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.
“Sam did a wonderful job taking care of Skye!!! We know it isn’t easy but she did it and he is very relaxed when we picked him up which doesn’t always happen..thank you and we’ll see you soon!!”
“What an outstanding experience. Elisabeth is so knowledgeable, gracious, thoughtful, dedicated, detail oriented, professional and communicative. I could go on and on. Those who are lucky enough to be able to have her for their pet caregiver are among the luckiest people in the world.”
“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: I am a dedicated pet lover with hands-on experience working at a professional boarding facility for a year, where I cared for dogs of all sizes, temperaments, and needs. That experience taught me how to handle everything from high-energy pups to more anxious or shy dogs, always with patience and care. I also have two dogs of my own, so I understand how important it is to trust the person caring for your pet. I treat every animal like they’re part of my own family and make sure they feel safe, comfortable, and loved while you’re away. I’m available any time, any day, and offer a wide range of services including walks, drop-ins, and boarding. I’m very reliable and always keep owners updated with messages and photos so you never have to wonder how your pet is doing. Whether your pet needs playtime, structure, or just some extra love and attention, I’m here to help! Pet care is a natural part of my daily routine since I’m available full-time and have a very flexible schedule. I plan my days around the pets I’m caring for to make sure they get consistent attention, exercise, and care throughout the day. Since I’m available any time, I can accommodate early mornings, late evenings, and last-minute bookings. Your pet will never be left alone for long periods, and I make sure they’re always a priority in my schedule. I provide attentive, personalized care based on each pet’s routine and needs. In my home, I create a safe, clean, and comfortable environment where pets can relax, play, and feel at home. I follow their normal feeding, walking, and sleeping schedules as closely as possible to keep things consistent and stress-free. In a client’s home, I respect their space and maintain their pet’s routine exactly as instructed. This includes feeding, walks, playtime, and any special care like administering medication if needed. I also make sure pets get plenty of attention, affection, and supervision at all times. With my experience working at a boarding facility, I’m comfortable handling different temperaments and ensuring every pet feels safe and well cared for.
About: I have one small 3 legged rescue and just adopted another rescue September 2025 who is recovering from being hit by a car. Both are chihuahua s Prior to moving to Virginia I fostered both cats and dogs. I was known as a foster failure since I adopted many of my fosters and at one time I had 8 dogs. I love all animal but have a special place in my heart for dogs. I am retired and have lots of time on my hands and would love to spend some time with your dog when you are not able to. I will treat them as if they were mine9. I have two small dog that does fine with other dogs. My yard is fenced and secure. I believe dogs belong in the house since they are part of the family.
“Cheyanne was very kind and considerate. She took the time to answer questions I had and she did a wonderful job with our baby. I would absolutely recommend her and we will contact her if we're in the area again.”
“Rebecca was great with Ellie! Her dogs are very well behaved too and you can tell she’s a dog expert. Professional and timely communication through and through. Will be booking again for doggy daycare!”
“I can’t say enough kind things about Michelle. I feel like she’s an extension of our family in how she cares for our puppy. She’s provides an enriching experience for dogs in her care. She is warm, personable and efficient in response to communication. We will use her again.”
“They took the best care of my pup Georgia!! She played all day long which was apparent in how tired she was when we got home. Jessica has a great house and backyard for the pups. Your due child will be in good hands!”
About: I have been around dogs since I was about 8 years old and have experience with both small and large breeds. I have owned 4 dogs myself and caring for dogs has always been something I genuinely enjoy. Over the years, I have gained experience with dogs of different ages, sizes, breeds, energy levels, and personalities. I understand that every dog has unique needs and routines, whether that means lots of playtime and exercise or a calmer, more relaxed environment. I am comfortable with feeding schedules, walks, basic care routines, and giving dogs the attention and patience they deserve while their owners are away. As a pet owner myself, I know how important it is to trust the person caring for your pets. I will always treat your dogs like my own and provide reliable, loving, and attentive care. I’m currently working a flexible schedule and I am most consistently available in the afternoon and evening times during the weekdays and fully on the weekends to provide extra time for your animals! I have a fully fenced yard and the space/ability to crate as needed. I do currently have 2 friendly cats in home who are used to other cats/dogs. Each member of my household has experience with cats and dogs and would be excited to show yours some love and attention up close or far away! I always prioritize creating a safe, calm, and comfortable environment for every pet in my care. I understand that every animal has different needs and personalities, so I take the time to learn their routines, preferences, and comfort levels whether inside your home or mine.
About: Dog lover with a friendly pup who’s always ready for a playdate. Spent years caring for family and friends’ dogs and have loved every minute of it. I’m excited to expand and meet more pups—offering plenty of walks, playtime, and attention like they’re part of the family! Dog lover with a friendly pup who’s always ready for a playdate. Spent years caring for family and friends’ dogs and have loved every minute of it. I’m excited to expand and meet more pups—offering plenty of walks, playtime, and attention like they’re part of the family! I can board pets in my home, which has a fenced-in yard for safe outdoor play. I’m happy to follow your pet’s routine and can crate pups if needed
“Tina and her family were the perfect "home away from home" for our fur-baby! Thank you for loving her today! We look forward to continuing the relationship!”
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
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
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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 for Doggy Day Care in Windsor on Rover is $27.75 per day (as of August 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 August 2026, there are 647 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 647 sitters in Windsor, 89% 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.
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