Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 35 pet parents in Windsor have booked dog boarding
Windsor, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“First time leaving my 6 month old pup for a night but I had peace of mind knowing he'd be in good hands with Emma. He loves visiting to see his friend Luna, and even likes the cat. He slept the night no problem.”
About: I have a 9-year old male husky myself. He is friendly and well behaved. I love dogs and I have full of patience.I regularly do a short hike (1-2hr) or go to dog park every weekends. Friday nights and Saturday nights are available for board and daycares. Week days are available for walking inthe evening. Prefer dogs who can walk with my dog. I can also take your dog to dog's park. Holidays Are available depending on my schedule. 2026 Christmas Available. I work full time so Sunday and week day nights are not available for boarding. at weekends, I walk dog at noon and in the evening. I am only available for walking in the evening after 6.30 pm on working days. evening walks are 40 min - 1hr15min (usually around 50 min) and weekends Noon walking is shorter. I sometimes go to dog park around 6.30, on weekends 1hr before getting dark. I sometimes hike with dogs in the afternoon during 2-5 pm depending on my schedule. I don’t do regular evening walks when I hike in the afternoon or go dogs park in the evening but I can take your dog with me for hiking and going dog's park.
“Meg was great with our golden girls! It was the first time for us using Rover. Our first booking got cancelled near last minute and Meg was super responsive and jumped right in. She was very patient with our girls as they got used to her lovely lab Sunny (who is a sweetheart!). The girls were well loved, walked, and comfortable. And it showed in the photos! Highly recommend Meg to anyone needing a home away from home for their pups!”
“Truly excellent experience with Jordan, such a calm and positive demeanor, conscientious and caring. My dog is quirky and not always easy, Jordan followed directions and made it stress-free for everyone involved. Very accommodating when my flight was delayed in a storm. Jordan’s dog Sadie is a sweetie and I loved the adorable photos of the two pups on walks and hanging out together, a great companion dog.”
“Amanda was great to work with for scheduling and took excellent care of my dog (he immediately went to sleep when we got home, he was exhausted from playing!). I would definitely recommend using her!”
“Our three pups stayed with Roselyne for over a week and it went really well! She took great care of them and sent daily pictures and updates. They got along with her dog Olive as well. Thank you Roselyne! They look forward to their next stay with you.”
“Jodi and her family took great care of Jax! They are trustworthy and listened to our dog's needs with attention. They also sent us pictures and notes throughout the day which were really appreciated.”
About: I grew up with both dogs and cats and have cared for animals throughout my life. I bring 15+ years of hands-on animal-care experience, including working in two veterinary clinics and teaching canine and equine first aid. I provide reliable, attentive and compassionate care and am happy to follow each pet's individual routine and needs. I have a flexible schedule and am generally available Sunday to Saturday with daytime availability for drop-in visits, dog walks and pet care. I am also open to occasional weekend and overnight bookings with advance notice. I enjoy staying active and spend time caring for my own animals, including my horses and cats. I can work with individual pet routines and am happy to provide regular updates to owners while they are away. Your pet's safety and comfort are my top priorities. I take the time to understand each pet's routine, personality and individual needs, and I carefully follow owner instructions for feeding, exercise, medications and other care. My experience working in two veterinary clinics, along with my Canine and Equine First Aid Instructor training, gives me confidence recognizing changes in an animal's health or behaviour and responding appropriately if a concern arises. Whether caring for pets in their own home or providing visits, I aim to keep their environment calm, familiar and stress-free. I will also keep owners updated so they can have peace of mind while they are away.
About: I have been working in the veterinary medicine field for just over 3 years. Now working full time in angus as a Veterinary assistant training to be a technician. I want to give you the peace of mind that your fur babies are safe and sound. I adore creatures of all shapes and sizes. I have education and experience in pet health and safety, and know clinical signs of health issues occurring. I also have pet CPR, and medication administration training. I genuinely love all animals, and care for peoples pets daily. I am very dedicated to helping people and their pets alike. I’m currently working part time but that doesn’t mean I don’t have time to care for your pets not matter size age or breed, I’ll be there for you Drop in visits for socialization, potty breaks. Walks with training. Forest and trail hikes. Puppy play dates. Long term and short term petsitting . Medication administration. Light grooming and more
“I was worried about leaving my senior cat with anyone as she had not stayed anywhere before. You was excellent at sending updates with pictures and videos twice per day and I soon was not worried about my cat. It is obvious she is an animal lover and I will use her service again when I travel. I received updates on her eating and behaviour which is what I wanted!”
