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

Over 3 pet parents in Windsor have booked doggy day care
Windsor, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: What sets me apart is the genuine love and experience I bring to every pet I care for. I have over 12 years of pet-care experience and am a pet parent myself to three Chihuahuas, including a senior dog. Because of this, I understand the extra patience, attention, and care that senior pets can need. I’m comfortable caring for puppies, adult dogs, and senior pets, and I’m happy to accommodate each pet’s individual routine and personality. Whether your pet is energetic and playful or prefers a quiet, relaxed environment, I’ll make sure they feel safe, comfortable, and loved while you’re away. 🐾❤️ Pet care fits naturally into my daily routine because I stay home full-time. This allows me to give pets plenty of attention, companionship, playtime, and care throughout the day. I’m able to work around each pet’s normal routine, including meals, potty breaks, walks, medications, and plenty of love and cuddles. 🐾❤️ Because I’m home most of the day, your pet can have someone nearby rather than being left alone for long periods. I truly enjoy having animals around and love making them feel comfortable, safe, and at home while their families are away. I care for every pet based on their individual needs and the routine their family has established. In my home, pets are treated like family and receive plenty of attention, playtime, potty breaks, walks, meals, and lots of love. When caring for pets in their own home, I make sure to keep their normal routine as consistent as possible so they feel comfortable and secure. I’m happy to provide walks, feeding, fresh water, litter box care, playtime, cuddles, and basic medication care when needed. I understand that every pet is different, so I take the time to learn their personality, schedule, and specific needs before their family leaves. My goal is always for your pet to feel safe, loved, and well cared for while you’re away. 🐾❤️
About: With over 20 years of experience caring for pets, I’ve had the privilege of working with a variety of animals, from dogs and cats to more exotic pets. My passion for animals has allowed me to develop strong skills in pet care, including administering medications, feeding, and ensuring a safe and loving environment. I’ve worked with pets of all ages, providing personalized care to meet their unique needs. Whether it's a daily walk or just some extra love and attention, I treat every pet like my own! As a stay-at-home mom, my schedule is flexible and always open to accommodate your pet sitting needs. I’m home full-time, ensuring your pets get the attention and care they deserve whenever you need it. Whether it’s last-minute or planned, I’m here to help! I will care for your pets with the same love and attention I give my own small dog. With a fenced-in backyard, your pet will have plenty of space to play and explore safely. I provide regular exercise and lots of cuddle time to ensure they feel comfortable and happy. Whether in my home or yours, I will follow a personalized routine to meet your pet's unique needs and make sure they feel loved and cared for.
About: Hey there! I'm a proud military member and animal shelter volunteer with 10+ years of experience caring for pets of all kinds—dogs, cats, and even the little critters! From playful puppies to sweet seniors, I’ve got the skills to handle it all. Need meds given or special diets followed? No problem! I’m all about keeping your pets happy, healthy, and stress-free. I’m big on communication, so you’ll always know how your fur-babies are doing. With me, it’s not just pet sitting—it’s personalized, loving care that gives you total peace of mind. Let’s make sure your pets have a tail-wagging good time while you’re away! Pet care is a central part of my daily and weekly routine. Each day, I dedicate specific times for walks, feedings, playtime, and any special needs such as administering medications or training sessions. I schedule my work and personal activities around my pet care responsibilities, ensuring that each pet receives consistent and attentive care. My flexible schedule allows me to accommodate various needs, whether it's daily visits, overnight stays, or extended care. This dedication ensures that every pet in my care feels loved, safe, and well-attended to throughout the week. In my home, I create a safe and welcoming environment for pets by providing a designated area with comfortable bedding, toys, and plenty of space to roam. I maintain a consistent routine for feeding, walking, and playtime, ensuring each pet feels at home. I also have a secure backyard for supervised outdoor activities. When caring for pets in a client’s home, I follow the owner’s instructions closely to maintain the pet’s usual routine. I ensure their environment is clean, provide fresh food and water, and engage in regular play and exercise. I also send daily updates and photos to keep owners informed about their pet’s well-being. My goal is to provide personalized, attentive care that meets each pet’s specific needs, whether at my home or theirs.
“First time using this app, and I feel like this is a winner! Jane took WONDERFUL care of my pup, sent frequent update photos, engaged with her, and had very wonderful communication. This is an awesome first impression, thank you soooo much Jane! Will definitely be reaching out again.”

“Skipper is happy at Jessica’s and enjoys her dogs and running in and out. I feel confident that he is getting good care there. She is very good with communication also. We appreciate being able to leave Skipper at Jessica’s and we dont worry about him at all.”

“I needed a special day care/boarding home for my young, tri-pawed dog. The first visit was a day care trial where my dog and Lisa's family and dog were able to really interact to see if this was a good fit. Very professional, patient and works well with my dog. Now, I know where I will be boarding her when I travel. Thank you.”
“Michael and his wife took such great care of our puppy and made me feel such at ease being away! He sent updates throughout the day and the pictures he took of her were amazing! Highly recommended, he is now my go-to person!”


