Doggy Day Care 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

“Very satisfied with the care of my puppy. Rosmery is a very kind person. My puppy quickly went crazy for her when she picked her up. I loved that she sent me photos while I was away from my Luna. My puppy was very happy when I came back to get her. —————————————————————- Muy satisfecha con el cuido de mi perrita, Rosmery es una persona muy amable, mi puppy rápidamente se volvió loca con ella al cogerla, me encanto que me envío fotos mientras estaba lejos de mi Luna, mi perrita estaba muy feliz al regresar a buscarla. THANK YOU!”


“This was the first time that I used Eric. Eric and his wife were wonderful with Milo. Eric let me know that Milo was doing well and also sent a picture. Milo came home happy and tired. I will definitely use Eric again.”


“Although it was my pup’s first time & she was super anxious, Allison was very patient with her & made her feel comfortable during her visit. She sends frequent updates & is very pleasant to talk to. Definitely recommend!”


“I cannot recommend Triba highly enough - she is so wonderful with our dog who has separation anxiety. We’re so lucky to have found a sitter we can truly trust!”


“MJ was absolutely wonderful with my pup! She kept me updated and sent the cutest pictures, which gave me so much peace of mind. My pup was so excited to see her again the very next day, she truly couldn’t wait to go back! I highly recommend MJ to anyone looking for loving and reliable care.”


About: I’ve had a lot of friends who have left me to dog sit their dogs and over time I’ve built such strong bonds with them. I’ve tried to teach their dogs tricks which was enjoyable at times. I am self employed, so I have lots of time to give stomach rubs and playing tag around the house. I do frequent walks in the summer time/fall time. In the complex that I have moved into, they have reserved in area specifically for dog owners. We have access to a dog park so safety and security is provided.


“Ricky took my puppy for a semi last minute daycare visit. It was her first time staying somewhere without me, and she had lots of fun and came home happy. Ricky was very responsive and sent a video in addition to pictures. I’ll definitely be booking with him again!”


“Chris was great. He helped us out with a last minute doggie daycare request. We appreciated that he was careful to have a chat with us beforehand to ensure our senior dog would be an ok fit with his other doggie client. He sent us some reassuring photos and note letting us know our dog was doing ok. We would definitely bring our dog back to Chris again.”


About: I am a mom whose taken care of every kind of dog throughout my life, while taking care of my kids. While my kids are out of town for school, I take care of my cat but I miss having dogs in my home. I live right next to the airport and love taking walks around the neighborhood. There are many parks near by where I can take your fur babies and I have years of experience working with temperamental, reactive and aggressive dogs. I’ve administered medication and my job requires me to be CPR certified. Even while I am at work, my son whose 6’3 gets home from school and is able to keep them company. I work full time but I have different hours throughout the week. I am able to feed and take them out in the morning and at night while my son is home in the afternoon for walks and playtime. I prefer to board cats and small dogs. I’m happy to accommodate you for a weekend getaway, as I prefer to do weekend starting on Fridays. I have a small dog crate and an open home. My cat Alaska is very shy around strangers so she would likely keep away from any dogs.

“Beshoy and his wife were great! They were very accomodating to Daisy's velcro dog personality and provided plenty of attention/affection. Daisy had a great time! We've used them twice now and definitely would rebook in the future!”


“Kristina is great and I will continue to send my puppy to her for doggy day care! She keeps you updated with pictures during the day, she if flexible with drop off and pick up times and her dogs are friendly and playful with my puppy so he is always tired when I pick him up! :)”


About: I promise that your furry friend will have the best time in my care! I have been around dogs all my life that range in size from a miniature schnauzer to a Great Danes. Rover was my favorite job back in college and has been a fun way to earn some extra cash on the side. I currently have a cat and 2 rescue dogs that I love dearly. I have watched all kinds of animals such as frogs, fish, lizards, snakes, birds, and of course dogs and cats. I have also taken care of pets of different domineers such as shy and aggressive animals. I have a dog that is not tolerant of many things so I know ways to earn their trust and how to be patient. If you have any questions, feel free to ask. I own a small business from home and have a lot of free time to be available for your pets. My weeks are very open. Long walks are my favorite daily activity as well as indoor play time and cuddling up on the couch. When I’m in your home I will always leave it cleaner than I found it.