About: I've had pets my whole life from cats to dogs Experience with senior pets and puppies and kittens Can recall your dog if need be Can do any time throughout the weekend or 4pm till 10pm during the week Can do check ins anytime through the weekends just message me about your schedule and we can rearrange something. I can easily crate or recall your dog if need be Please let me know if your dog as any medical problems or history of being aggressive towards other dogs
About: What sets me apart is the calm, structured, home environment I provide. I only take 2–3 small to medium dogs at a time, so your dog gets real attention—not a crowded, chaotic setting. I have a fully fenced backyard for safe outdoor play and bathroom breaks, plus I’m home often so dogs aren’t left alone for long periods. I focus on keeping dogs relaxed, comfortable, and on their normal routine. I’m experienced with: dogs who need a quieter space Crate training (I have a large crate available if preferred) Multi-dog supervision with safe introductions and monitoring Basic routine consistency (feeding, walks, rest times) Inside, dogs have cozy spots to relax, and I keep things clean and organized. I also send regular photo updates, so you always know how your dog is doing. My goal is simple: your dog feels like they’re staying in a safe, loving home—not a kennel. Pet care fits very naturally into my daily routine because I own a local business that is fully staffed, which allows me to be home most of the day. I’m not tied to a 9–5 schedule, so I’m able to give dogs consistent attention, supervision, and care throughout the day. My routine includes regular outdoor time in my fully fenced yard, walks, feeding on your dog’s schedule, and plenty of relaxed indoor time. Because I’m home so often, dogs are rarely left alone and can settle into a calm, low-stress environment. I’ve built my schedule specifically to support pet care, so your dog isn’t just being “fit in”—they’re part of my daily routine and receive consistent, attentive care from morning to evening. I provide personalized, in-home care designed to give each dog a calm, safe, and comfortable experience—very different from a high-volume or kennel-style setting. I intentionally limit bookings to just 2–3 small to medium dogs at a time, so every dog receives focused attention and consistent supervision. Care in my home is structured around your dog’s routine, including daily walks, regular time in my fully fenced backyard, and relaxed indoor living in a clean, cozy space. Dogs are treated like part of the household, with access to comfortable lounging areas and a low-stress environment where they can settle in naturally. I take a thoughtful, hands-on approach to introductions and group dynamics, ensuring dogs are compatible and comfortable. I closely monitor behavior and can provide separation or crating if preferred, always prioritizing safety and your dog’s individual needs. Because I’m home most of the day, dogs are rarely left alone and receive consistent care, attention, and supervision from morning through evening. You’ll also receive regular photo and video updates, so you can feel confident and connected while you’re away. My goal is to offer a premium, home-based experience where your dog feels secure, relaxed, and genuinely cared for—not just looked after.
“Ryker loved his stay with Ilana. He is recovering from a minor surgery so he needed a relaxed environment and someone okay with giving him medication. Ilana provided that and he got lots of trail walks to keep occupied (his favourite thing).”
About: I have owned my own dogs that I have groomed myself and taken care of for years. When fostering dogs, I maintain their grooming and other health needs. My schedule is extremely flexible, as I work shift work as a youth care worker. I have a lot of time during the daytime to check in on, walk, and feed your dogs as needs require. I have a backyard that’s not fenced in with no other pets. I have a couch that we allow the animals to sit on, as well as my bed. Can crate your dogs if needed. Always walk dogs on leash.
The median cost per night for dog boarding in Windsor is $50
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.
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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 6 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 $33 and $61 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 61 sitters on Rover offering Dog Boarding across the city of Windsor. About 88% typically respond to requests within 60 minutes.
Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.
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 favourite 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.
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our .
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.
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 .
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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