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.
“Mich was awesome! Our dog felt welcomed and comfortable during her stay. Mich’s dog, Milo, was a good companion/ host. Great back yard. Mich sent pictures and regular updates. Couldn’t have asked for a better experience.”


“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. 💕🐾”

“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!”

“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 was absolutely wonderful our Dalmatian, Juniper! He was also so accommodating when our flight home was cancelled resulting in us picking her up a couple hours later than originally scheduled. I would highly recommend him if you ever need a sitter for your dog, and would not hesitate to book with him in the future.”

“Alice came home from a long stay happy, relaxed, and waggy. Grateful to Ross and Ava for their thoughtful care, communication, flexibility, and laid back orientation. We (and by we, I do mean Alice…) will be back!”


“Hillary was absolutely wonderful watching my pup Zephyr for the day. She sent pictures while Zeph was staying with her and kept me updated on details regarding how he was adjusting and feeling while in her care. It was clear to see how much she cared and prioritized my pups comfort over everything. We will absolutely be coming back and I look forward to zeph staying here again!!! :)”
“Stacey is so great with my Puppy Poppy! We are still crate, potty and puppy manner training and she was able to keep up with training while we were away. I loved getting updates and pictures throughout the weekend and even was able to keep her an extra night because we were stuck in traffic and wouldn’t get back until later than expected. Poppy had a wonderful time and says she can’t wait until her next stay with her new friends!”

“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!”
“Kendra did amazing Niko!! She let us know how he did every single day with a detailed explanation which made me feel super comfortable. She kept my mind at ease. Will forever be going to Kendra ❤️”


“Highly recommend. Damacia took care of Teddy very well.. Teddy attached to her as a family member. She updated every day with his picture. Thanks Damacia 🥰”

“Julie is awesome! She went way above and beyond what I expected and made huge efforts to make Ginger (my high-energy Harrier) comfortable in her home. I love that she used positive reinforcement to keep Ginger inline instead of negative feedback. Ginger even escaped from her house and thank goodness Julie was able to call her back. Julie sent tons of updates via video and pictures keeping me well informed of everything going on during her stay. Ginger had ZERO separation anxiety when I picked her up and brought her back to my house. She normally has very extreme separation anxiety and I was out of town for a long time, so this was a HUGE relief for me (and Ginger I imagine as well!) Having Ginger stay in a loving home environment was so much better for her than the typical dog boarding environments. I feel like I picked up Ginger from an extended sleepover, not an exity filled environment typical to boarding. I highly recommend Julie to watch your pet!!! Your little one will feel so loved and welcomed. Julie is awesome!!!”

“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!”

“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.”

“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!”

“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!”

About: Although I don't have a pup of my own , I've loved dogs since I could walk! My grandmother and Aunt always kept their dogs around me and they became my best friends. Over the years I've cared for the pups of my friends and family. I currently work full time as a Licensed massage therapist. Weekdays are my busiest and weekends are typically when I'm free the most. I’m the perfect person to take care of your pups during your weekend getaways! I live on Bainbridge st but I know of plenty of safe spaces and trails to walk nearby. My apartment is dog friendly and I will have plenty of places to walk and play with your pup. I don't have any children or other pets , so your pet will get all my love and attention!
“Laura had my dog nova for a week.Great with keeping you updated on your pet.Nova had a blast will definitely use Laura again.My dog was sad to go home that’s how much fun she had”

Windsor dog parents share their Rover experiences
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.

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.

















