Dog Daycare in Windsor
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
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Top rated Windsor doggy day care sitters
The prices below are estimates per day for 1 adult dog, including fees. Pricing may vary based on your search.
“I highly recommend Natalia, she's passionate about looking after dogs. My Puppy wants to go back!”
“We had a great experience with Pallavi while we were visiting Windsor. She took excellent care of our pup Yumi, who absolutely loved the outdoor walks and relaxing massages. It was clear Yumi felt comfortable and happy in her care. We also really appreciated the regular photo and video updates—seeing Yumi’s tail wagging gave us peace of mind throughout our trip. Would definitely recommend Pallavi and book with her again!”
“Super friendly family. I felt comfortable leaving my dog for the day at their house. They made me feel comfortable by offering to meet up before providing service. Their dog is super friendly which was great company for my puppy.”
“Lasya was amazing with our two dogs! They provided regular updates and pictures throughout the day and kept us feeling very comfortable while we were away from our fur babies! They got outside for regular walks, but they also have lots of room inside for them to play. Their dog is also great and got along easily with ours. They will be our ‘go to’ people whenever we are back in town!”
“Very happy with the service.”
“Hannah was great! She was very responsive and Patrick loved her, will definitely be going back to her next time I’m in Windsor.”
“Asheley did a fantastic job looking after our Jack Russell terrier Stella. It has been a long time since Stella had been with a dog sitter, but she felt really comfortable with Asheley, and already on the second day was looking forward to going back. Drop off and pickup were super easy, and Stella got plenthy of exercise and stimulation during the day, so she was easy to deal with after a long day at work.”
“Our little guy had a wonderful time with Lia, and we will definitely book again! She was so communicative throughout his stay with photo and video updates, and it was clear that he was being very well looked after!”
About: Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. My experience in Pet Care is from having my own pets and caring for family, friends and passion for pet care comes from learning pet care from my dad who is police dog trainer. I currently work from home it's a flexible job so l would have plenty time for the pet. Also I would love to go out on walks. I have fenced yard where we can go out play, I have play toys, yummy treats for the fur babies. Also would love to go on walks. I do not take many pets in one service so I can provide more personalized services.
“My pet Ira (10-month-old Vizsla) is a repeat customer through rover. and I couldn’t be happier with the experience! From the start, Diana was incredibly responsive and attentive to my pet's needs. Ira took the time to understand my dog's routine and preferences, ensuring Ira felt comfortable and secure. During every stay, Diana provided regular updates and adorable photos, which put my mind at ease. My dog came back happy and well-exercised, clearly enjoying the time spent with Diana I highly recommend Diana to anyone looking for a trustworthy and caring pet caregiver. I will definitely continue booking with Diana in the future!.”
About: I've owned dogs for the past 20 years, first an Australian Shephard, then a yellow Lab. I've also cared for the dogs of friends and family. After the death of my most recent guy, Petey, I decided that I want the companionship of dogs without the vet bills$ I'm now retired from teaching and have all the time in the world to sit, walk, transport and care for dogs. I can accept dogs during the day or night, 7 days a week. Your dogs will be in an open setting in my home. I have a fenced yard so they can play. I live near a park and a riverfront, so long walks can be taken through natural settings. I accept only one or two dogs at a time, depending on the personality and behaviour of the dogs. I have a van that can transport dog to wherever they need to go.
“Great sitter, quick communications, sent pictures, accommodated late pick up, pup is pooped and napping, grey job, highly recommended.”
About: Hii!! I'm passionate about providing top-notch care for your beloved furry friends. I had dogs since my childhood, my father is police dog trainer, that’s where the passion comes from in me. With a reputation for reliability and a deep sense of responsibility, I'm here to ensure that your pets receive the care and attention they deserve. I work from home, so I have plenty of time to play with your fur babies, have fenced yard, toys and their favourite treats and lots of passion so do not hesitate to give me chance to take care of your babies!! I have fenced yard, pet toys and treats, I can go out for walks, potty breaks, sniff strolls for mental stimulation and play lots and lots of games.
