Doggy Day Care Winterberry
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Winterberry, 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.
“Lonnie was great! He was so good with our dogs and I felt so comfortable leaving them with him knowing they were in good hands! They had so much fun and didn't even want to leave. We couldn't ask for anyone better for our dogs!”
About: Hello, my name is Pam, I am a current pet parent who lives in Carroll County, MD. I have a passion for animals and their care. I would love to assist you with the care of your pets as well. 😀 I have been caring for pets in my community, since I was very small. I have personal experience taking care of my own pets at home, keeping their cages and clean and emptying and maintaining my cats litter boxes. I have several pets, l have a hamster and a cat, as well as two Guineapigs. I give them lots of treats. Currently, I am looking to provide pet care and assistance to those in my community, part-time. I would be able to provide care and support to people, working around 18 hours per week. I will be working 4.5 hours daily. 11AM-2PM or 5PM-9:30PM. I plan to work for now as a pet sitter, mainly for cats and other small animals, including small dogs, since it will be in my apartment, which is on the smaller size.
About: I have been taking care of cats and dogs for the last 15 years. I have raised pets from babyhood to seniorhood. I'll love your pets as if they were my own. After 12pm, your schedule is my schedule. I'm free when you need me, generally within tree days' notice. I'll even water your plants. and feed your fish, if you have any. When I am sitting for someone, I'll fallow all your instructions. If they need special accommodations, I will abide by them. I'll make them feel loved.
“So glad we found Lydia! Freya has had limited exposure to different sitters and was quite anxious when I dropped her off but Lydia and her children put her right at ease. She had a wonderful time, didn't even want to go home! I will definitely use Lydia again!”
About: Experienced Dog Walker, and Dog Trainer- Dog Training (Basic Obedience, Behavior Modification. Offering Small Grooming on visits: Such as Nail Trimming, sanitary cuts. Animals include cats and dogs. Ever since I can remember, I have always been around and loved animals. Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets and caring for family, friends and volunteering over the years. Pets are great companions and I look forward to meeting many new buddies! I’m currently working part-time so I’ll have plenty of time for your dogs! I have mainly weekends free and some weekdays. Always happy to make time. I have a fenced in yard and a small dog who loves campaign friends. Also can crate your dog if needed. My home is there home!
“Brianna was a joy to work with. We dropped our pup off in the morning and we were sent photos and updates which was wonderful. I strongly recommend Brianna if you’re looking for an engaged and thoughtful dog sitter. 10/10!”
About: Hi, I’m Shelby! I’m the founder and owner of Top Tier Dog Training LLC. Animals have always been a giant part of my life. I went to school and graduated with a degree in veterinary medicine and animal behavior. I founded Top Tier dog training in October 2021. I’ve been training dogs and placing service dogs ever since. I have about 10 years of handling and training experience. Back in the day I used to volunteer at a local animal shelter and worked for a dog training organization. I’m always working towards bettering myself and furthering my education as I believe there is always something new to learn. My goal is to provide a safe environment for dogs and their owners to teach you how to build a relationship with your dog the right way. Taking care of dogs is my full time job. I’ve created the perfect dog facility at my home to ensure your pups have the proper and safe space that they deserve. This means they will have care around the clock. I have a training facility at my home with a fenced in yard! My dogs get along great with others, this means your dogs will have lots of play dates and company. Other dogs aren’t your dog’s thing?! No worries, I have enough space to ensure your dog will have its own private setting.
About: Hi there! I’m Courtney – lifelong animal lover, seasoned pet parent, and your pet’s next favorite human. 🐾 From fluffy kittens to wise senior pups, I’ve cared for just about every kind of furry (and finned!) friend you can think of - cats, dogs, fish, hamsters, guinea pigs, rabbits… basically everything except the slithery and scaly crew (sorry, lizards and snakes, you're adorable but not my specialty!). With a lifetime of experience and a current household that includes four cats and two dogs (yes, it’s as wonderfully chaotic as it sounds), I’ve seen it all - from zoomies and belly rubs to insulin shots and joint supplements. I’ve raised pets from their earliest days through to their golden years, including those with special needs like hip dysplasia and diabetes. Administering routine meds and providing compassionate, attentive care is just part of the package. I know firsthand that pets are family, and when you're away, you deserve peace of mind knowing your beloved companions are safe, happy, and well cared for. Whether your pet is a snuggly couch potato, an energetic explorer, or a quirky little character with special routines, I’ll treat them like one of my own. Let’s make your time away as stress-free as a sunny nap in a windowsill. ☀️🐕🐈⬛ I have a flexible daytime desk job, allowing me to set my own schedule and typically wrapping each day by 5p so my evenings are free. I'm happily married with 3 older teens, so we have lots of flexibility to care for our pets and yours, so everyone gets time and attention! I'd love to provide your pet with care that suits their individual and unique needs, whether that's going for walks, playing in an enclosed yard, or hanging out for a bit for belly rubs, cuddles, and treats. I'm flexible to each pet's needs and want to be sure they feel loved and cared for in your absence. And of course, it's important to me to be sure they are in a clean, safe, fed environment during the times that I'm not there - whether that means making sure water dishes are full, messes are cleaned up, doors are secured, temperatures are comfortable, etc. I've worked with pets who prefer crate-training to those who are allowed free rein, and am comfortable with whatever YOUR structure is for your pet. If they're happy, I'm happy. For care in our home, we do have 2 English bulldogs who are very chill with other dogs and plenty of room to keep everyone separated if needed or preferred. Our dogs don’t like cats so we do not offer cat care in our home (our cats are kept separately from our dogs) but are happy to come to your home for cat care!
