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. 🐾❤️
“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.”
“Ryder had the most amazing time. He is not used to being around other “friends” but he did very well. His visit wore him out! We will be back. This was the best experience for him! Milena made us feel sooooo comfortable and at ease.”
“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: 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’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
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: Ever since I was young animals have played a huge role in my life. From my first dog to the mini zoo I have today. I am familiar with many breeds of dogs and cats as well as reptiles and recognize each one has its own characteristics and personality. Whether it's a walk, play time, or just someone to keep your pet company, I will appreciate and enjoy my time with them. I am a stay at home father of two. I am available most days. I have been working with pets for the past 4 years M-F with the occasional weekend visits. I love what I do and I take pride in my ability to befriend all pets. I believe each and every person has a responsibility, when they take on a pet, to give it the best life with a loving owner. I have 2 dogs, 2 cats, 4 lizards, 2 turtles, and 4 fish who all get attention suited to their needs and desires while also being attentive to proper and healthy care.
About: I used to have another rover account and dog watching was my full time job for about 3 years. I quit for a little bit but now I am a stay at home mom and have a 4 1/2 year old golden who loves everyone and just wants some friends to play with. I am a stay at home mom and have a dog of my own so adding a few more never hurts. My golden daisy is my child she is so spoiled and if you trust me with your dog they will be too. She is full of energy and loves all dogs and people haha. She does not know what stranger danger is. I have a huge fenced in back yard. I am also able to split up my house to have dogs in separate areas when they need a break from each other. This will be my full time job aside from being a mom so I am always home.
“Very informative about the city and took excellent care of my big baby dog! She listened and followed instructions perfectly. A wonderful hostess, I couldn’t have asked for better.”
About: I love dogs and have taken care of our family dog. I understand how precious they are and how they deserve to be treated with compassion and love I'm newly retired and would love to provide love and nurturing care to your sweet furbaby! Plenty of space and a large fenced yard! Plenty of rubs and walks I have a plenty of room, a large fenced yard and a friendly senior dog. I am usually asked by neighbors and friends to care for their dogs for short term or long term
About: I’ve taken care of dogs since I was a kid. My neighbors, friends and family have relied in me to walk, feed and bathe their pets. I'm working from home which makes it a lot easier for me to board fur babies at my house. I will be able to let them go potty easily as well. I have a fenced backyard and friendly dogs to keep your pet's company. I can also easily crate your dog if need be. I have crates with different sizes from small to XL.
“We had a great experience with Qasheedra. From the moment we met, she and her family were warm, professional, and clearly experienced with dogs. She took the time to understand my dogs’ needs and routine, which really put me at ease. My dog came back happy, relaxed, and well cared for — I couldn’t ask for more. I’ll definitely be booking again. Highly recommend!”
About: Hi! I’m a reliable and loving pet caregiver who treats every dog like my own. I provide safe walks, feeding, playtime, and plenty of attention. I understand how important routines and comfort are, so your fur baby will always feel secure and cared for with me. 🐾 Pet care fits naturally into my daily routine because I plan my day around consistency, responsibility, and attention to detail. I schedule feeding times, walks, and check-ins so each pet gets reliable care without rushing. I’m already used to managing a structured home routine, so adding pet care flows smoothly with my day. I make sure I’m fully present during each visit—giving pets focused attention, playtime, and care while also staying organized with communication and updates for the owner. My home is set up with safety in mind, including a fully fenced front and back yard to give pets secure outdoor space for play and potty breaks. I always supervise outdoor time to ensure they stay safe and comfortable. Indoors, I keep all doors secured, remove any hazards, and create a calm, pet-friendly environment. I also follow each pet’s routine closely and never leave them unsupervised in unsafe situations. My goal is to provide a safe, loving space where pets can relax and feel at home
The median cost per day for doggy day care in Windsor is $30
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- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book doggy day care
1. Search
Browse profiles of sitters near you who offer doggy day care.
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 doggy day care - Windsor
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 of Doggy Day Care in Windsor is $28 per day as of October 2026. Most bookings cost between $23 and $28 per day. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 668 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.
As of October 2026, there are 668 sitters on Rover offering Doggy Day Care across the region of VA. Enter your address or desired location to see which available sitters are closest to you.
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 .
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 668 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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