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%.
“Alisa was amazing! She took great care of our baby! Sending pictures and updates everyday. We were very comfortable and very happy with her service. Definitely will be using her again in the future!!”
“I can’t say enough good things about Carol. My 12-year-old husky means the world to me, and Carol cared for her exactly the way I would — spoiled and loved. She sent daily photos and updates, which really helped me relax while I was away. My girl was happy, comfortable, and clearly adored. I would trust Carol again in a heartbeat.”
“Sofia was very patient, attentive and sweet with my senior dog. When he got an upset tummy, as he sometimes does, she handled it like a champ, contacting me, cleaning up, keeping him calm and comfortable, reaching out to Rover vet line. When he was feeling better, she took him for walks - his favorite! Thank you Sofia!”
“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!”
“Rachael and Mike were amazing with our precious Mirna. They were extremely accommodating to do a meet & greet in short notice and accepted Mirna into their home with open arms! Our pup had SO much fun with them & slept for a full 24 hours after pickup 😅 we would highly recommend them! They didn’t even kick Mirna out when she ruined their Sunday lasagna dinner by knocking it to the ground LOL.”
“Amanda and her husband were amazing with Huckleberry. She told me their house is a dog house and boy was she right! He immediately seemed comfortable there the moment we dropped him off. She gave us consistent updates throughout the stay and treated him as he was her own. He absolutely adored her and was loving all the cuddles and attention. I wouldn’t want anyone else to watch him in the future and I hope we get to utilize Amanda’s services again!”
“Our dog Bear stayed with Dena and her family for the third time, and he had a great time! We will continue to be repeat customers because they are so kind and caring towards our dog. It is helpful to know that while you are gone, your pet is loved and cared for.”
“Theresa and Adrian are THE BEST!!! My Mother and I were having a difficult time finding someone to care for our family pet dog Moses, due to people's schedule. We needed someone we could trust to care for Moses while we traveled to a family reunion. I had an excellent experience with Theresa and Adrian caring for my dog. They did an outstanding job ensuring my pet was well taken care of, comfortable, and happy. They were very attentive, responsive, and showed genuine care and affection. My dog seemed relaxed and content, which is the biggest compliment I could give. I highly recommend Theresa and Adrian for anyone looking for a trustworthy and compassionate caregiver for their furry friend! Thank you so very much! Vito Viviano The Prince 👑🍾⚘️”
“Grace was great with my dog Peppa. Peppa and I were able to meet with Grace and her own dog, Woody, before Peppa’s stay. Grace kept me updated and sent pictures of their activities. Peppa had a good time. Thanks Grace and Woody! ??”
“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!”
“Anna did a great job was little Maizie, she is only 7lbs, but Anna’s Ruby was so sweet to her 🥰 Anna was really attentive to Maizie’s eating habits - she is a picky eater and was able to eat her full meal by day two, would love to rebook with Anna again.”
“Omg! Laura is the best! She is so great with dogs, keeps them safe and happy and sends you lots of pictures! It’s so much easier to enjoy time away when you know your pup is so well cared for. Thank you Laura!♥️🐶♥️”
“Jess took great care of my boy, Drake. I really appreciated her kindness, care and flexibility w/ taking Drake last minute. Whenever I’m in Detroit, I will definitely be utilizing her services again. Highly recommend!!!!”
“Tiffani and her family did a wonderful job. The dogs were happy and well cared for. They loved their walks and play time. Tiffani sent photos and videos so we could see that our dogs were well adjusted and getting along. Sydney, her daughter, was an excellent help and our puppies had a great time playing with her. I highly recommend them and will definitely choose this family as our sitter.”
“10/10 recommend :) my dogs are so excited to see Nadine when they are dropped off. Communication is prompt and always helpful. So grateful for their excellent care of my girls!”
“Blue had a great stay at Vicki and William’s house! They are both so kind and I felt no worries at all when leaving him in their care. The amount of communication, updates, and photos are amazing and are so helpful when I miss my pup. Their dog Bentley is also very sweet so I’m glad Blue has a friend!”
“Enaes did a fantastic job handling my very nervous pooch and was very flexible when I was stuck out of town due to the weather. She provided updates and I felt comfortable having Pheo in her care.”
“Susan was great to communicate with and easy to work with. Even when unexpected things came up, she was upfront and worked out a good situation for our dog. She was also flexible with pickup when our flight was an hour delayed getting back.”
“Zenon loved her stay with Angela! She was so great and communicative, and I could tell Zenon was very comfortable right away from the meet and greet. She went above and beyond to make sure Zenon was feeling at home, even with other dogs staying at the house at the same time. Will definitely be back. 🙂”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
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.
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 5 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 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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