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 for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“We had the BEST experience with Kyle and Des! Our puppy Fernando loved hanging with them, their family, and their other boarder. They made us feel so comfortable leaving him for the first time and even gave him a bath before we picked him up. Kept us in the loop with photos and texts as well. 10/10 would recommend.”
“My pup had such a good time and came home exhausted after hanging out with Laurel and her family! He got along very well with her dogs and children. Laurel was very responsive and provided great updates. Can’t wait for his next stay with her!”
“Rosie was so well cared for while we were out of town. We got multiple updates with photos every day. She took our dog on multiple walks per day, brushed her everyday, and made sure she had plenty of play time. Above and beyond great.”
“This was the first time I've used Tamara. She did a great job with our anxious havanese, Parker, and I think he settled right in. She has a small dog herself and it sounds like they got along well. Communication was great, as well the photos she sent while we were gone. Recommend!”
“Andrea was wonderful with Ruby during her recent stay. She has a fabulous fenced backyard that gave Ruby plenty of space to run and play, which was such a bonus. Communication was excellent from start to finish — consistent updates, quick responses, and a clear sense that Ruby was in good hands. Andrea clearly has solid experience with dogs, and it showed in how comfortable and happy Ruby was when we picked her up. We’d gladly book with her again.”
“Dana is friendly, communicative, and made me very comfortable leaving Jade in her care. She was flexible when I had a flight delay, which was super appreciated! Jade came home a happy pup. Will book with her again.”
“We were very happy that we found Erin and Sebastian to take care of Taz while we were on a trip. From our first meeting it was obvious they care about animals. Erin sent several updates and pictures during the week to let us know Taz was in good hands and doing fine. Will not hesitate to use them again if needed. Thanks again for your care.”
“Riley was so happy with Dalia and Dainius and their daughter Milda! I’m sure she hardly missed me at all between their walks and play time. 😊 It was also wonderful how accommodating they were to watch her less than a week out! Highly recommend!”
“Jessica was so good with our dogs. Her kids were very sweet and loved to play with them. She has a big yard for the dogs to run around and lots of places for them to hang out or get cuddles. Jessica was very quick to respond while we were away, and we felt very comfortable leaving them with her family. She was very understanding and was a lifesaver when we had a last minute change of holiday plans.”
“Darcy was an amazing sitter for our dog, Eddie. He had so much fun and she kept us updated and sent us pictures of him having a blast, which we really appreciated. Thank you again for taking such good care of our dog and we can’t wait to have him back over!”
“Hillary is kind and so loving with our dog. I received pictures and updates each day. And her family is absolutely delightful. Highly recommend! Will book again with Hillary soon!”
“Leslie is amazing! Pip and Molly were so comfortable there and felt right at home. We received lots of pictures and updates our entire trip. Leslie is very kind and nurturing and we will definitely be booking with her again.”
“I'm a very frequent client of Heather having to travel overnight for work 3-4 times/month and I couldn't be more pleased with the service and care she gives to my Golden Retriever. He is always happy and tail wagging when i drop him off and is wore out from all the playing after i pick him up. Heather is great at communication by being very quick to respond and i get frequent updates and pictures during my pup's stay. Highly recommend her!”
“Our dog had a great time. Running around in the yard and being cared for. Will definitely see if Stephanie and Jennifer are available for the next time we're out of town!”
“Darby was a great dog sitter for our dog!! She sent tons of updates, took her on many walks and our dog had so much fun with her and her family. She was easy to communicate with and I would book her again in the future!”
“My dog loved the farm life!! Ricci was so kind and is amazing with dogs. She sent pictures and videos, which I always appreciate. My dog was wiped out by the time we got home. I highly recommend! We will be back.”
“Stacy’s home was the perfect place for Huck during my time away! He had so much fun playing with her pup, Bear, and sounds like did great! I loved getting updates on how we was doing at least once per day, with pictures to go with them! And Stacy was a great communicator when I had questions too.”
“Ciara is a good person, a reliable person and a life saver. She was so kind to my stressed out family before our trip, very gentle with my dog and an excellent communicator. Thoroughly grateful for her help these last two weeks.”
Over 1,008 pet parents in Windsor have booked dog boarding
Windsor dog parents share their Rover experiences
Salena was great with my dog Frankie. She posted his status everyday and spent time with him taking him on walks and to the local dog park. She also spent some time teaching him new tricks! She was very conscientious and very friendly. I will definitely ask her to look after Frankie the next time I go on a trip.
Our dog Remington loves Callie and Aaron and they always take the best care of him as well as send the cutest pictures while we are gone. Remington mostly only stays with family but I think he enjoys staying with Callie the most. He loves their dog Nugget and enjoys all the snuggles and walks. Thanks for all the love you give to our old boy!
Naomi is excellent as always! She is professional and trustworthy - and my girls love her and her beautiful family. She keeps me updated with real-time photos/videos of my girls, so I know they are being well-cared for and safe. I would highly recommend her for all of your pet-sitting needs!
Our dog Ginger stayed with Jamie and Ryusei for the weekend and they treated Ginger like she was one of their own. They sent many pictures of Ginger so we could see how happy she was. I would recommend Jamie and Ryusei to care for your pet. We will be using them again when need be.
Katy S. was beyond amazing!!! From start to finish, her communication was excellent—she sent updates at least three times a day, always with adorable pictures that put our minds at ease. It was clear our lab was in great hands and having a blast. Her two-year-old son was absolutely precious and so sweet with our dog—it was heartwarming to see their bond. We will definitely use Katy again and recommend her to all of our friends. Thanks so much, Katy!
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!
The median cost per night for dog boarding in Windsor is $45
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.
Sitters in Windsor average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2026, the median cost of dog boarding in Windsor is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windsor dog boarding rates can be found as low as $26 to as high as $66 per night.
As of Apr 2026, 748 sitters provided dog boarding in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters 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
There are 748 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 98% of sitters offer daily exercise, 99% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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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