About: Your dog will get lots of love and attention from me! I’m available for check-ins and walks with your dog in Kemah/Clear Lake Shores. We will have fun taking walks, playing outside, or cuddling! My family has shared our homes and our lives with Jack Russells, Labs, and beagles since I was a little kid. For the last 5 years, I've been a dog mom to a Chocolate Lab. Penny is a very energetic, fun girl! I know how dogs become part of your family, and I'll treat your dog as such! I’ve been a Rover pet sitter for ten years, in Virginia, Montana, and now Texas. I have experience taking care of pets as well as livestock, and administering medications. I'd be happy to answer any additional questions you may have! I typically assist my clients with pet care and walks in the morning (around 7 a.m.) noon and evenings (5-8 p.m.) on weekdays. My weekends are more flexible. When I visit your home, I will check in with you upon arrival, with a photo and text message. I will also document any services I provide (feeding, walks, etc.) I will follow instructions provided for feeding, watering, potty breaks, walks, and treats.
About: I have fostered and owned numerous dogs and cats. I have cared for puppies, sick and elderly dogs. So if there are any dietary restrictions, medications or specific training that needs to be inforced I am your gal. For all of the nervous pet parents don't worry I will be sending lots of pictures and videos so you will never go a day without knowing your fur friend is in great care. It is my main goal that your four-legged family member has the best time at my house and that you are as carefree as possible. My goal is to always remain as flexible as possible and to work around the schedules of my pet families! I have structured my lifestyle to remain as flexible as possible. I have invested time and care into my home and pet to make it a safe and welcoming environment at all times. I always follow the needs and requirements of my pet families to ensure continuity of care.
About: I have been around dogs my entire life, and caring for them has always come naturally to me. I’m a compassionate and attentive caretaker who truly understands that every dog has its own personality and needs. Whether it’s making sure they’re fed, walked, played with, or just comforted, I treat every dog as if they were my own. My lifelong experience has taught me patience, responsibility, and how to build trust with animals, which is why I know I’d be a great fit for any role involving dog care! i promise your dogs will love our fenced in dog area and have lots of fun! I am currently not working, and I have always wanted to work with animals! Dog sitting allows me to watch my own dog while also taking care of other people’s dogs and making a living for myself! we have a fenced in dog area and lots of room to run and play! I don’t allow any squeak toys in my house in case of choking hazards! And I have crates if you can’t bring your own if your dog is crate trained!
About: I’ve owed 4 Labrador retrievers, and still currently have two, one is my duck dog and one’s my old retired boy. I love animals. We enjoy daily walks, and mental stimulation! They get plenty of outdoor time as well as one on one time! I’m currently working as an estimator from home so I have plenty of free time for animals and making sure they get the proper care they need while under my supervision! I have all necessities for animals. I have an out door dog run, I have indoor kennels, I have a designated area inside, I give mental stimulation toys and treats. I make sure the dogs are going outside atleast every two hours insuring the have there energy out and not missing any potty breaks man
“Jason was great with our one year old puppy, Odin! We met with Jason and his dogs beforehand and we could already tell that Jason was going to be attentive and good with Odin. His dogs were all great, too! Odin played the day away and we got updates and adorable pics, which were very much appreciated. We will definitely be sending him back! Highly recommend!”


About: What sets me apart is the presence and care I bring to every interaction. With 15+ years of hands-on experience across a wide range of animals—dogs, cats, reptiles, fish, chickens, rabbits, and guinea pigs—I’m not just pet sitting, I’m attuning. I notice the little things: a shift in behavior, a need for extra cuddles, or when it’s time to give space. My calm, loving energy helps animals feel safe and understood. I don’t rush through visits—I show up fully, giving your pet the same patience and warmth I give my own. As a homeschool mom with a flexible schedule and a peaceful home environment, pet sitting fits naturally into my life. I’m home most of the day, which means your pet gets consistent attention, companionship, and care—not just quick check-ins. Caring for animals is something I genuinely love, and it brings joy and balance to our rhythm at home. Whether it’s daily drop-ins or extended stays, I have the time, space, and heart to give your pet the presence they deserve. Whether your pet stays in my home or I care for them in yours, my approach is rooted in calm, attentive, and loving presence. In my home, they’ll enjoy a relaxed, pet-friendly environment with plenty of snuggles, play, and quiet time—whatever makes them feel safe and happy. If I’m coming to you, I aim to keep your pet’s routine as consistent as possible, respecting their space and energy. I treat every animal like family and always follow your instructions with care and attention to detail. We have a fenced in yard, and plenty of walkable sidewalks.
About: I’ve owned pets my entire life and currently have 3 indoor cats who are amazing. I’m a recently retired teacher of 27 years in the Virginia Beach City Public School System and am now giving up students for fur babies! I have owned pets my entire life and have even recently rehabbed a baby Carolina Chickadee(in the spring). I have experience with giving cats meds(pill shooter). I’m a recently retired teacher and am available daily for all pet services seven days a week. I have experience with cats, dogs, birds, lizards,and fish as I have always helped out my friends as they have done in return for me. My cats are indoor. I prefer to go to your home because I don’t want to upset my babies. I can travel to your home.
The median cost per day for doggy day care in Windsor is $30
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?
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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

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Select a filter and find qualifying sitters offering doggy day care.Sitters in Windsor average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Windsor
Frequently asked questions about Rover
The average cost for Doggy Day Care in Windsor on Rover is $27.75 per day (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .
As of September 2026, there are 676 sitters on Rover offering Doggy Day Care across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Windsor commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
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 .
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.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 676 sitters in Windsor, 88% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
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.






