Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 246 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.
About: I have had dogs and cats in my life since i was a baby! They have always been my bestfriend! I currently have 1 dog (a golden retriever) and 2 cats. And I’ve house sat for many many fiends for long periods of time. In my eyes i don’t see them as just animals but another member to the family. And that’s how i would treat your fur babies! You should feel comfortable leaving your fur babies in the hands of someone else when life becomes busy or you just need to get away. and i promise I will give your babies all the love and attention they deserve! I work weekdays but i get off early almost everyday with very flexible hours and I’m off every weekend. My work schedule is pretty flexible. I have loads of free time! I have a fenced in yards. My dog is an inside dog (the house belongs to her lol) i have 2 cats that wants to sit on everyone lap. My dog has full access to the house when I’m home and only the downstairs when I’m gone. The cats roam the house as they please but they love to be by my side more than anything! My dog spends so much time outside playing and gets a long walk every day!
“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!”
“Shelly was great with both of my dogs. She was very professional, but also made me feel secure about leaving my dogs. She sent me pictures and updates. I never questioned if they were in good hands, I trust her completely!”
“The best she did everything to accommodate my Trudy. She also went out her way to be available at the time I arrived from airport even though my flight was delayed. People don't understand how hard it can be planning a vacation or getting away when you have a pet, Vania was a lifesaver and Trudy enjoyed her stay as well.”
“Jessica is great to work with, and I highly recommend her to anyone seeking care for their pets! She communicated incredibly well from our first meeting all the way through to when I picked up my dogs! I couldn’t have asked for a more positive experience!”
“Armonee communicated regularly and accommodated our many many many requests. I feared I was asking too much in a lot of ways but she really put my mind at ease. I can tell my old puppy loved spending time with her and her family and was well loved! Thank you for your care with my fur baby!”
“For being a first time user and having my dog watched for the first time, I'm absolutely overly satisfied with the services we received! Communication was there, the process of meeting and greeting was smooth and easy, pictures were sent to me throughout my vacation(I LOVED), and just having the overall feeling that my dog was okay safe and well taken care of was a big PLUS for me being on vacation on the other side of the world! I could sit here and write a whole paragraph or more on all of the positive and my experience but, I will keep it short and say I just HIGHLY RECOMMEND! Thank you again for your services!”
“Rachel was great with communication, and our dogs were happy and healthy while staying with her. She has a friendly dog, and the three of them seemed to get along great! We definitely recommend Rachel!”
“I truly appreciated the time, communication and care Diezel received during his stay with Lisa and her family. I had a feeling of peace and comfort through pictures and reports. When I initially met with Lisa she projected a warm and genuine feeling which allowed me to feel safe in knowing my dog was in her care.”
“Forest’s stay with Megan had him living his best life. He was right at home with her family and able to play with other dogs staying for day care. Her constant updates and photos eliminated any worries while I was away. I would book again so that Forest is in the best hands during my future travels.”
“Hands down my sweet old lady pup was spoiled rotten! I had no worries at all and got the sweetest videos and photos while we were out of town. I would 100% want my pup to be cared for by Lauryn and her family. If she is available-book her. Totally worth it!”
“Tremendous, my puppy Bryson got plenty of exercise and attention. Honestly I think he was happier here than at home. Wesley sent pictures of Bryson playing with her puppies, so I didn’t miss him too much. Highly recommend, will employ again.”
“Caring sitters. Julie provided me with daily updates and pictures of my babies. This is the longest stretch that I had left them and the daily updates made me feel better. I will definitely use their services again! Thank you, Julie and Kenneth, Ethan and of course Louis, their fur baby.”
“I could not have asked for a better dog sitter! From the very beginning, Shanae was professional, dependable, and incredibly caring with my dog. It was clear that she truly loves animals and treats them like family. I received regular updates, photos, and messages, which gave me complete peace of mind while I was away. My dog was happy, well cared for, and comfortable the entire time. Shanae went above and beyond to make sure all routines, feeding schedules, walks, and playtime were handled perfectly. When I returned home, it was obvious that my dog had been loved and cared for exceptionally well. I highly recommend her services to anyone looking for a trustworthy, attentive, and compassionate dog sitter. I will absolutely be using her again in the future! Thanks again Shanae!”
“Kimberly did such an amazing job watching our high energy girls! They came home tired and loved after our trip. It was so nice not having to worry about them while we were out of town and would have her watch them again in a heart beat!”
“Robert and Taylor were great and accommodated a last minute stay around the holidays. We got picture updates and our boy seemed like he had a great time. Highly recommend!!”
“Micco had such an amazing time with Michael and his wife. He loved playing with their dog running around! They even had their fence installed while Micco stayed with them. Will definitely be booking again when we need another dog sitter.”
“Cassandra & Tradd have watched my sweet girl a couple times now and they have been amazing every time! My pup loves it over there and I get updates every day. Will continue to book with this lovely family. 🥰”
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
The median cost per night for dog boarding in Windsor is $40
Dog parents share their Rover experiences - Windsor
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?
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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 Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 11 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $37.45 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of June 2026, there are 956 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
95% of Windsor sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windsor landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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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