sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windsor.
Rover makes it easy to find Windsor dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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