About: I love animals, in particular dogs. Since my now-adult son was gifted a puppy for his 10th birthday, dogs have been a huge part of my life. How can anyone be in a bad mood around dog or cat?? I treat them like children by playing with them, talking to them, teaching right from wrong, and just loving them to bits! I currently work from home part-time, 3 days a week, Tuesday through Thursday. Caring for pets provides me with a reason to take breaks throughout the day by walking and having playtime with my dog. It's proven to be a much needed stress releaver from the daily grind of work. I have two social and loving cocker spaniels that love having play dates! We also recently adopted a 3 year-old rescue (part Great Dane/Labrador)from The Caymen Islands. He is a gentle giant that wouldn’t hurt a fly! I have a large fenced yard for open play. I have baby gates on both stair cases so that I can keep a better eye on the pups. I don't crate my pup but am not against it.
“Liliana is a really great person, my puppy was all relaxed and happy with her”
“Tara was the best! She provided tons of updates throughout the day and kept my hyper pup very tired with walks and rounds of hide & seek, which is his favourite! Along with updates, I got tons of photos which is something I’m always looking forward to.”
“Deepika is really nice, friendly and very knowledgeable. She is very prompt in responding. Our dog went for day care with her dog and got along really well. I will definitely user her services again.”
About: I’ve taken care of dogs my whole life. I am relied on by friends and family as a responsible dog owner that will always put the needs of the dog first. I’m currently studying for the Bar Exam, which means I’m at home all day. Being home all day means your pet will receive the best care possible, and will never have to be alone. I live in a condo building that has 24/7 security and my condo is very safe and secure for pets. I am very responsive and will keep you updated throughout to ensure that your pet is safe and secure.
About: I’ve taken care of many pets for my family and friends. Why not spread the care! I am very caring and reliable and I assure you I will take great care of your animals. I am currently a PSW and I do home care which makes my schedule very flexible. This will allow me to check in on your pet during the day and cater to their needs in mine or your home. My home is great for pets and they will have lots of room to play and relax. I do not have a fenced backyard but your fur baby will still gets lots of fresh air and walks on a leash! A park and track are near by with lots of exploring areas.
About: ***** Use the following code for $20 off your first booking with Rover! SARAHR06725, https://www.rover.com/sit/sarahr06725***** i have had dogs my whole life, and currently have two of my own. i love playing with them but also training. both have completed intermediate obedience at a training facility in the states. we both have lots of fun teaching them new, mostly useless, tricks. i work from home so am always around to supervise and interact with the pets. i only work part time hours so lots of time for walks in the park and playing games in the yard. any visiting dogs are treated like family. all animals in the house receive the structure they need with plenty of love, snuggles and mental/physical exercise. i love animals and giving them everything they need to thrive and feel comfortable. i will only be accepting one families dogs at a time so everyone will get plenty of individual attention.
Loving doggy day care in your neighborhood
Search Results
1. Natalia V.
“I highly recommend Natalia, she's passionate about looking after dogs. My Puppy wants to go back!”
2. Pallavi K.
“We had a great experience with Pallavi while we were visiting Windsor. She took excellent care of our pup Yumi, who absolutely loved the outdoor walks and relaxing massages. It was clear Yumi felt comfortable and happy in her care. We also really appreciated the regular photo and video updates—seeing Yumi’s tail wagging gave us peace of mind throughout our trip. Would definitely recommend Pallavi and book with her again!”
3. Joe & Madeleine G.
“Super friendly family. I felt comfortable leaving my dog for the day at their house. They made me feel comfortable by offering to meet up before providing service. Their dog is super friendly which was great company for my puppy.”
4. Lasya S.
“Lasya was amazing with our two dogs! They provided regular updates and pictures throughout the day and kept us feeling very comfortable while we were away from our fur babies! They got outside for regular walks, but they also have lots of room inside for them to play. Their dog is also great and got along easily with ours. They will be our ‘go to’ people whenever we are back in town!”
5. Vanessa C.
“Very happy with the service.”
6. Hannah D.
“Hannah was great! She was very responsive and Patrick loved her, will definitely be going back to her next time I’m in Windsor.”
7. Asheley O.
“Asheley did a fantastic job looking after our Jack Russell terrier Stella. It has been a long time since Stella had been with a dog sitter, but she felt really comfortable with Asheley, and already on the second day was looking forward to going back. Drop off and pickup were super easy, and Stella got plenthy of exercise and stimulation during the day, so she was easy to deal with after a long day at work.”
