Dog Boarding in Windsor, VA
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.
“Rachel took very good care of Fendi. She sent texts and pictures. Fendi has a new boyfriend! Her son! lol she was following him around. lol thanks for taking care of her. 😊”
“Megan was amazing I recently boarded my rescue Prince for the first time, and I couldn’t have asked for a better experience! Megan took such amazing care of Prince during his two-night stay. She went above and beyond—sending me some of the best photos and videos I’ve ever had of him, including clips of him playing and socializing with larger dogs (which was a first for him!). It meant so much to see him having that kind of fun and confidence. Megan also kept me updated with daily “doggy report cards” and personalized notes, which were such a thoughtful touch. When I picked him up, it was clear he had an incredible time—he was almost sad to leave! He even made a new best friend with her dog, Kava. I’m so grateful for the care and attention Megan gave, and I will absolutely be booking with her again. Truly a 5-star experience from start to finish!”
“I am so glad I found Vania. I was concerned leaving my dog with a new sitter but everything was absolutely fine. Vania was very welcoming and I know my dog was in great hands.”
“Rachel was amazing, thoughtful, communicative with pictures of Egg throughout our trip. I highly recommend her as a Rover hire. Also, Rachel kept Egg active with her fenced in yard and when we picked her up she was happy and pooped!”
“Once again our girl had a great time with Jessica! Jessica did a great job of communicating throughout our dog’s boarding, and I love knowing that she’s having a great time!”
“This was my first time using Rover and Isaac and Omaira made it the easiest process. They treated Spudz so well and kept me up to date on everything the whole 4 days she was there. I will defi itely be booking with them again and I don't know if I will use anyone else!”
“My loved dogs received excellent care! Lots of pics. Dogs were brushed and clean when I picked them up. Their tiny dog got along great with my bigger dogs! I recommend them and would use again.”
“Megan was TERRIFIC! She kept our two dogs for 3 nights and they came home so happy and worn out! She goes above and beyond with pictures and I screwed up and didn’t send enough chow and she supplemented on her own! 100% will recommend to everyone!”
“What an amazing experience. This is the first time my boys have ever been boarded and they were treated like they were her own. They played with other dogs, got socialized by an expert. I am not sure they wanted to come home. This is the only person they will board with again.”
“What a wonderful home for my dog Pixie to visit. I think her time there was like being on vacation. Lauryn did a fantastic job. The home is cleaner than mine. The fenced in back yard is spacious. The whole family is attentive and loving towards Pixie. Highly recommend.”
“Our second booking with Kimberly—and a longer one this time. Her care of our dog has been most excellent—we know he’s safe and loved on while we’re away.”
About: I’ve owed 4 Labrador retrievers, and still currently have two, one is my duck dog and one’s my old retired boy. I love animals. We enjoy daily walks, and mental stimulation! They get plenty of outdoor time as well as one on one time! I’m currently working as an estimator from home so I have plenty of free time for animals and making sure they get the proper care they need while under my supervision! I have all necessities for animals. I have an out door dog run, I have indoor kennels, I have a designated area inside, I give mental stimulation toys and treats. I make sure the dogs are going outside atleast every two hours insuring the have there energy out and not missing any potty breaks man
Over 109 pet parents in Windsor have booked dog boarding
Windsor dog parents share their Rover experiences
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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 $38
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 9 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 $38 per night, including service fees. Boarding your dog for one week typically costs $266. 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 $31 to as high as $55 per night.
As of Jun 2026, 320 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, 96% of Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 320 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, 100% offer medication administration, and 97% 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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