Doggy Day Care in Windsor
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windsor doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I've taken care of dogs (of various breeds) since I was in middle school. I have done short-term and long-term care both out of my house or going over to the owner's house. I am a very calm and reassuring person and have worked with both young and elder dogs. I am a recent graduate who is currently applying to post-graduate programs and jobs, so I have great flexibility in my schedule when I am not helping my grandmother with errands or volunteering at Greendale Elementary (on Tuesday and Thursday mornings). I can do any weekday besides Wednesday afternoons. I can do most times on the weekends unless I have a prior engagement planned. I can do Christmas/Winter Break, but I will be away for Thanksgiving this year. I have a fenced-in yard and have plenty of room for housing your pet as there are no other pets in the house currently. The neighborhood is very safe and has walking paths for walking pets. I am also happy to drop in or stay at your home if that is more comfortable for your pet (or you)!
“Payton did such an amazing job taking care of my baby Cally! My pup was so happy from the first moment she walked into her house. I feel completely comfortable knowing she is watching her. She kept me updated through out the day and even send me pictures. Highly recommended!”

About: Ever since I was little I've preferred the company of pets over people. My first job was at petco as a sales associate then after in the grooming salon and there i blossomed into who I am now! Currently taking a break from work after my stroke and what better way to spend that down time than cuddling with your babies? My favorite thing to do is work with animals and it truly does not feel like work to me. I dont have a fenced in yard so all walks are on leash. I do have long lines for times they need to stretch their legs and will be adding seperated fenced in areas for the dogs to have some safe secure fun in the good weather times.
About: Family has relied on me for all pet needs. I’ve helped with sitting, potty breaks, feeding and walking. Or even just to keep their fur babies company. I work remotely with the ability to adapt my schedule as needed for pet care. I would love to take care of your sweet baby! We have a huge front and back yard for exercise and play. We have 1 dog who would be a great playmate for your baby! We also have 3 children that love animals and would provide great companionship.
About: I have always had a passion for loving and caring for animals. I am working on a change of career and want to earn extra income and hope to slowly transition to being able to do more through Rover. I have grown up with animals and have cared for everything from a duck to a horse. My grandparents owned a farm and I took care of and trained the horses and also caref for the dog and cats on the farm. I also have fostered through the Humane Society to help dogs and cats find their furever home. I can't wait to get to know your fur baby and help you with their care and everyday life. I love walking around at parks and certain trails. I can stay in the neighborhood, as well, if preferred. Let me know if they have a favorite treat or particular way they like to walk or play. I am a stay at home mom to a 3 year old who loves all animals. This will give her the opportunity to socialize with more animals. This will also provide more opportunities to teach her responsibility through watching how I care for animals. I usually check the pets water and food, if asked. I give medicine the ones who need it. For dogs, I usually include a short walk so they can potty or let them out into their yard. For cats, I’ll try to engage in play for a little bit so they can get some exercise in, as well.
“Miss Ronda is the absolute BEST!!! My baby loved her and she loved him back! She kept me updated and made sure I felt safe and secure with her watching him for a weekend stay! Trixie was also a sweetheart!! BOOK MISS RONDA!💕”


About: I have 25 years of experience as a pet sitter being self-dubbed the "overnight queen" as I specialize in overnight stays of any length. The dogs and I have FUN slumber parties during which I fully engage with and interact with them, playing with their toys and giving the most excellent tummy rubs imaginable! Owners are happy too as they return to a happy pet - dogs "tell" by their behavior and in over 500 pet sits, every dog has been safe, sound ... and happy! In fact, many owners say I did a great job because "my dog acted like it didn't even know I was away!" All dogs love me ... and I love them. Dogs are people, too - only better ! I am self-employed so can set my schedule, especially with as much advance notice as possible. I often bring my little 9 pound, Shih Tzu, which I keep and a carry crate and kennel that has worked out fine with both dogs and cats. We can arrange a meet and greet ahead of time to make sure everyone is comfortable. I have separate bedrooms if dogs need their own privacy, but I do try to have dogs interact and be friends. I have a long hallway to play fun games and go get it!
“My little guy enjoyed his time with Kim. We were visiting the area for an afternoon/ early evening visit with family and just needed a couple hours of sitter time … and Kim was very accommodating. She made our visit worry fear. Bryce returned to us and didn’t skip a beat.”


“Laura was fantastic! taking care of both my dogs for multiple day care days during my month stay in Aiken. The pups looked forward to visiting with her. playing in her beautiful yard, adventures to nearby parks or just chillin watchin the rain. Highly recommend.”

About: Having shared my home with every kind of pet since I was a child, I bring a deep, intuitive understanding to pet care that goes beyond the basics. This extensive experience has given me a special skill for navigating the unique challenges of both ends of the spectrum: I excel at the positive reinforcement needed for training energetic puppies and have the gentle, patient touch required to provide comfort and specialized care for senior pets. When you entrust me with your furry family member, you're choosing a sitter who offers not just reliability, but a genuine, experienced friendship for your pet I have the wonderful luxury of a completely open schedule, which allows me to make pet care my top priority. This means your pet gets my undivided attention, and I can be there for them consistently throughout the day, every day. My approach to in-home pet care is to provide seamless, consistent care while maintaining your pet's normal routine. I minimize their stress by keeping them in their familiar environment. If needed to stay in your own home. If they were to come to my home: I have 3 young kids, however if necessary to be away from kids we could do in your home. When pets stay with me, they become part of my family. My home is a safe, loving, and pet-centric environment where they receive constant attention.
“Hillary was great. My dogs had a good day and came home tired. They got to run and play ball. She even cut their nails which they never let me do but let her. She is great with them.”

