Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Windsor, Find top rated dog boarding
“Our boys seemed to enjoy staying with Kassie- she loved on them and they loved having other dogs to play with. Our Aussie can be a bit sad/anxious when we leave him- but both our dogs did wonderful. She sent us pics, which was great! I would highly recommend her!! Thanks, Kassie!!”

“Bryce was great! I am a first time dog owner and was very nervous about leaving my 10 month old lab with a stranger, but Bryce provided me with daily updates and lots of photos! He is well versed in care for all kinds of dogs and is willing to tailor his daily activities to meet your dogs needs. My puppy is a bit wild, but Bryce did not seem at all phased by that. My dog was returned to me happy and well cared for—he even gave him a bath! Would absolutely recommend Bryce to anyone and hope we can work with him again!”


About: I’ve always loved animals and genuinely enjoy taking care of them. I don’t have pets of my own right now, but I’ve been pet sitting on and off for several years and have cared for friends’ dogs, cats, fish, and hamsters. I’ve also helped friends find new homes for their pets, including providing a temporary place for some animals to stay while they waited to go to their new home. Over the years, I’ve learned that every animal has their own personality and routine. I’m patient, dependable, and attentive, and I take the time to get to know each pet and what makes them comfortable. I’m happy to follow their normal routines, take dogs on walks and give them plenty of exercise and attention, and make sure they’re well cared for while their owners are away. I work from home three days a week, which gives me a flexible schedule to fit pet care into my daily routine. I’m available for morning, afternoon, or evening walks, as well as feeding, playtime, and check-ins. I’m also regularly in two different locations throughout the week, so I’m able to provide care in both areas. I live in a small, quiet space, which provides a calm and comfortable environment for pets staying in my home. Since I don’t currently have pets of my own, they would have my full attention and I can focus on making them feel safe and comfortable. I would follow the routine and instructions provided by their owner, including feeding, walks, playtime, and any other specific needs. I’m also able to be present and provide companionship throughout their stay.
About: I grew up on a farm with many various animals, tending to their needs all year round. We also raised Great Pyreneese, and I trained my dog in 4-H! I'm currently in nursing school, so I have time around classes during the week. Monday and Wednesday, I am available until 12 and after 2:45. Tuesday and Thursday, I am free before 11 and after 12:15! My schedule does differ so feel free to reach out! In your home, I follow your routines, secure doors and gates, double-check leashes, monitor constantly, and keep your pup calm, safe, and comfortable while you’re away.
“I contacted Anj on a bit of short notice and after booking, she made feel that I had made the right decision immediately. She took great care of Tammy and sent me update and pics frequently. I could definitely contact her to care for Tammy again and would highly recommend her to anyone.”

About: I have taken care of pets ever since I was a kid. I have experience in babysitting children. I also take care of Laya our family pet. I also have previous pet sitting experience in Wisconsin. Iny previous experience in Wisconsin, I have asked owners for written instructions on medications, favorite toys, play schedule, vet contacts as well as inquiring about safe ways to enter the house. I have given the quality care for pets including snuggles, walks, and fun games like fetch with their favorite toys and time at the dog park- if permitted by their parents. I am a substitute teacher. I frequently do half days, I'm doing mostly afternoons at my subbing jobs. I am available in the mornings and at 330-8pm for drop in visits and walks I will ask for written instructions on feeding, rules, any medications, and anything else I should know. I will send pictures and videos of what we are doing-walks, how much your pet has eaten, treats, playtime, and playtime.
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.
Meet local sitters who will treat your dogs like family

1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog boarding - Windsor
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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.
<b>Tip:</b> 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 IL 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.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Windsor dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Windsor, IL who meets your - and your dog's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog - including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Windsor, IL.
The cost of dog boarding in Windsor may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.
Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.
In short, when you book Windsor dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.
What if you're a dog lover who's looking for dog boarding jobs? You'll want to check out our information about how to become a dog sitter on Rover. We're always excited to add new dog sitters to our dog boarding service, and our application process makes it simple to get your own dog boarding business up and running. When you become a Rover dog sitter, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not apply today?



