Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 40 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%.
“Jannie took my dog at the last minute over a long weekend. She sent us constant updates on how he was doing and ensured that his stay was perfect. Highly recommend Jannie to anyone looking for somewhere to leave their family member.”
“Deanna is awesome! She had my Abby while I went on a trip to ontario. she was flexible , communicable and easy to work with . I continue to ask Deanna for services for Abby. She's awesome!”
“Rebecca took great care of Nash during his stay and was very flexible and accommodating for some of his extra needs following dental surgery. It is clear that Nash got lots of exercise and was well loved during his stay. We would highly recommend Rebecca and her family :)”
“Amanda is who you are looking for! Leaving your dog behind is surprisingly stressful!! Amanda helped make it as easy as it can be, regular updates, adapting to our dogs needs and adjusting her own life last minute when our flight home was delayed. Amazing, kind and competent.”
About: Single mom with a loving toddler who is great with pets. I grew up with dogs and owned a boxer/lab for 8 years. No pets ourselves currently and I work from home full-time, with a good sized backyard. Looking to give some animals love, provide a safe and caring home, while using my skills and backyard space to hopefully help those who need it! I work from home full time on the phones/computer. I have lots of time to provide love, cuddles, and let your furry pals outside. I have two 15 minute breaks and a half hour lunch for walks, along with evenings and weekends free with my daughter for walks and playing outside! I have a basement level home that walks out onto a large yard. It is almost fully blocked in by trees, minus one side. I have a long chain so your dogs can be free to explore the yard as they please. Inside they are free to roam and welcome on all of the furniture!
“Shannon is amazing with dogs. Our 9 month year old rough collie took right to her. She understands doggy needs and comforts. Thank you so much Shannon for your excellent care of Butterscotch for 2 weeks.”
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.
“David and Emma were fantastic with our dog, Stanley. He has quite a few quirky routines and specific needs, and they took excellent care of him and followed everything perfectly. They truly went above and beyond to make sure he was happy and well cared for. I wouldn’t hesitate to have them look after Stanley again and highly recommend them to anyone looking for a caring and reliable dog sitter.”
“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
“We were agonizing over parting with our dog but had no alternative. Courtney proceeded to ease our concerns with numerous updates and photos of our pet during the week. Jasper was happy and well cared for the entire time and we were very pleased with the whole experience. Courtney & her family will be our first choice when we visit again.”
“Ashley and Spencer took great care of our dogs and were very receptive to their needs. We were happy our dogs had lots of attention and a home routine while we were away for a few days. Thank you Ashley and Spencer !”
“Picked up our furry friend from Rob & Leah yesterday. He seemed to settle in really fast with them and I had no worries about him during our two night boarding! They were great with providing updates and pictures to us.”
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?
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 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 November 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.
sitters in Windsor have an average of 17 years of experience. Each sitter has their own unique experience and skill sets for different types of pets. You can find details of each sitter’s potential certifications and abilities, such as pet first-aid or senior pet experience, listed on their profile. Look at other pet parent reviews and repeat pet parent booking rates for an idea of their pet care exp erience.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 88% of sitters can help with special care needs
- 95% 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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 Trust & Safety page.
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.
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 tips for your first Meet & Greet.
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.
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