Dog Boarding Windsor
Find a loving dog boarder to watch your dog overnight at your sitter's home.

Over 494 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 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.”

“Rubin seemed to really enjoy his stay! Beverly kept me posted about Rubin throughout the day with pictures and video, and she was very attentive. I would definitely leave Rubin with Beverly again!”

“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!”

“Allesha took very good care of my puppy Spot I got pictures and videos every day. Sometimes Spot can be a handful since she is a puppy. Allesha always puts up with her which is very nice. Spot loves going to stay at her home As soon as Spot sees her she wants to run towards her. I am very thankful to have found Allesha”

“Have left our pups with Tammy a few times now over the summer. They always come back happy. We love seeing all the photos while we’re on vacation. Tammy was even kind enough to bathe the dogs (with our permission) before we picked them up. Highly recommend!!”

“Thank you so much!! Very helpful and Bella misses you guys already! She cried in the car as we pulled away from your house when I picked her up”

“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! 👌”


“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!”

“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!”

“⭐⭐⭐⭐⭐ ABOVE & BEYOND If you are looking for a place to board your baby, stop scrolling right now. Seriously. You’ve found the best of dog boarding! Brandon doesn't just "watch" dogs—he basically invites them to a 5-star bootcamp where they also learn how to be the "Goodest Boys and Girls" in existence. Why your dog will love him (and you will too): * The Training Magic: The passion for training is real! * The Vibe: Most boarders are "drop-off and pray." Here? It’s pure love. * Best in Town: No competition. None. Zero. If you want your pup to have a better vacation than you're having, this is the spot. I’d give it 12 stars if Rover let me. Absolute legend! 🐾”

About: Loving, responsible couple with a pet-free home and plenty of time for your furry friend. Expect personalized care, regular updates, and lots of affection. We have plenty of experience with dogs of all ages and look forward to welcoming yours into our home.☺️ We work days with one of us always working from home. Your pet will never be left alone and will have great care around the clock! Weekends are our downtime, your pet will have both of our undivided attention these days. We will tailor our daily activities based on your pets preferences / needs! (Ie., enjoying car rides, walks, runs, lounging outside, or snuggles on the couch - we’re happy to make it happen!) We have a fully fenced in yard that will ensure furry friends can play outside without concern. Wherever your dog prefers to sleep - we are happy to support a continued routine. If on a feeding schedule, we can accommodate this as well. We will send lots of picture updates as well to provide peace of mind. :)

“Good communicator. Took care of russ with frequent walks and meals. Twice a day. A nice feature was sharing daily photo updates through the rover app. I could tell he was healthy and attentive. I would definitely work with Jess again.”

“Steven saved me on a last minute booking! He was very responsive any time I reached out and sent pictures of my dogs during the stay. Took great care of my boys and they came back happy and healthy! Definitely will book with Steven again in the future”

“Amazing photos and communication throughout the stay. Isa had a great time and she can't wait until we leave town again so she can come back to stay with Jeannette. Thanks!”


About: I have taken care of dogs since I was a child and am first in line to take care of friends and families pets now that I dont have any of my own. I would love to show your pet the love and care they deserve while they are with me. I have expiriance with puppies and senior dogs and dogs and everything in between. I work remotely monday and Tuesday with the ability to take very regular breaks for walks and playtime. My weekends are free as well and I can take overnight stays easily. My apartment is first level and has easy access to the outside for walks and playtime. There are currently no other pets in my home, so all attention will be given to your best friend.
“This was my first time using Rover, and I couldn't have asked for a better experience. Leaving my dog for a week while I was on vacation was a little nerve-wracking, but Cody immediately put me at ease. From our first interaction, it was clear that he is very experienced with dogs and genuinely enjoys caring for them. I have a high-energy Border Collie/Aussie mix, and he handled him wonderfully. He got plenty of attention, exercise, and care, and I could tell he was comfortable and happy during his stay. I also really appreciated was the regular updates and photos he sent throughout the week. It was so reassuring to see how he was doing and know he was in good hands. I would absolutely trust him with my dog again and highly recommend him to anyone looking for a reliable, caring, and communicative sitter.”

“Annmarie took great care of our Perl for 5 nights while we were away on vacation. Perl was happily strolling around the front yard with Annmarie as we pulled up. Although Perl was super happy to see us, she still paused to receive pets from Annmarie and her grandson before leaving which tells me that she liked them very much. I would definitely leave Perl again with Annmarie!”

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!

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

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 4 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost of Dog Boarding in Windsor on Rover is $47 per night as of October 2026. Most bookings cost between $33 and $61 per night. 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.
As of October 2026, there are 80 sitters on Rover offering Dog Boarding across the city of Windsor. About 92% typically respond to requests within 60 minutes.
Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.
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
<b>Tip:</b> 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 , 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 .
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 .
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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.