About: Ever since I was a little girl, I have loved animals. Especially dogs. I have owned, trained, and taken care of dogs since I was 9 years old. I have a special connection with dogs and bond with every dog I meet. My calming nature helps keep my furry friends at ease and trust in me. I am responsible, hardworking, empathetic, determined, and reliable. I truly believe that dogs are our best friends. I love taking long walks with dogs and giving them all the love, attention, care, and cuddles they need. My schedule is flexible and I am happy to work with and accommodate your pets needs or any special instructions. Making sure your pets are safe, happy, cared for, and in good hands is my top priority! I will treat your precious pets like they are my own fur children. I am currently on leave from my full time position temporarily, so I have plenty of time to give all my attention and love to your pet/pets. I am flexible and happy to accommodate whether it's a walk, drop in, house sitting, day care, or boarding in my home. My schedule is free and open to help you and your beloved fur family members. I have a 3 level house with lots of grass and space for your fur babies to walk and run and play! I am a softie when it comes to pets, especially dogs, and I will always take the best care of them and spoil them extra for you if you want as if they were my own. I am happy to accommodate any preferences and any comforts or rules you provide your pet regarding furniture, treats, special care, etc. I do not have any children or pets of my own in my home currently.
“Shawnna provides doggy daycare to our little Dobby Doodle puppy 2-3 days a week. She is fantastic with Dobby and he adores her! It is difficult leaving our puppy on days that my husband and I are both working, but I feel comfortable knowing he's loved and cared for by Shawnna. She is also very responsive and sends me sweet puppy pics throughout the day! If you're looking for a great doggy sitter, book with Shawnna-- Your pup will be in great hands!”
“Ken and Felice are awesome! Definitely going to book with them again! :) Amazing communication and planning. My pup had a cone and stitches so he couldn't be boarded at his usual place, so thank you again so incredibly much for coming through for me in a pinch! I'm infinitely grateful and will book again!”
“My pup, Yumi, had a great time with Melanie and her pup. It was our first time doing a daycare service with Yumi but Melanie was very attentive and sweet to my Yumi. She was also very accommodating when my schedule had to change a bit as well and i greatly appreciate that. I felt comfortable and safe leaving Mr fur baby in her hands and would definitely book again in the future.”
“My dog had a wonderful time at Brittanie and Ryan’s. They have two lovely labs and my dog had a great time playing with them. She was tired and happy when she came home. I would definitely recommend them for doggie daycare.”
About: For as long as I can remember, dogs have been a huge part of my life. With over 15 years of hands-on experience caring for dogs of all sizes, breeds, and personalities, I’ve learned that every pup is different and deserves care that’s just as unique as they are. For the past 7+ years, I’ve also been fostering dogs through local rescues. Helping dogs transition from uncertain beginnings into loving homes has been incredibly rewarding and has given me experience with many different temperaments, energy levels, and personalities. The idea of boarding dogs in my home came from a challenge I faced myself — finding a place that truly felt safe, loving, and comfortable for my own dogs when I had to go away. I wanted more than just a place for them to stay. I wanted them to feel cared for, understood, and treated like family. When your dog stays with me they will enjoy plenty of safe, supervised playtime in a large, fully fenced yard, giving them space to run, explore, and burn off those zoomies. Whether your dog loves active play or relaxing cuddle time, their comfort, safety, and happiness always come first. Pet care fits naturally into my daily routine. We’re used to having dogs around and all the activity and responsibility that comes with them, so caring for pets feels like a normal part of everyday life. When we don’t have any extras here, the house actually feels a little too quiet—like something is missing! I want every pet in my home to feel as comfortable and at home as possible. I try to keep their routine and familiar comforts as much as I can—if they sleep in the bed at home, they’re welcome in the bed here; if they love curling up on the couch, that’s where they’ll be. My goal is to make their stay feel like a vacation, not a kennel stay. I want them to feel safe, relaxed, loved, and right at home while their family is away.
“Robin made it really easy to drop my dog off and pick him up. He had a great playdate while we were going out for lunch. Robin sent lots of cute pictures and videos.”
“Arly has been going to Francine's for 2 weeks now and its been Great, she seems very happy and we're very satisfied with her quick transition there. Thanks Francine for your TLC of our baby girl :)”
The median cost per day for doggy day care in Winterberry is $35
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 - Winterberry
Select a filter and find qualifying sitters offering doggy day care.Sitters in Winterberry average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Winterberry
Frequently asked questions about Rover
As of November 2026, there are 1,403 sitters on Rover offering Doggy Day Care across Winterberry. 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 Winterberry 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 1,403 sitters on Rover offering Doggy Day Care across the region of MD. 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 MD 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 1,403 sitters in Winterberry, 87% 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.
Connect anywhere with the Rover app
