Doggy Day Care Winston
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Winston, 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: I’ve been caring for pets for over 7 years, and it’s something I genuinely love. I have experience with dogs of all sizes from energetic puppies to senior dogs who need extra care and attention. I treat every pet like family and always make sure they feel safe, comfortable, and loved. Pet care is a regular and rewarding part of my weekly routine. I’m calm, dependable, and attentive to each pet’s needs making sure they get the right balance of exercise, playtime, and rest throughout the day. Pets stay in a clean, cozy, and pet-friendly space with plenty of room to relax or play, including a fully fenced yard where they can safely explore and enjoy the outdoors. There’s always someone home even if I need to step out briefly, my mom grandma or my boyfriend, who are both equally experienced and caring with pets, are always around to help. I usually introduce them during meet and greets so everyone feels comfortable and at ease
“Whitney took care of my dog for a week on her farm My dog loved it so much she didn’t want to get in the car to go home! I can tell Whitney loves animals bc she rescues animals My dog got to meet a donkey, horse and pig! I certainly will be using Whitney again”
About: * If you live in Poland I will give you a 10% discount on house sitting Hi, I’m Makaylah! I’ve been caring for animals my entire life and have experience with a wide range of pets—including dogs, cats, rabbits, rats, hamsters, mice, and chickens. I work from home full-time, which means I have a flexible schedule and can give your pet plenty of attention throughout the day. I practice positive reinforcement only. It helps build trust, keep things safe, and it is most successful for long term behavior. I like to include trick training during my visits. I've helped dogs learn sit, down, shake, speak, spin, and touch (nose to hand). It’s a great way to keep them mentally engaged and build confidence, especially for anxious pups. I also have experience in administering oral medications and caring for senior animals. Most importantly, I’ll treat your pet like they’re my own, and I’ll keep you updated with regular messages and photos so you always know how they’re doing. Im wfh and have pets of my own so I'm always home! My schedule is overall very flexible, and I can shift things around to make things work especially for repeats. Go on vacation or give yourself a weekend away. Your pet’s safety and comfort are my top priorities. I will follow your care instructions closely and keep routines consistent to help your pet feel secure. At my home, I have a fully fenced yard where they can play and explore safely. No matter the place, I will focus on maintaining a calm, secure environment.
About: I bring a lifetime of hands-on experience with animals of all kinds—from cats and dogs to birds, bunnies, and even livestock. I grew up working alongside an equine veterinarian and have spent years collaborating closely with small animal vets, giving me a strong foundation in animal health and behavior. Whether your pet needs meds, special care, or just a little extra love, I specialize in supporting animals with medical needs and take pride in being calm, compassionate, and highly attentive. I’m not just a sitter—I’m a lifelong animal caregiver who treats every pet like family. I work from home with a flexible schedule, which means I’m able to give pets the time, attention, and care they need throughout the day. Whether it's midday walks, medication schedules, or just extra snuggles, I’m consistently present and available to keep your pets happy and stress-free. My routine is built around their needs—because their comfort and well-being come first. 🐾 In my home, pets enjoy a safe, secure environment with a fully fenced yard and plenty of supervised playtime. My own friendly dogs are always happy to welcome new furry friends, but if your pet prefers one-on-one attention, I can provide a quiet, relaxed space just for them. I tailor the experience to match each pet’s personality and comfort level—whether they love to socialize or just want a calm companion.
“Tillie enjoyed her day with Erica and her son. She is a young dog and enjoys spending time and playing with other dogs. She is a Cavipoo and loves everything and everybody. My husband and I are retirees and there are times when we need to have free days for appointments. I am very glad we were able to find Erica who is so close to where we live.”
About: Animals definitely perceive my positive attitude, and people do too. I genuinely love making cats and dogs happy. I often talk to any animal quite a bit because I believe a calm tone of voice is good for them psychologically. Additionally, I have taken care of multiple dogs and cats throughout the years, working in kennel facilities and through ownership, and I understand what is required to keep them happy and healthy. I have a flexible schedule, with much time to ensure your pets get the exercise he or she needs, and the attention they deserve. They won't be lonely while you're away! Additionally, I can administer any medications necessary and follow any special dietary restrictions. Your cats and dogs are in good hands with me! I center taking care of my own animals around my daily schedule. I do my best to keep their regular feeding times ,and for my dogs walking times at expected hours. It can be difficult, but it wouldn't be fair for them to not know what to expect. So ultimately, I adjust my required needs around their schedule in terms of errands, and etcetera. I care for pets in a way they are accustomed to; meaning regular schedules for feeding, walks and/or medication. If they are staying in my home, I would try to provide the most comfortable accommodations as possible while awaiting their people. But in a client's home, I would just coddle the pet, give them comfort, and again - keep them on the schedule they are accustomed to.
About: I have had pets all of my life. I currently have 3 dogs, a Pomeranian/Westie mix, a Husky/staff mix, and a Staffordshire terrier. As well as fish, two guinea pigs and two mice. I am comfortable with dogs of all sizes and breeds. Cats, fish, rodents, and most reptiles. I have owned cats in the past and I have family who have cats. I have cared for lizards and bearded dragons. I always follow the owners instructions on care. I have experience walking, playing with, and caring for animals. Administering medication, and basic first aid. I am patient when meeting a new animal. I allow them to take their time to warm up to me, I let them come to me vs me approaching them. Please let me know if any allergies, current injuries, medications, ect that I may need to be aware of. As well as any certain quirks they may have, for example some cats like to try and escape , dog can jump over the fence, they hate their neck touched, and so on. This is all so I can make sure your pet is comfortable and receives the best care! I always treat pets like they are my own, with love and kindness. I love getting to know each one’s personality! It truly is a joy to have an animal warm up to you and open up. I am a stay at home mom, so my schedule is usually pretty flexible. I do like to keep my pet care within a certain distance radius of my home. I have a fenced in dog run attached to my house where the dogs can go outside to play and go potty. I always make sure my dogs as well as others are harnessed and leashed prior to going outside. I make sure there are no hazards in the home that could hurt the animal in any way.
