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

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Top rated Winterstown doggy day care sitters

About: Rest assured you beloved pet is good hands with me. Our HUGE backyard has a 5' fence to keep your pet safe. Even the most anxious pet will be at peace in our backyard. Our patio is also covered so during the "dog days" of summer, your pet will have it made in the shade! Daily walks/runs are the highlight of your pets stay. We have endless acres to walk nearby so your pet will get plenty of exercise. I also offer pet massage & grooming for an additional charge. (BCMT-HHP, NREMT) Your pet may not want to leave after their stay with us :-). Beauty, Norm and “Mickey“ About this sitter: Feel free to get in touch with me about any of your pets needs & concerns. Namaste, Lynn "Beauty" B., NREMT-BCMT, HHP Why I love dog sitting I've been dog owner & lover since childhood. I've worked with award winning breeders, trainers & kennels from coast to coast. I'm the Past President of the German Shorthair Rescue Society of So. CA <gsp dash rescue dot org> & my husband Norm of almost 28 years was Past Vice President. He's also a life long dog owner & lover too. Meet my pet: "Mickey” (German Shorthair Pointer) is waiting to make new fur-ever friends with your pets. About my yard Our HUGE backyard has a LARGE 5' fence with beautiful lush grass for your dogs relief area. It's a beautiful back yard with plenty of room to run & play. There is also a large shaded area that attaches to the house for the "dog days" of summer. Your pet may not want to go home after staying with us. :-) My experience administering medication Yes. I've had quite the experience dealing with dogs in need. One of our dearly departed GSP "Becca” had neurological issues & needed a variety of medications. With out these, she wouldn't have had a longer life. It was a blessing to be able to help her live longer by giving her her daily medications. Mickey is our fur baby! Everyday is an adventure and we wouldn't know what to do without him. Daily meals, walks, play time, potty breaks and cuddles are our everyday events. We make sure your pet becomes part of our family pack. Special dietary needs and medications are also addressed with your pets needs. I’m retired and a stay at home doggie mom. Your pet will become part of our “pack”’ and feel right at home with our dogs. We feed twice a day (7am-ish and 5pm-ish) If you’re pet needs more specific meals and times we’re more than happy to accommodate their needs.
“We were very pleased with Charlie's visit with Pamela. He doesn't like being away from us, but she was accommodating to his needs and he was clearly fine with being there. We hope to have Charlie stay with her again.”
About: Welcome to Pop's Fetch & Rest. I'm a retired Army Officer and live alone in a cozy single story cottage. The property is unfenced so being on leash is essential. I typically am not away from home for more than 2 hours at a time so dogs become the center of my happy little world. I have owned dogs all my life and am experienced in administering medications. Being retired, I am quite flexible and available to schedule with short notice or longer range planning. Other than Church on Sunday, no real commitments. A stay with me would be like a visit with an old friend...a nice balance of play & rest. Bird and squirrel watching is optional.

“Jenny is amazing. Made me feel at ease from the first meet through the first week of daycare. She is flexible and helped me with all the transitions of a new sitter while starting a new job. Dog daycare was the least of my worries thanks to Jenny. Jaxx got everything he needed while I worked. Definitely recommend Jenny.”

“I can’t express my happiness to have meet such wonderful people to care you my dog Marley .. she felt so at home with Kristine and James. I know Marley looks forward to handing out with them again … and I know my puppy is in very loving hands 😊❤️ would highly recommend them and will be using there services again .”

About: Ive had dogs and cats for over 50 years..every time I visit your animal you will get pics or video to confirm your animal is safe and loved by me while you are away! I am available 24/7 to handle your petcare needs..I am honest,hardworking and would love to help anybody looking for a responsuble caretaker of their furry family members. I have a large home w a fenced in yard and plenty of time and care to give to your animals..I prefer in house visits
About: I just love animals I will take care of them like they are my own. Because we all know they are our family. They are like kids. I am off most weekends. Friday to Sunday I get of work at 430 pm. Monday though Thursday. Hope this works for you. Thank you Like that was my own. I will take care of them the same way you take care of your pet. Because we know our pets are family. Also I don’t know how to change about pets not being allowed on furniture but they would be allowed on mine. If you allow it. Like said will treat and hold pets to your rules and regulations just as if I were you.
“Krista has dropped in and taken care of our dog and also our dog has done doggy daycare with her- both were great experiences! Krista is dependable and sent frequent check ups. Will definitely book with her again!”

“JoLi did a great job caring for my dog Millie! I was a bit nervous as our long-time sitter moved but JoLi made me feel comfortable right away. She sent regular updates and was very flexible. I will definitely send Millie to stay with her again. Highly recommend!”
About: I’ve had dogs for many years and I’ve always absolutely adored animals. I am able to provide service in my home with small dogs that get along with other small dogs and small children. We have a fenced in yard and doggy door. I only work one day a week on night shift so I am home most days and can are for your pet with almost 24/7 supervision. Fenced in yard and 3 smalls dogs to keep your pet company. My small child is good with all animals and will not bother your pet.
About: I've taken care of dogs my entire life, and have owned multiple rescue dogs since I was 22 years old. I often assist my neighbors and family with their pets. My dogs are 100% my top priority! I have 2 small dogs who I currently take out every 2-3 hours. I am a dedicated dog momma that prioritizes them, making pet care a daily routine. I adjust to the temperament of the dog. It's important to make them feel comfortable in the home at all times. I let my dogs graze, with food and water available to them at all times. But this can be adjusted to your pups needs. We also walk daily (at least once a day), and treats are provided after successful potties outside. I also provide a variety of toys, blankets, and beds for my dogs.

About: My husband and I just moved to York and I am in between jobs, looking for some extra money and love! My family dog, Kasper, passed away about two years ago and was central family member for about 17 years. He was one of the best things to happen to our family and he taught me how passionate I am about animals/dogs. Being an elderly dog, he went through many medical challenges so I am very familiar with special diets, medicines, routines, and extra special care. I go above-and-beyond to make sure the dogs I care for feel loved and safe. I have also watched the dogs of family members and friends and have volunteered to walk dogs at the local facility, Doggie Style. I have experience with dogs weighing anywhere from 13 lbs to 85 lbs. I know life can be busy so I'd love to make your dogs feel safe and loved when you can't be home! Also love to get a walk in during the day! I am currently in between jobs so my schedule is wide open to dog sit!! I love the extra company while I’m at home and I also love getting out of the house for visits! I’m happy to come to you or to host doggy daycare at my townhouse! We have 4 rooms, a backyard, and a nice neighborhood to walk in with a dog park.
“Vanessa is super friendly and was able to help me out pretty much last minute. She was very welcoming and had no worries about leaving our 7 month old pup with her. We were pleased to have a happy tired out pup when we picked him up. Will definitely be using her again!”

“Angelita was so welcoming and flexible! You can tell she loves what she does. Cora seemed to have had such a good time that she slept all day and that’s rare with her puppy energy.”

“Joseph is very easy to communicate with and prompt with his answers. He has experience with dogs as he has his own dog. He was willing to take on this job with short notice. Joseph was very kind and helped me get my senior dog and her supplies in and out of his home. Thank you, Joseph.”

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The median cost per day for doggy day care in Winterstown is $35
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Sitters in Winterstown average 3 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winterstown on Rover as of Dec 2025 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Dec 2025, 341 sitters provided doggy day care in Winterstown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Winterstown sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winterstown have an average of 19 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winterstown.
Winterstown doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winterstown sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 341 sitters offering doggy day care in Winterstown on Rover, so you’re sure to find the perfect match for your dog! In Winterstown, 92% of sitters offer daily exercise, 95% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.





