Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 412 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%.
“Angela was great! She made Dobby feel comfortable, and kept me in the loop about how he was doing while I was away. Now he's home and crashed out from all the fun.”
“Natalia was very nice and adjusted with our timings for drop off and pick up, She also kept us updated with photo and message of milo’s stay which gave us a relief. I am definitely booking with her again.”
“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.”
“Allesha took great care of my dog. Her house and yard are lovely and she sent me many updates and took care to get my finnicky dog to eat. Allesha's dogs are very friendly and playful, but she is perceptive of body language and sets up gates in the house if one dog needs a break. She was also flexible with our vacation plans when they changed. I recommend her!”
“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.”
“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!”
“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.”
“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!”
“My dog Marty loves staying with Erika! Erika is a great sitter and I always rebook with her. She was kind to accommodate in a short notice given. I highly recommend Erika! 👌”
“Jess was great! I was really worried about having a sitter for my two dogs but she took care of them like they were princesses! Very nice, caring and kind. She even put up with me acting like I was taking my kids to their first day of kindergarten crying like a baby. Thank you Jess and I look forward to working with you again.”
“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.”
“Rafael and his partner took fantastic care of my senior dog, who was still recovering from recent surgery. They were incredibly attentive, providing daily updates and photos that gave me complete peace of mind while I was away. They’re a super communicative and genuinely kind couple — I could tell Mistral was in great hands. I wouldn’t hesitate to book with them again. Highly recommended!”
“I can’t speak highly enough of Tammy. I absolutely hate leaving my precious lil’ guy anywhere but I could tell as soon as she opened the door that I had found the right pet sitter. She was communicative, friendly, and very involved in making sure Jordy had a great time while he was there. 10/10 would definitely recommend.”
“Omg (Z) was the best. This was my first time having to leave my son with a stranger. She treated him like her son, she walked him daily, sent pictures, she communicated properly, she let me know how he was reacting to the environment. Overall at 10 plus. I have found my new sitter. Thank you Z you’re great.”
“Vanessa and her family took great care of our dog. I can’t say how appreciative we are for the care and regular photos and notices of how he was doing. Not only was she amazing at her keeping us up to date , but whenever I would issue a correspondence she would respond back promptly which speaks volumes on her focus on providing excellent service. My rating is Top Notch. Thank you Vanessa”
“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!”
“Nia was an excellent sitter for Merlin! She was kind, patient (he had an unexpected accident in her home), and attentive to his high energy need for outside play time in her huge yard. She sent me pictures, assuring me of his adjustment and fun. Because it was a quick booking, I appreciated her willingness to take him after our video conferencing. I highly recommend her for other furbabies’ care and will be reaching out again for future boarding services! Thank you!”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
Jeanette took such good care of Maverick, he had the best time and came home happy and healthy! She even accommodated special requests for him at the last minute. Great communication from start to finish, with lots of updates and photos. Will definitely be rebooking.
Lee and Linda did an absolutely wonderful job caring for our dog, Fluffy! We consider Fluffy another member of our family, so leaving her in someone else’s care is a big deal for us. From the moment we met Lee and Linda, we felt completely comfortable and confident that she was in great hands. They were excellent communicators throughout her stay, sending us regular photos and updates and always responding promptly whenever we reached out. It was such a relief to see how happy and comfortable Fluffy was with them. Their home is exceptionally clean, organized, and welcoming, and they have a beautiful yard with a secure fence, which gave us even more peace of mind knowing Fluffy had a safe place to play and enjoy some outdoor time. We were extremely impressed with the care, attention, and love they gave Fluffy. We would absolutely recommend Lee and Linda to anyone looking for wonderful, responsible, and caring pet sitters. We will definitely be using them again!
Manu is a very knowledgeable and caring individual. Definitely would not hesitate to use her service's again and would recommend her highly. Only takes in one family at a time . Has a fully fenced in yard Manu sent lots of photos letting us know how comfortable our dog was with her.
Tara was the perfect person to care for my Chloe. I was not worried in the least about her. Tara sent me photos multiple times a day keeping me updated on Chloes activities and how she was doing. Chloe recently went blind and Tara helped her overcome her fear of walking outside. She was returned to me in better shape than when I left her. I will absolutely leave her again wih Tara if she is available. Thanks Tara for helping make my vacation worry free!
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.
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 $44.4 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 82 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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