Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 65 pet parents in Windsor have booked dog boarding
Windsor, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Shelly’s the absolute best - my dogs adore her and love getting to stay with her, even my anxious needy dog. She sends wonderful pics and videos and really treats them so well”
“Vania is an EXCELLENT dog sitter. She kept my 10 week old Benji (He's a Cavapoochon) overnight when I had to make a trip to North Carolina. She frequently updated me on how he was doing with texts and pictures. This was Benji's 1st stay away from home and I was never worried that he wasn't being taken care of. I highly recommend Vania for dog sitting and boarding. I will definitely use her services again! ?”
“Jessica was the absolute best! I felt like my puppy was with family versus boarding. Not only was she welcoming but he was welcomed by her entire family and I felt he was treated as if he was their own puppy. Her communication before and during the boarding session was great. She gave the best updates with some of the best photos. I will definitely reach out for future needs”
“Zoe and Kobi felt so at home with her family and two doggies Minnie and Max. I'm very appreciative of her offering her home for this to stay while I traveled over the weekend.”
“Shanae was absolutely amazing , and Nova fully enjoyed her time with Shanae and Ash. I would definitely book with her again with no hesitation. She’s attentive, keeps you informed, and makes sure to send lots of pictures. She truly has an amazing spirit”
“Emily, Thank you for taking care of Fergus. I believe he enjoyed playing with your daughters and pets plus running around in your fenced in backyard. I will contact you again when needing Fergus help.”
“I am so grateful to have found Jackie and Kevin on Rover. Communication was great, and as soon as I met Jackie I knew that Buster and Coco were in loving hands. I received pictures of them snuggling up looking all cozy. Coco is an older dog and needed a little extra care and patience. Jackie didn’t hesitate and she gave her the very best. I had so much comfort and peace of mind during my trip while the dogs were with Jackie and Kevin. I absolutely recommend these sitters! I couldn’t be happier.”
“Gail was absolutely wonderful! Responded quickly with a meet opportunity and welcomed Piper into her home. She gave lots of snuggles and sent updates and pictures. Will book repeat visits!”
“Kim is FANTASTIC! My boys had an absolutely amazing time. We rarely leave them. Before we would just have someone come to let them in and out, plus make sure they had food and water. The last time our wolfhound got too depressed being without people. This time we knew we wanted them to be with someone. Kim was amazing! She gave us TONS of updates and was so patient and understanding with our youngest pup “adjusting “ to a new environment. They boys had a great time! We are excited to have found a safe, loving environment to leave our fur babies with while we are gone!”
“My kitties were so loved and cared for! This was the first time they went to a cat sitter and I can't believe how lucky we were to find such an amazing pet sitter! Thank you so so much🤩😍”
“Rebecca took great care of my puppy. Mimosa stayed overnight and had a blast! Will definitely have her puppy sit again. Thanks Rebecca for caring for my lil fur baby.”
“Melissa was great ! All paws up here. She truly went above and beyond; she sent us daily updates on our Fancy (pictures and descriptions of her day) so we always knew how she was doing. Will definitely be booking with her again for our next vacation.”
“Anastasia did a great job with our girls! Her backyard was big and specious, giving our high energy girls space to play! She sent updates daily and was very accommodating for our last-minute booking!”
“Rachel was great! She kept in constant communication keeping my mind at ease our whole vacation. Oreo had a great time and is still recovering from all of the fun he had. I will definitely be using Rachel again and appreciate her kindness and understanding as we navigated this first time away. Thanks Rachel!!! 5 stars for sure”
“Cody was fantastic with our two dogs! She watched them for two days and one night, and we couldn't have been happier with her service. She was extremely professional, friendly, and communicated clearly with us throughout the stay. She was even able to accommodate a last-minute schedule change without any hassle. Despite it being a short visit, she made sure to send photo updates and check-ins on how the dogs were doing. We highly recommend Cody and would definitely hire her again!”
“We came to VA to bring our son to college, the furbaby was slightly in the way (please don’t tell him I said that!)…so, I contacted Tyrah and she responded immediately and was willing to take our baby with short notice. Tyrah was an absolute god send. She was so polite, her place is super clean— I think my baby came back cleaner than I left him! lol… She sent me daily pictures of my baby settling in just fine with her. He came back mild mannered with his lover boy cuddly personality (usually he comes back from sitters pretty rowdy and jumpy), but not this time. I honestly couldn’t tell he had been away. As much as I want to keep Tyrah a secret (and take her back to GA with me), I’ll tell y’all how great she is and what an amazing gem you have in the Hampton area! She truly was the best! She did everything I asked and more. I appreciate her a million times over and will contact her whenever we’re in town! I will definitely share my amazing find with the Hampton U parents who stay home due to not being able to get a local sitter. Thank you, Tyrah!! 💕”
The median cost per night for dog boarding in Windsor is $40
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Windsor
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor average 12 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost of Dog Boarding in Windsor is $39 per night as of October 2026. Most bookings cost between $32 and $47 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 967 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
95% of sitters in Windsor can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windsor home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windsor.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Windsor sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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