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

“A friend recommended I use Rover.com and specially Alan and Luis to board my young golden retriever. From start to finish this was an excellent experience for Shilo and myself. The Rover.com app is extremely user friendly and Alan and Luis provided a warm, homey atmosphere for my pup. I had never left her overnight and it was so comforting to get daily picture updates while I was away. Shilo was clearly having the time of her life! I have already booked another stay and will use Alan and Luis and Rover.com for all my boarding needs.”

“Let start by saying that this was my first time leaving my 7 month old pup with a sitter so I was a little nervous about leaving her. Christie helped me to feel at ease by sending me pictures of my Zoe looking happy and relaxed in her home. She took great care of my baby and I would definitely use her again.”


“We loved our sitter, Nancy L. for Hershey. Hershey had a great time and enjoyed his time with her. He went on a lot of walks. And we received a lot of pictures from Nancy. We will definitely book with her again.”

“Betsabeth is great with Grizzy. We don’t worry that he won’t get played with or cared for when she’s watching him. She also is accommodating to our pickup/dropoff schedules. Highly recommend!”

“I would highly recommended Ifan! This was the first time I have ever boarded my dog Charli and he regularly updated me about how Charli was doing and provided Charli with great outdoor/indoor playtime with other pup friends as well. Ifan himself was very responsive to any messages I sent him. If I ever need to board Charli again I will definitely do so with Ifan and would suggest others to do the same.”

“From the meet and greet we had I knew she would take great care of Ethan while I was away. She was very responsive and so incredibly friendly and seemed to understand his body language. She is amazing and I am definitely going to book with her again!”

“Katie and her family took wonderful care of our pup. We felt very comfortable leaving her in their care for the week and would definitely choose her to care for our dog again!”


“Kathryn and Jeremy took excellent care of our dog Max while we were away for a week. From our first meeting with them, it was clear that they had experience taking care of dogs and were very understanding and knowledgable about our dogs unique care needs. We felt so comfortable leaving Max with them and when we picked him up it was clear he LOVED his time there and can't wait to see them again! Thank you Kathryn and Jeremy for taking such great care of Max!”

“Nazim was so great!!! He sent so many pictures of my pup and she warmed up to him right away. He was so flexible when my travel plans changed and he gave me updates on how my dog was doing all the time. Thanks Nazim!!!”

“Allison was great with watching our dog! We had a short notice request and she was able to communicate effectively and efficiently what would work with her schedule along with ours. She sent updates and photos regularly. Our dog had tons of fun running around in her fenced in yard! Thanks again Allison. 10/10 recommend.”

“Angela has once again exceeded my expectations caring for my pup, Eleanor. I let her know she had an upset stomach before coming and Angela had chicken with rice ready to go. As always, I received daily pictures and updates of Eleanor with her besties, romping around the big yard. Thank you for opening your home a second time, we'll be back soon!”

“Sean and Jill were great! They helped me very last minute and although I have a semi aggressive dog, they were very welcoming and not discouraged at all. Their house is perfect for dogs as they have a small doggy door. My dog followed Sean right into his house upon seeing him outside so he must have felt a good vibe haha. They also responded very quickly to messages and offered to feed him the same food they feed their dogs. Would 100% recommend them!!!”

“Jennifer and Inam were such great caretakers! I had a last minute trip for work and they were so flexible and accommodating on very short notice. I interacted mostly with Jennifer and I could tell how much love and care she pours into all the dogs. My pup was so sad to see her leave when it was time to go! Thank you for taking such great care of Olivia!!”
“Katie took excellent care of Sadie while we were away on vacation - after meeting her during the meet and greet I felt super comfortable leaving Sadie at her house. Will absolutely use her again for any future vacations, she is quick to respond and very accommodating!”

“Haoran was an excellent pet sitter for our dog, Mango. She was so friendly and took great care of our pet by letting her have plenty of outdoor time and making sure she was comfortable. I would recommend her pet sitting services and look forward to working with her again!”

“Corby had a wonderful time with Andrea and her family! She was great with communication and I picked up a very happy dog at the end of my trip! Thank you for taking such good care of my boy!”

Over 335 pet parents in Windsor have booked dog boarding
Windsor dog parents share their Rover experiences
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 $50
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 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Windsor is $50 per night, including service fees. Boarding your dog for one week typically costs $350. 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 $57 per night.
As of Jun 2026, 661 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, 93% 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 12 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 661 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 97% of sitters offer daily exercise, 96% offer medication administration, and 95% 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.










