Doggy Day Care Winchester
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 14 pet parents in Winchester have booked doggy day care
Winchester, 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.
“Kristen was wonderful! She had great communication prior and during the stay, and I would definitely recommend her to watch your dog. She greeted us outside when we arrived and again when we picked up our dog, which made everything feel very welcoming and personal. Our dog was well cared for, and we would absolutely use her again if we need another pet sitter. Thank you, Kristen!”
“We left our two small dogs with Della for a few hours while we were doing a local tour on vacation. She said she took them out often, she was friendly, and they seemed very comfortable approaching her. She was waiting with them outside when we drove up to pick them up and both dogs were smiling! - that told me with the looks on their faces that they were comfortable, well cared for, and also happy and having fun. I would most definitely recommend her! And I’m very grateful that she was able to do this for us!”
About: I have fostered over 250 amazing dogs, mostly seniors and special needs, so I have experience with most any medical or behavioral care. I have had dogs ages newborn to 16+ in my care, so I have experience with all the life stages. I have experience training dogs of all sizes, from 5 pounds to 150 pounds. I believe that my calming presence around animals set me apart to earn their trust. I am home nearly 24/7 and spend most of that with my personal pets or farm animals, so being with your pet would just be added into my routine. I have a fenced in yard. While my small inside dogs are very friendly, I am comfortable with separating if needed using crates or gates. My inside dogs are 10 pounds and under. Pets have access to all areas of my home, with supervision.
About: Hi! I'm a lifelong dog lover and proud Rover Star Sitter with four years of experience and consistent 5-star reviews. Caring for dogs isn't just something I do; it's something I truly enjoy. Long before I joined Rover, I was the go to pet sitter for my family and friends whenever they traveled. I'm comfortable with dogs of all sizes and personalities, and I have experience with basic training, nutrition, and helping dogs feel safe and comfortable in a new environment. Because I work remotely from home, your dog won't be left alone for long periods. I have the flexibility to provide regular potty breaks, walks, meals, playtime, and, of course, plenty of attention throughout the day. I know every dog is different, and I do my best to keep their routine as close to home as possible. After losing my own sweet dog a few years ago, I kept all of her favorite beds, blankets, and cozy spots. Your pup is welcome to make themselves at home. Whether that's curling up on a dog bed, relaxing on the couch, or exploring my securely fenced backyard. Well behaved dogs are treated like part of the family while they're here. I know how much trust it takes to leave your pet with someone else, and I don't take that responsibility lightly. My goal is to give you peace of mind and make sure your dog feels happy, loved, and well cared for from the moment they arrive until it's time to go home. I look forward to meeting you and your best friend! Pet care naturally fits into my daily routine because I work remotely from home and have a flexible schedule. That allows me to provide regular potty breaks, walks, meals, playtime, and plenty of attention throughout the day instead of leaving pets alone for long hours. Whether I'm caring for your pet in my home or yours, my goal is to keep them happy, comfortable, and as close to their normal routine as possible. In my home, dogs are treated like family. They have plenty of comfortable places to relax, access to my securely fenced backyard for supervised play and potty breaks, and lots of love and attention throughout the day since I work from home. I follow your feeding schedule, exercise routine, medication instructions (if needed), and any special preferences you have to help your dog feel right at home.
“Christina does an AWESOME job of watching my fur baby two times a week for “doggy daycare”. She is caring, knowledgeable, and a wonderful communicator. Christina provides a safe and clean environment. And, my boy loves playing with her little doggy crew and family. I’m so happy I found her!”
“She kept me updated the entire time which I did love. I wasn't a huge fan of the company/loud music going off which can make him a little nervous when I picked him up but overall not a bad experience.”
About: I am home throughout the day with my own family - so your dog will receive lots of love, care, and attention while in our home. I have had experience with many animals of all kinds, as well as animals with diverse personalities and needs. I can administer medicine and be in tune with their specific needs, and the way that you personally like things done for your pet. While I am not in a season to have my own dog, I look forward to enjoying yours while you need to be away! I work from home and will be with your pet majority of the time. Sometimes I need to run errands, but I am not gone for more than 2-3 hours at a time. So lots of snuggles, play, and exercise. I have a fenced in yard that has plenty of room for your dog to run, play, and stretch their legs. I have 6 children between the ages of 4-17 that all do well with pets. They are respectful of their space and love to snuggle and play with them. Your dog will get lots of love and play time without being overwhelmed. We do have outdoor cats that will tolerate dogs ;)
About: I have a big heart for taking care of dogs of all shapes and sizes. Even special needs dogs. (I have one that has seizures). If your dog needs a little training I will be happy to help. I am good with grooming. Prayers forbid I should need to use it but i am good with first aid too. I once was a CNA and was trained in CPR too. I let the licence go because I realized I wanted take care of animals, mostly dogs, not humans. I want to follow my heart and feel happy with my life. Dogs are special creatures and should be treated as such. I will even do vet trips for you if needed. I am available almost every day all day except the rare doctor appointment days.
The median cost per day for doggy day care in Winchester is $30
Dog parents share their Rover experiences - Winchester
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Frequently asked questions about Rover
The average cost for Doggy Day Care in Winchester on Rover is $49.95 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 37 sitters on Rover offering Doggy Day Care across Winchester. 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 Winchester 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 TN 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 37 sitters in Winchester, 100% 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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