Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 409 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%.
“If you have a small dog, Beverly is unreal. My frenchie loves going to her home. She is given so much love, care and attention the entire time she is there. She has her own bed and rest area during the day with lots of toys. She never goes in a crate or cage, and plays all day long. At night Beverly lets my cookie sleep in the bed. If you are reading this go no further, Beverly provides unbelievable care. I would never consider an overnight kennel and once you try Beverly to babysit you wont either. Thank you Beverly for caring for my baby.”
“Super easy and informed stay with Jess. Even on short notice, she was accommodating and very helpful with pre-visit communication. Will happily have Mitchell visit again!”
“I was nervous because this was the first time I'd left Picasso with someone he didn't know. Ekow was extremely kind and sent updates of a happy dog daily, which made me feel much better. We've found a new sitter and I will definitely be reaching out anytime we need a sitter. Five stars!!”
“So happy I booked with Kayla to sit my pup while I was on vacation. She kept my mind at ease with all the pictures and the updates. I felt confident she would treat my dog right. I definitely plan on booking with her again in the near future.”
“Lasya was wonderful. She was able to accommodate our blind senior pup on short notice and took excellent care of him. He was very much at home in her home, and we were sent daily updates and photos of our dog as he settled in. She was very responsive before and during our dog's stay with her, and she was more than happy to accommodate the modifications in care needed for our dog. She treated him like he was her own puip for the weekend, and we would happily trust Lasya with his care again in the future.”
“Jax had a great time with Natalia. He loved playing with her dog and my daughter loved that she sent pictures during his stay. Would definitely recommend. I was nervous as this was our first time leaving him with someone but would not hesitate to do it again with Natalia. Thanks for taking such great care of Jax”
“First time booking with Angela and it won’t be our last! She was incredibly kind and considerate when taking on Wade. The meet & greet went great and the stay was even better. It’s clear she cares about animals and their needs. Wade had a great time! Great communication throughout his stay and very accommodating! Highly recommend.”
“Theresa and AK were wonderful to work with and we would highly recommend them. The meet and greet was really helpful in making sure it was a good fit and being able to discuss the arrangements beforehand. They are quick and reliable communicators and we felt confident and comfortable that our two dogs were in good hands. We dropped off our dogs for our wedding weekend and never once had to worry about them thanks to regular updates and checkins from Theresa and AK. Thank you both!”
“We have two needy doggos and Kayla was amazing with them! They returned happy, healthy, and very sleepy! She even helped continue our leash training for our Theo who doesn’t do well on walks. We felt so good about leaving our pups with her. So happy to have found her!! Thank you Kayla!!”
“Elizabeth was great communicating and letting us know the status of our dog Chico. We were very please with her care and services. Looking forward to booking her again!”
“Vanessa was excellent! My cat is shy and he normally hates new places, but he was still able to come out of hiding a couple times during his visit and even made friends (kind of) with her cat. I'll absolutely be dropping him off with her again if I'm ever away for long!”
“I highly recommend Manu for any dog boarding. She was very easy to communicate with and kept us updated with photos. Our shepherd/husky cross is a pretty big and energetic girl, but Manu kept her busy and happy. Manu made everything simple and clearly takes great care of our dog.”
“Whitney and Samuel took excellent care of Kodi! He was so happy with them. They sent pictures and gave updates. I will definitely book with them again!”
“Puja was amazing with our Spotz. She was very accommodating of our drop off and pick up time. She took super care of Spotz and was very detailed about knowing instructions in order to help Spotz have a good stay. She updated us regularly with pictures and emails which helped to put our minds at ease since this was a long stay (8 days). Spotz got lots of exercise and outdoor time daily and all the love and cuddles he enjoys. We will definitely board Spotz with her in the future. It’s become his home away from him. Thanks Puja!”
“We read great reviews about Nicolle and they were not wrong our mocha baby loved her and she made us feel at peace that Mocha was in good hands. Thank you to Nicole and her family”
“Sinan was absolutely amazing! He took amazing care of our dog and we will absolutely be asking him to dog sit in the future. It was our first time leaving our dog with a sitter, and he made us feel so comfortable!”
“We are so thankful to Erika and her family for looking after our Dexter so well! We got daily updates and pictures of all the fun he was having. Erika did an amazing job administering his medicine. It was such a relief to have Dexter in such good hands. Thank you so much!”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
Allesha did a great job, as always, taking care of Mylo. Even though it had been a long time since they last saw each other, Mylo's excitement said it all! I was kept updated throughout his stay and received plenty of photos and videos, which I really appreciated. Allesha responded quickly to all my messages and made sure Mylo was comfortable and well cared for at all times. He came home happily exhausted, which showed just how much fun he had. I would definitely book with Allesha again!
Lasya and her family took great care of Posey! Posey liked them right away when they first met. They sent us many photos and videos during the stay, and it was clear that they spent a lot of time playing with her and keeping her happy. We really appreciated the care, updates, and attention they gave her. We would definitely recommend them!
Daniel took excellent care of Koda. Our giant Newfoundland felt completely at home, enjoying new friends, great companionship, and plenty of attention. Koda got some exercise, and we especially appreciated the regular updates and photos that Daniel shared with us. It was wonderful to see Koda having such a great time and enjoying his stay. We could tell that Koda was well cared for and happy throughout his visit. We highly recommend Daniel and would not hesitate to leave Koda in his care again.
Manu was so gracious and helpful. Taking in my old puppy for a couple of days while I went to visit family. She gave a lot of updates and asked a lot of pertinent questions. I would highly recommend Manu and will definitely feel comfortable for Tegan to stay with her again in the future.
Breana took very good care of Chili. I was very appreciative of Breana’s very timely response to my booking request and providing updates. I was a little anxious about leaving Chili with a sitter but Breana was lovely and calm in her interactions with Chili and myself and I felt confident after meeting her. Chili obviously had a great evening with Breana and her very sweet little dog Ivy. She expressed how much she liked Chili and that she would like to host her again. Chili will definitely be visiting Breana again. Thank you Breana and Ivy! I highly recommend Breana as a kind and responsible dog sitter. TS
Pallavi is an amazing sitter who cared for Rocket like her own. Rocket stayed with Pallavi and her husband over the weekend, and when we picked him up, he even walked us back to their doorstep! Needless to say, our puppy felt right at home. We highly recommend Pallavi as a sitter.
Michael was amazing with my little man, his updates made me feel so much more comfortable about leaving my puppy for the weekend knowing he was in such good care. He went above and beyond during my little man’s stay, working with me so well on the random things involved with puppy adjustment. The next time I need to have someone trustworthy and kind - I know exactly who to contact and look forward to him watching my dog in the future.
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Windsor sitters!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 $44.4 per night (as of July 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 July 2026, there are 79 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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