Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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.
“My dog was very well taken care of and she enjoyed her stay with Joseph! They have a lovely outside space for the dogs and gave regular updates on how my dog was doing!”
“Cara is the best dog sitter. Our Goldendoodle loved her stay so much, which I could tell by the daily pictures sent and communication from Cara. We look forward to more visits when/if we travel in the future!”
“Denali had a wonderful time with Ashley and her family! She was well cared for and loved. I wondered if she would want to come home with me after such good care! Two other dogs, two boys, and someone home most of the time, what could be better!”
“Hannah saved my wedding day!! Our scheduled dog sitter (not from Rover) cancelled on us two days before our out-of-state wedding, and Hannah not only filled in last minute, she might be our pups favorite person💖 She is incredibly warm, they took to her immediately, and we were so grateful 🙏 Got lots of photos of them just relaxing around her and were able to enjoy our wedding day stress free. Thanks so much, Hannah!!”
“Kevin & Inez were wonderful with our 7-year old Havanese Lola. So caring and kind - Inez even hand fed Lola for the first day when she was a nervous and didn't want to eat. They sent great photos every day so we knew she was happy and in good hands. We're so grateful to have found such a loving couple to leave our sweet girl with when we're away.”
“Emily took great care of our two older dogs. After our initial meet and greet we felt comfortable leaving our girls in her care. We loved the daily updates and many pictures she sent and they came back to us happy and relaxed. We would definitely book Emily again in the future.”
“Katherine boarded my papillion Roscoe this past weekend, and we were extremely happy with her. He is a rescue who is terribly afraid around strangers, but in a few short hours she had broken through and made a friend. The pictures show that he had a great stay with her, including some boogie boarding, which he loves. Katherine is a sweetheart, and I'm sure anyone who boarded their dog with her will not be disappointed.”
“Michelle was great with our Enzo. She sent lots of updates with pictures and videos and I know he was well loved. The day we picked him up he slept all afternoon and was such a happy dog. Will absolutely use Michelle again.”
“Sarah, Ben, and Bean are awesome- It was such a relief to get updates and see Attie having such a great time! Having the fenced yard where both dogs could run and get all their wiggles out is a huge bonus, and Attie came home exhausted and happy. Highly recommend them both :)”
“Jessica is great! She accepted our booking with only one day’s notice, which we really appreciated. She and her friend took Ding Ding on a long hike, one of his absolute favorite activities, and he came home happy. Jessica also helped us check ticks on Ding Ding multiple times. We’re so grateful for the great care and would happily book with her again!”
“Nora took WONDERFUL care of our two cats Robin and Stu. Frequent updates, direct & thorough communication, and most of all, in the pictures we could tell that they were super happy while under her care :). Planning 100% to reach out to Nora again when we need pet sitting.”
“Our pups recently had their second overnight with Meredith. She provides very honest feedback about their stays- the fact is, our pups would rather be with us than away from us. But we know they are safe and well cared for with Meredith. She is kind and consistent with them and we know they will settle in over time. We are very happy to have Meredith care for our dogs.”
“Steve is awesome! He’s so nice and really knows his stuff when it comes to dogs. He sent lots of photos and kept us updated throughout the stay, which made me feel great while Mango was with him. Mango had a really good time and came home happy and tired. We’ll definitely be booking with Steve again!”
About: Hi my name is Sean. I recently graduated from RIT with a BFA in illustration. I love all animals and currently have a lot of flexibility to care for your pets while I am working from home. I grew up with two labradoodles and I have also cared for friends' animals while they have been away. One of my dogs has Addison's disease, so I am familiar with giving medication to pets. Spending time with animals brings me joy and does not seem like work - I enjoy playing with your animals, going on walks and I give a great belly rub! I am extremely responsible and will love your animals like my own...you might also find some sketches of your pet when you return home. I am an artist that is currently working from home in Quechee. I am extremely flexible and am available during the week and on weekends. I make my own hours so can work around your schedule. I live with my parents and two friendly labradoodles ages 8 and 12. I could board a dog in my home if he/she gets along well with other dogs and is house-trained. I prefer to care for your animals in your own home: I can do drop-in visits, walks and daytime or overnight house-sitting.
“Althea was very kind and took the time to get to know me and my dogs when I dropped off. My pups were in a cute two bedroom suite and enjoyed lots of time outside. This was a one night stay but they are going back for a longer stay and I feel comfortable leaving them with her. Oh I forgot to mention I received a lot of photos and videos! This is the perfect spot if you have off leash dogs!”
“Shannon & Nick took such good care of my dog Bo while I was out of town. I loved the daily updates and pictures they sent me which made it a little easier to be away without him. I also appreciated their flexibility with my travel schedule for drop off and pick up times. I would highly recommend them!”
The median cost per night for dog boarding in Windsor is $65
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.
Meet local sitters who will treat your dogs like family
1. Search
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Popular requests for dog boarding - Windsor
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor average 10 repeat dog boarding clients
FAQs for Boarding - Windsor
Frequently asked questions about Rover
As of August 2026, there are 68 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter 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.
Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local 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 VT 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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