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

Wintergreen, 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.
“Our little terrier, Maxine, is always well taken care of at Amy’s. Amy goes out of her way to ensure each dogs safety and tends to their individual needs. We know that Maxine is happy and well taken care of whenever she is with Amy and her fur babies.”

“Jani & Paul were able to graciously accommodate my puppy for daycare on very short notice. He thoroughly enjoyed his stay and will most definitely be booking again. The best!!!”

“Came from out of town for a wedding and found out last minute that our dog could not attend. Cory responded immediately to our last minute request for doggy day care. If not for Cory we would have missed the wedding. He was very friendly and took wonderful care of our Harley, who is very high energy. Cory put my nerves at ease with updates and pics throughout the day. I highly recommend Cory for your pet care needs. Thank you again Cory!”

About: I’ve owned both dogs and cats and have cared for several family members’ pets for over 20 years! I’m a huge animal lover and miss having one of my own. I’m a stay-at-home-mom of 3 kids so I have plenty of time to walk and play! My schedule is extremely flexible and I’m available on weekends. I have an unfenced yard and live 20 feet from the Crozet trail system, right next to Claudius Crozet Park. We don’t have any pets of our own but my three kids (ages 4, 5 & 6) are very active and will play all day with your pet. My sister is a vet at Dominion Animal Hospital so I have immediate access to professional help if needed!
“Madison is great. I would not hesitate to leave my pet in her care again. My Jaxson can be very nervous without his pet parents but she handled him like a pro and he did seem to enjoy his time with her.”

“Im so glad I found Bertie and Lisette! They were gracious enough to accommodate my last-minute request and they are clearly pros at this. They were cognizant of keeping paws off the sidewalk in this heat and asked all the important questions. I’m always worried my pup will be sad the whole time I’m gone but her pups and their attentive care kept him smiling. I was so grateful to receive photos and videos while away too. Overall a great experience and I will definitely be back.”

“I was desperate to get a dog sitter when we were in town visiting with our daughter and Casey came through for us! The doggies loved her and she wore them out. :) highly recommend!”

“Awesome dog sitter! I was in Charlottesville for an interview, and needed a sitter pretty last minute. Caroline was super responsive, sent me so many cute updates, pictures and videos during the day. Raina had so much fun playing with the other dogs, and I would 100% rebook if I’m in the area in the future. Highly recommend!”

About: I have been taking care of dogs and cats for over 20 years, pets are my passion! I am also a former Petshotel and Doggie Day Camp Manager for a national chain and have extensive experience handling dogs, cats, and small pets of all sizes and breeds. I am currently accepting small and medium sized dogs for in house day care and overnight stays. I specialize in small and delicate breed types, not usually suited for kenneling or vet boarding. All fur babies will be treated as family members while here! They can sit on the couch, sleep on the bed, and watch TV with us just like at home. Some larger "gentle giants" can be considered on a case by case basis, just reach out. I believe pets are family! All pets in my care are treated with loving and gentle guidance using only positive reinforcement. All dogs will remain on leash the entirety of their walk. We have a fenced in area off the back patio for bathroom breaks with wood chips as ground coverage. No grass of any kind for the safety of those pets with grass and skin allergies.
About: I have grown up with my family’s Golden Retriever. My husband and I also have a Golden Retriever. I have also fostered and taken care of a few dogs from the SPCA to give them a break from the shelter. I have helped watch friends and family dogs while they are away. My husband and I am available all throughout the week to give your dog all the attention it needs. My husband works from home so your dog will have company throughout the day. We have a fenced in yard that we can let your dog out to run around with our Golden Retriever. We will also take them on nice walks around our neighborhood and on the trail by our house. My husband works from home so your pet will have companionship throughout the day. We also have a fenced in backyard for your dog and our 3 year old golden retriever to run around in. We also have multiple bedrooms if they need extra room to relax.
About: im no stranger to any breed! i’ve had a passion for animals since i was young and cared for dogs ranging from little to big, trained and untrained! i’ve cared for cats ranging from stray and feral since i was young. i love to be involved with animals. i have a lot of free time in my day because i work at night, and I am available at any time for quick bookings! i am very attentive in my home and/or in my clients home. i will care for their basic needs, feedings water and of course being outside! i am able to do extras such bathing and grooming if needed. your fur babies will be well loved and given lots of attention and plenty of fun play time! i also have an unfenced yard but plenty of ground to play on. i can easily accommodate to your pets needs

“Tina was so wonderful! I was a bit nervous going in as this was the first time I was leaving my 8 month old puppy with someone that I did not know. We set up a meet and greet during which my pup, Maizy displayed some anxiety, but Tina was not deterred. She knew Maizy needed to warm up at her pace and she got some treats right away to help build up some trust! She sent pictures and really helped me feel at ease that Maizy was well cared for! There was even a storm that rolled by which Maizy is terrified of thunder and Tina helped her feel safe! I would definitely book with her again should we need it!”
About: I have loved dogs since I was a kid. I mainly have experience with smaller breeds such as Maltese, Shih tzu. I also have experience with labs. I will be home daily so lots of cuddle and play time. My yard is not fenced but we do live out in the country and have a big yard. I do have 3 children one who is in school and a three year old and one year old. I am currently a stay at home mom So I have a lot of flexibility in my schedule. Would rarely be away from the home more than 2 hours. I offer in home pet care we treat dogs like family they are allowed on all furniture in all rooms. Frequent supervised outside time and play time. My dog is crate trained.
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?
Cashless payments
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.
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 - Wintergreen
Select a filter and find qualifying sitters offering doggy day care.FAQs for Doggy Day Care - Wintergreen
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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 Wintergreen 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.
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, you can find sitters who can care for your pet within 24 hours. Many sitters can respond to messages in under an hour.
To find the fastest available match, message multiple sitters with a recent "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.