About: With over 25 years of pet owning experience and more than a decade of fostering, working, and volunteering in animal shelters, rescues and zoos, I can bring highly skilled and compassionate care to dogs and cats of any breed, age, and size. I work from home most days, and with no children or pets of my own, I can devote all of my love, time, and attention to your fur baby. I will treat your pet and your home as if they were my own. You can rest assured your pet and home are in good hands.

About: Throughout my life I have had 3 different dogs and all of them have been thuroughly trained through my love and support. I am a college student that is looking for a little extra money and I will work hard and take care of your dog the correct way. Throughout this summer I will be playing baseball with the Westfield starfires. But with this team, I am a pitcher only so there are some games I can skip and work with your pet. I’m here for whenever you aren’t! I care for my own pet through good training, frequent cuddles, and consistent bathroom breaks to make sure there is no added stress. As I do with my dog, I will treat your dog the same way as I do mine, with respect and love. I am responsible for feeding my dog on a daily basis.

About: I have had dogs, cats, gerbils, fish and mice as pets for the last 57 years. As an adult, I have had cats and dogs as pets. Currently I have 1 dog in my home. Walking for about 1 hour is a daily ritual we all enjoy. I cared for an elderly person in her home for nearly 2 years in the evening and was responsible to care for the dog as well including walking and feeding. I provide care in my home for my friends and family dogs while they are on vacation. I have experience with puppies and potty training. I have experience with senior care including diapering and lifting dogs. Additionally, I administered insulin to a prior dog. I have expeince walking multiple dogs at a time. My dog is friendly. I work from home so I am available during the day for breaks. I am available to walk in the monring and at lunch but after work is our 1 hour walk in the neighborhood and around the school or on local trails in town. My son plays baseball at night and I enjoy taking the dogs to watch the games. The dogs join me in the yard when I am working in the gardens and are often under a shady tree or enjoying the sun. I do not have a fenced in yard so I usually take the dogs out in the yard on a retractable leash to keep them safe but allow them to roam around. I like to leave the glass storm door open so the dogs can sit in the sun and watch the outdoors. I enjoy daily walks with my dogs. I can replicate any routine for your pet in my home or your home.
Loving doggy day care in your neighborhood
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ROSMERY P.

“Very satisfied with the care of my puppy. Rosmery is a very kind person. My puppy quickly went crazy for her when she picked her up. I loved that she sent me photos while I was away from my Luna. My puppy was very happy when I came back to get her. —————————————————————- Muy satisfecha con el cuido de mi perrita, Rosmery es una persona muy amable, mi puppy rápidamente se volvió loca con ella al cogerla, me encanto que me envío fotos mientras estaba lejos de mi Luna, mi perrita estaba muy feliz al regresar a buscarla. THANK YOU!”


Eric L.Star Sitter

“This was the first time that I used Eric. Eric and his wife were wonderful with Milo. Eric let me know that Milo was doing well and also sent a picture. Milo came home happy and tired. I will definitely use Eric again.”


Briana V.

“Briana was very kind and available for my puppy. I believe Molly was very happy in her care and was given enough attention. I will definitely use Briana again in the future as needed.”


Allison Nicole M.Star Sitter

“Although it was my pup’s first time & she was super anxious, Allison was very patient with her & made her feel comfortable during her visit. She sends frequent updates & is very pleasant to talk to. Definitely recommend!”


Triba M.Star Sitter

“I cannot recommend Triba highly enough - she is so wonderful with our dog who has separation anxiety. We’re so lucky to have found a sitter we can truly trust!”


