Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 419 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%.
“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!!”
“Pallavi was super amazing with my Faith. She followed all my instructions and always reached out to me if she needed any clarification or simple sending me updates. I definitely recommend her and Faith will definitely be going back, as long as she is available. Thanks again”
“Our dog Zoey is always so happy to stay with Allesha and her dogs! Allesha is fast and quick with correspondence and takes good care of our dog. We are happy repeat customers. Thank you!”
“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.”
“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.”
“I have no complaints about her at all, my dogs were well taken care of and Natalia was super understanding and lenient with timing, I will definitely be booking with her again whenever I need”
“Thank you Angela! She took wonderful care of our dog, Budd. Helped manage his anxiety during thunderstorms, kept us up to date on how he was adjusting, and send sweet photos!”
“Theresa and Adrian were fantastic with Goose. From the moment I dropped him off, it was clear he was in a warm and welcoming home. They kept us updated throughout the stay with messages and pictures, which we really appreciated. Goose came back happy and clearly well cared for. They were attentive, communicative, and genuinely seemed to enjoy having him around. We would absolutely trust them with Goose again and highly recommend them to anyone looking for thoughtful and reliable sitters.”
“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!”
“Lasya did an amazing job taking care of my dog! They were super nice, sent regular updates, and made sure my pup was happy and safe. Thank you very much for taking care of Millie.”
“I recently boarded my dog, Marty, with Erika again for the 3rd time, and I couldn't be happier with the experience. Erika's genuine love for dogs and her professional approach made me feel completely at ease. Marty came home happy, healthy, and clearly well-cared-for. Highly recommend Erika for her exceptional dog boarding services! we will be back!”
“Frankie came home tired and that’s a sign of a good stay. We got updates and pictures during our overnight boarding and we’re very pleased. Will definitely use Whitney & Samuel in the future.”
“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!!”
“Jeannette is AMAZING! She did such an amazing job with my fur baby. He didn’t want to come home! It really made me happy to know he was safe, happy, and having fun! She sends great pictures throughout the day and is just such a great person. I’ll be using her for all my 2025 trips away and beyond!”
“Jess is wonderful. I have engaged her twice to board my American Staffordshire Bull Terrier. Both times issues arose, one was a health issue and another where my flight was cancelled and I needed extra days of care. She cheerfully accommodated the situation and put my mind at ease during a stressful time. She takes great care of Halle, who is a rescue and can be reactive towards other dogs. I usually have to give a lot of instructions for sitters, but not so much with Jess, she just knows what to do. I especially noticed that Halle was more relaxed after staying with Jess. Now that she is used to her, I feel really comfortable leaving Halle with Jess.”
“Emily, Jason & Larry were excellent hosts!! Upon my request for a sitter, they suggested a meet & greet between our dogs. They were welcoming and caring about insuring the dogs were compatible. We agreed on letting Nanook stay. They were very communicative about what our dog was up to, how he was getting along with Larry and they sent photos too. After the stay we were surprised to have received a thank you note and a personalized treat in our bag. That was such a sweet touch! We would definitely book with Emily & Jason again! Nanook enjoyed his stay with them and Larry!”
“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.”
“Vanessa is wonderful!!! She took care of Baker for two nights. Lots of walks and photos throughout his stay. She treated him like her own with lots of snuggles. We are so grateful, and we’ll definitely stay with her again!”
“Best experienced ever. Nia was great. So was Phillip. Great folks. They took good care of Lilly. They were very engaged and sent us pics as well as video. There was plenty of room in the yard for our dog to play. I highly recommend them. We will call on them again soon.”
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!
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.
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.
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 4 repeat dog boarding clients
FAQs for Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $44.4 per night (as of August 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 August 2026, there are 81 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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