About: Hi! I’m Avery—an experienced animal handler, lifelong dog lover, and amateur eventer based in Aiken, SC. I’ve spent my life around animals, from growing up in a pet-loving household to training young horses and competing in three-phase equestrian events. I adore both dogs and cats and understand how to care for animals of all personalities—from energetic to reserved. Working with animals has taught me patience, instinct, and how to calmly manage a wide range of temperaments. My two dogs, Blake and Peanut, are well-trained and social. Blake is the gentle leader—friendly and confident—while Peanut is sweet, a little shy, and loves snuggling once he warms up. Together, they help set a calm, welcoming tone for visiting pets. I’ve also volunteered with rescue groups like the S.A.V.E. Coalition (Houston, TX) and the Medfield Animal Shelter, where I fostered and rehabilitated Luna, an abused special-needs Pit Bull. Whether your dog or cat is high-energy, reactive, senior, or shy, I take the time to understand their needs and tailor care accordingly. Why Choose Me? • Experienced with dogs, cats, horses, and rescue animals • Calm, responsible, and attentive to individual pet needs • Communicative, dependable, and flexible • Pets in my care are treated like family Dog Walking & Drop-In Visits As someone with a flexible, work-from-home schedule, I offer mid-day dog walks and drop-in visits—perfect for keeping your pets happy, exercised, and cared for while you’re at work or away. These are a great option for regular support and can easily fit into my daily routine between meetings. Whether your pup needs a potty break, playtime, or a quick check-in and meal, I’ve got it covered. My Home & Care Style Blake and Peanut have free roam of our home and securely fenced yard, but I always supervise guest pets closely until I understand their comfort level. I provide a structured routine with room for play, relaxation, enrichment, and quiet time. If your pet prefers their own space, I make sure that’s respected. Before You Book I’ll ask about your pet’s routines, personality, medical needs, and quirks to ensure their care mirrors what they’re used to. I want them to feel as comfortable as they do at home. Let’s Connect! Whether you need a one-time drop-in, consistent walking help, or full pet sitting, I’d love to be part of your pet’s routine. Reach out to schedule a meet-and-greet—I’m excited to welcome your pet into a calm, loving environment. I work remotely with a flexible schedule, which makes it easy for me to accommodate walks, drop-ins, and boarding. I’m available on weekdays between meetings and for full-time care on weekends. Pet care fits naturally into my daily routine—I genuinely love doing it. I have a fully fenced yard and two friendly, well-socialized dogs—Blake and Peanut—who provide great company. I closely supervise introductions and can crate your dog if needed. Safety and comfort are always my top priorities, and I tailor each dog’s care to their personality and needs.
About: I have owned dogs for over 34 years. Our dogs have ranged from Great Pyreneese and Grey Hounds down to 5 pound chihuahuas. Our last dog (Jack the teacup Chihuahua) lived until he was 18 years old. We decided it would be fun to help others board their beloved dogs as we had the privilege of using house sitters many times over the last 34 years. I am an adjunct faculty at a nearby University and teach almost exclusively online. My schedule at home is pretty much that of a stay at home mom. My husband and I love to take long walks and have always in the past included our dogs. We have a large home (2700 square ft) with no stairs. We have a large fenced in backyard and we do have an in ground pool. I always go outside with our dogs as I do not trust hawks and owls (especially with small breeds) and not all dogs are familiar with pools. I love to share my couch with pets to get extra cuddle time in. We allow dogs in every room of our home and invite smaller dogs into bed with us. Food and water is always available (except when an owner wants a specific schedule). Most of the home is wood floors with the exception of our living room.

About: Hello! I’ve been a dog sitter for over 12 years now. From assisting with the birth of puppies and kittens, to helping our older babies get out of their bed, and holding their paw while they take their last breaths, I’ve done it all. I truly have a passion for animals and want to provide them with the best life possible. After all, they are our best friends! I have experience with epileptic, pregnant and in heat, sick, physically disabled, and as I mentioned, new borns and older dogs! I have a very open schedule! I’m free in the mornings, nights, middle of the day, and on weekends. whenever you need me, I’m here! I never let the dogs out without a leash at my house, no matter how experienced they are with the area or how well they listen. Their safety is my biggest priority. Let me know your preferences and guidelines to follow!
About: hello! me and my husband jordan have owned big to small dogs! we currently only have Lilly who is a miniature Australian shepherd. She is 6. and a 3 year old cat named dice! She is very very friendly and does great with other dogs. I accept same day booking, and cancellations on overnights have to be within 24 hours:)! I have experience with all types of dogs, so if you have any concerns regarding (anxiety, medications to give them, or aggression) please let me know. Me and my husband have a 15 mnth old who absolutely adores animals ! so you will be giving him a positive experience as well🥲🩷. Potty time is 0-2 hours or whichever you prefer I am home full time ! also, if you prefer a doggy park instead let me know! I will also bathe, brush and cut nails for free for your buisness to our home. it fits perfectly!! I am a full time stay at home momma. I do college online right now, and I take care of my baby. in my home or your home your pet will be more than taken care of :)! I will provide any services you need! I can walk , play with them, brush, bathe, take to doggy park, or simple just come sit with them. 🩷

“Very pleasant young lady. Took excellent care of my little girl cotton. Thanks for the picture updates!!! They put my mind at ease. This was my first time using Rover and thanks to Nahla it won’t be my last!!!”
Popular requests near you
Select a filter and find qualifying Windsor sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. 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?
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 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
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available 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
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.