MJ M.Star Sitter

“MJ was absolutely wonderful with my pup! She kept me updated and sent the cutest pictures, which gave me so much peace of mind. My pup was so excited to see her again the very next day, she truly couldn’t wait to go back! I highly recommend MJ to anyone looking for loving and reliable care.”


Andrea P.

“Strongly recommend, your dog will be in good hands!”


NeemaElie J.
“Neema was one of the best dog sitters, I have ever had! My dog Cookie Loved her !! She sent me pictures throughout the day and was very loving to my dog Cookie! She is very reliable! Never cancelled on us ever. I have been using her for 3 years!”




Ricky R.Star Sitter

“Ricky took my puppy for a semi last minute daycare visit. It was her first time staying somewhere without me, and she had lots of fun and came home happy. Ricky was very responsive and sent a video in addition to pictures. I’ll definitely be booking with him again!”


Chris A.Star Sitter

“Chris was great. He helped us out with a last minute doggie daycare request. We appreciated that he was careful to have a chat with us beforehand to ensure our senior dog would be an ok fit with his other doggie client. He sent us some reassuring photos and note letting us know our dog was doing ok. We would definitely bring our dog back to Chris again.”


Kathy L.

“Kathy did a great job with my dog Tigger! He has separation anxiety but he came back happy and relaxed. Kathy was also very communicative and flexible with my schedule!”


Mariluz R.
“Mariluz has taken care of my dogs in the past (3 lab/pitt mixes) and handled them beautifully. She is precise and meticulous to ensure that the dogs are always safe and getting the care they need. She treated my dogs like they were her own and I would highly recommend her for pet care.”


Beshoy A.

“Beshoy and his wife were great! They were very accomodating to Daisy's velcro dog personality and provided plenty of attention/affection. Daisy had a great time! We've used them twice now and definitely would rebook in the future!”


Kristina E.


“Kristina is great and I will continue to send my puppy to her for doggy day care! She keeps you updated with pictures during the day, she if flexible with drop off and pick up times and her dogs are friendly and playful with my puppy so he is always tired when I pick him up! :)”


Betsabeth T.

“What a wonderful caretaker. I can tell Archer was well cared for and treated with love. It was a long day for all and he came home and was the calmest he’s ever been.”


Sophia O.
“Sophia is a very kind and gentle caretaker! She has spoiled my puppy over the years with so much love and attention. He literally smiles whenever he sees her!”


Dana K.
“Dana has been a great sitter for us over the years! Our dog and cat both love her and look forward to seeing her. It’s clear she loves them, too, and we always feel good leaving them with her!”


Sarah E.Star Sitter

“Sarah did a great job with Harely ! She sent several pictures though out the day and I knew she was well cared for !”


William C.
About: Throughout my life I have had 3 different dogs and all of them have been thuroughly trained through my love and support. I am a college student that is looking for a little extra money and I will work hard and take care of your dog the correct way. Throughout this summer I will be playing baseball with the Westfield starfires. But with this team, I am a pitcher only so there are some games I can skip and work with your pet. I’m here for whenever you aren’t! I care for my own pet through good training, frequent cuddles, and consistent bathroom breaks to make sure there is no added stress. As I do with my dog, I will treat your dog the same way as I do mine, with respect and love. I am responsible for feeding my dog on a daily basis.


Katie C.
“Katie is the most amazing, warm and compassionate person. She has watched our dog more than a dozen times. Her entire family provides any pet in their home with so much love and attention. we know she Katie takes the time to walk and provide love and affection and your pet(s) couldn’t be in safer hands! She is also very experienced as she has had her own pets her whole life! Your pet would be lucky to meet Katie and be cared for by her!”
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1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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 Aug 2025 was about $39 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 Aug 2025, 480 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, 85% 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 480 sitters offering doggy day care in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 98% of sitters offer daily exercise, 97% offer medication administration, and 95% 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.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
