Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 34 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%.
“We left Ava with Sonya for five weeks, and are very happy with the results. Sonya and her family took great care of Ava, and we saw some lovely pictures of her playing in the snow and then snoozing on her bed. We'll be back!”
“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!”
“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.”
“Megan was absolutely amazing with Maeve. We had only adopted Maeve a few weeks before leaving for a 10-day trip, so we were a little nervous, but Megan put our minds at ease immediately. Maeve and Megan’s dog Sunny became best friends and spent 10 days playing, walking, and having adventures together. Megan sent detailed daily updates with tons of photos, taught Maeve new tricks, and was incredibly communicative throughout our trip. When Maeve had a minor foot injury, Megan handled it perfectly, kept us informed every step of the way, and made sure Maeve was well cared for. It was obvious Maeve was loved like one of her own dogs. We came home to a happy, tired pup and couldn’t have asked for a better experience. We’d book with Megan again in a heartbeat.”
“Jennifer was Fab! We had an incredible experience with Jennifer as our dog sitter. Her home was warm and welcoming. We knew Ella was loved and cared for, and Jennifer did a fabulous job. We couldn’t be happier!”
“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.”
“Jess was absolutely amazing! I highly recommend her. My dog stayed for one week over the holidays .Dexter was treated like he was one of her babies, I got pictures daily and updates . I will definitely use her again! 😊😊”
“Victoria and her family were absolutely incredible. Their two Golden's were the perfect match for Yogi. Texts were responded to quickly and pictures were aptly shared. Their location is also perfect with access to many areas for activities. I would highly recommend booking with her. I had no concerns whatsoever returning from my 10 day trip.”
“Amanda was fantastic with our dog! It was our first time leaving her with a sitterbut Amanda made the whole process completely stress free. She handled our dog with so much care and expertise. Highly recommend!”
About: I have been a pet owner for as long as I can remember and have experience caring for dogs of different ages, sizes, and personalities. I'm a confident, patient and attentive caregiver who understands that each dog has unique needs. I prioritize safety, consistency, and making each dog feel comfortable and at home. Whether it's walks, playtime, cuddles, or maintaining their regular routine, I'll care for your dog as if they were my own. As a stay at home parent, I have a flexible schedule and am home most of the day. This allows me to provide plenty of attention, regular potty breaks, exercise, playtime, and companionship. I can easily maintain your dog's normal routine to help them feel comfortable and at home during their stay. Your dog's safety and comfort are my top priorities. I have a fully fenced yard for safe outdoor play and one friendly, well-socialized dog who enjoys meeting new friends. I always introduce the dogs gradually and supervise interactions to ensure everyone is comfortable. If your dog needs their own space, I'm happy to accommodate this as well, including crating if requested. I'll follow your feeding schedule, exercise routine, and any special instructions. I will send you updates if requested so you can enjoy your time away knowing your pet is in caring hands.
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.
“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 :)”
“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!”
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.
Meet local sitters who will treat your dogs like family
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 5 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 $38.85 per night (as of September 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 September 2026, there are 58 sitters on Rover offering Dog Boarding across Windsor. Enter your postal code to see which available sitters are closest to your home.
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
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.
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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 .
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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