8. Lia R.
“Our little guy had a wonderful time with Lia, and we will definitely book again! She was so communicative throughout his stay with photo and video updates, and it was clear that he was being very well looked after!”
9. Deepika D.
“Deepika is genuine and reliable and just a really great person. I wouldn't hesitate to recommend her and will absolutely have my Sheila stay with her but she moved. It's great to feel free to travel and know that your pet and your home are well cared for. My dog loves everybody, but he really took a shine to deepika, probably because of her calm and kind manner with him.”
10. Diána & Tímea D.
“My pet Ira (10-month-old Vizsla) is a repeat customer through rover. and I couldn’t be happier with the experience! From the start, Diana was incredibly responsive and attentive to my pet's needs. Ira took the time to understand my dog's routine and preferences, ensuring Ira felt comfortable and secure. During every stay, Diana provided regular updates and adorable photos, which put my mind at ease. My dog came back happy and well-exercised, clearly enjoying the time spent with Diana I highly recommend Diana to anyone looking for a trustworthy and caring pet caregiver. I will definitely continue booking with Diana in the future!.”
11. Donna B.
“Donna is often called upon to watch our dog Cheddo. She is amazing with him, making him feel very comfortable with her interactions. I've witnessed the dedication to sick or struggling dogs that Donna has provided for. She is definitely a dog person. Donna is very responsible and at times has made personal sacrifices to ensure her dog had the care and veterinary care it requires. I would recommend Donna for the care of any dog.”
12. Victoria O.
“Great sitter, quick communications, sent pictures, accommodated late pick up, pup is pooped and napping, grey job, highly recommended.”
13. Preeti P.
“She is always very helpful if something unexpected comes up. She looks after my dogs when I go away, always fitting around my schedule. It is so nice to go on holiday knowing they are in such good hands. I recommend Preeti 100 per cent to Everyone!”
14. Tammy C.
“Tammy is a very caring pet owner. She loves animals. She has a beautiful home with a big backyard. She will make sure your pet is well taken cared of and loved.”
15. Liliana A.
“Liliana is a really great person, my puppy was all relaxed and happy with her”
16. Tara R.
“Tara was the best! She provided tons of updates throughout the day and kept my hyper pup very tired with walks and rounds of hide & seek, which is his favourite! Along with updates, I got tons of photos which is something I’m always looking forward to.”
17. Deepika B.
“Deepika is really nice, friendly and very knowledgeable. She is very prompt in responding. Our dog went for day care with her dog and got along really well. I will definitely user her services again.”
18. Nachiketsinh "Nachiket" S.
About: I’ve taken care of dogs my whole life. I am relied on by friends and family as a responsible dog owner that will always put the needs of the dog first. I’m currently studying for the Bar Exam, which means I’m at home all day. Being home all day means your pet will receive the best care possible, and will never have to be alone. I live in a condo building that has 24/7 security and my condo is very safe and secure for pets. I am very responsive and will keep you updated throughout to ensure that your pet is safe and secure.
19. mariah a.
About: I’ve taken care of many pets for my family and friends. Why not spread the care! I am very caring and reliable and I assure you I will take great care of your animals. I am currently a PSW and I do home care which makes my schedule very flexible. This will allow me to check in on your pet during the day and cater to their needs in mine or your home. My home is great for pets and they will have lots of room to play and relax. I do not have a fenced backyard but your fur baby will still gets lots of fresh air and walks on a leash! A park and track are near by with lots of exploring areas.
20. Sarah R.
“Thanks for watching my dogs, Sarah!! They were very happy with their care and attention! Will definitely use Sarah again when I am away in the future!”
Over 159 pet parents in Windsor have booked doggy day care
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The median cost per day for doggy day care in Windsor is $35
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Sitters in Windsor average 4 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Windsor on Rover as of Jun 2025 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2025, 937 sitters provided doggy day care in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Windsor sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Windsor have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windsor.
Windsor doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Windsor sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 937 sitters offering doggy day care in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 95% of sitters offer daily exercise, 98% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
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