“Svetlana took great care of our 2 dogs on a last minute notice for the day. She is so kind, and good with the dogs. Her house is clean and tidy (1 of my dogs likes to chew everything), and she has a nice large fenced in yard for the dogs to run around in. I highly recommend her, and will definitely book with her again. Thank you so much!!”
“Amber was absolutely fantastic! She’s very professional and regularly updated me on my pup’s stay! It was Chase’s first stay. I was nervous about leaving him, but Amber put my anxieties at ease! I highly recommend Amber!!!”
“Ariahna did a great job while watching my dog Athena. She took Athena for a walk along with her dogs. Athena enjoys playing with other dogs. Many photos were taken throughout the day. I enjoyed all the photos and know it was a fun day for Athena. I feel very comfortable and will have another Rover day soon.”
“Leslie - Thank You for providing wonderful stay for the boys 🐾🐾. That goodbye kiss to you from Ezekiel was a sincere “I really like you” ♥️ Appreciate your videos and pics during the stay. I hope we can get on your schedule again — the word is out — you are amazing!! 🥹♥️😍🐾You are the best !!!!”
“Laurie was very good with my dog and very knowledgeable and accommodating. I felt that she provided very good care and that my dog was in good hands. Her fenced in backyard has plenty of shade and is great for breeds that like to be outside and roam. I recommend her for taking care of your dog.”
About: I am a dog person who own 3 small dog also a foster mom to puppies and dog in a local rescue. Have experience with dogs and cats used to work at a vets office for many years I am looking for a part time job as dog walker or pet sitter at my house i have 3 dogs of my own and have foster for a local rescue i am also a volunteer at the rescue so i have experience with all size dogs and cats I have a fence back yard and have 3 friendly dogs of my own and can crate your dog if you prefer it thats only if your dog is crate trained
“Tahliyah is an excellent dog sitter! She watched my 6 month old golden doodle for the whole day and provided updates, pics, and videos. Her puppy, Rocket, is very playful and the got along very well. Thankfully, my pup was wiped out when I picked him up and he chilled the rest of the night. I’d recommend Tahliyah and will be utilizing her services again.”
“Christie was AWESOME! She sent videos of my Dallas frolicking happily in her spacious backyard which put my mind at ease that he was having a wonderful time in her care! She is very loving, and attentive dog lover and I’ll definitely be calling on her again in the near future!”
About: From cats and dogs to cattle and kangaroos, I've worked with hundreds of different animals. When it comes to our fur babies, I have trained and shown dogs for 9 years, whilst working in veterinary settings with my family since I was 8. Older dogs and puppies require extra care, and I am totally able to keep close to your pets to help them out. I currently have a remote job, so I can do my work while house sitting to make things easier. If anything ever came up, you would be the first to know - well in advance. I'm extremely flexible with my schedule and routines for dog walking at any hour of the day (or night). If it's dog sitting at your home, I'll likely stay the night unless that's something you aren't comfortable with. And to cover my end of things, I ask for an in-person meet and greet so I can let the pets get to know me before hanging out with them while you're away. This is also to go over questions, feeding, bathroom / walking routines, and more.
About: I've had dogs for 17 years. I love all pets! I treat dog sitting dogs as if they are my own. I have 1 dog of my own who loves when we have visitors. I have had many repeat customers, and I miss them when they leave. I work from home, have a doggie door and a fenced in yard. I take the dogs out regularly for play and potty breaks. The dogs will never be left alone. I can crate a dog if need be and have my own crate. I have 1 dog who is very much submissive. I have a 3 level house so if dogs need to be separated that is not an issue.
About: I believe you treat all animals like if they are your pet. I’m known to overly spoil my animals with love, funny voices, and care. I will keep you updated with pictures and videos and your pets are in exceptional care. I have an open schedule to cover their needs and care while I’m on duty and they become my family for the time they are with me. I’ve been taking care of cats and dogs for over 15 years typically small and medium sized dogs. I do have experience with some larger breeds on basic essential needs and care. I went through a battle of IVDD with my French Bulldog who passed which took a role on how I view the time with animals in general. I have an open schedule and extremely accommodating to your needs. I can work around the necessary schedule. I work this full time and if I don’t have any sitting I also run deliveries. I have a safe and trusted environment. I have one dog who gets along with other dogs but he is hyper and wants to play and nap consistently. I have a cat who does her own thing so my house is relaxed. No little kids and just me and my partner which she works from home so there’s always someone at home.
The median cost per day for doggy day care in Winston is $35
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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
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Popular requests for doggy day care - Winston
Select a filter and find qualifying sitters offering doggy day care.Sitters in Winston average 5 repeat doggy day care clients
FAQs for Doggy Day Care - Winston
Frequently asked questions about Rover
As of November 2026, there are 260 sitters on Rover offering Doggy Day Care across Winston. 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 Winston 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 November 2026, there are 260 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 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 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 Meet & Greet.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 260 sitters in Winston, 85% 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 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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