Doggy Day Care in Winston
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 Winston doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“First time using Rover and was so pleased by the serves. Katrina did an amazing job on my two dogs who needed a bath and trim. They came home even happier than when they left and smelling even better. I loved how she sent adorable photos of my two baby's throughout the process. Definitely will be choosing Katrina again for anything related to my two babies. :)”
About: Before college, I lived on a farm. I have experience caring for animals of all kinds and an understanding of pet behavior. My love for and background with animals ensure your pet will receive the best care possible. I'm a college student home for summer break and can fit pet care into my schedule flexibly. I'd love to spend my free time going for runs or just hanging out with your pet! I'll follow your animal's routine to ensure they feel comfortable, while offering lots of playtime and attention. My goal is to keep their surroundings stress-free and fun.
“Krystal took such great care of our dog while we were visiting Mount Rainier National Park. Her home is acres and acres of farm fun with several dog and cat friends. Our dog had a great time exploring and got lots of outdoor time. Krystal was friendly, kind, communicative and accommodating with our schedule. Thank you!”

“Holly was great with Winston. He really enjoyed their long walk. I can tell from the pictures Holly sent and his calm demeanor when I picked him up that he is completely comfortable with Holly. She even gave us suggestions for working with him at home to reduce his herding and nipping. We definitely recommend Holly.”

“Good communication and very flexible. I feel at peace when I leave Zoey there. Zoey always begins wagging her tail as we head towards Erin’s door so I take that as a good sign! 😊”


“Kelly was so flexible with any changes we had, and very easy going! She did a wonderful job of keeping us informed of how our dog was doing, and even shared pictures every day (which I LOVE). Thank you so much, Kelly!!”


“Angela was so great! I’m so glad I found her. She took great care of my dog Linus. He’s 90lbs of puppy energy so that’s no small feat! Lots of updates and excellent communication. Linus had so much fun with his new pug friends and he got lots of love from Angela and her family.”

“Fantastic,willing to work with uncertain pick up & drop off times . Willing to go out of her way to do a meet & great before dropping her off the following day . My dog was comfortable with her house was perfect and secure”

“Scott was awesome! Very quick to respond and work with us on delays due to weather. Our pups had a great time and tuckered out when we picked them up. Scott also let us know how things were going throughout out the day with pictures. It makes our trip more enjoyable when we know our pups are in good hands while we are out exploring. Our thanks to Scott, and we will look forward to using him again in the future.”

About: I have taken care of my Bassett hound and a cat for 12 years; I love animals and I’m a hard worker for sure! Very easy learner if there are additional accommodations your dog requires! Message me to discuss availability as I am in law school in Portland near Terwilliger. I have class from 10:30-4:30 Monday through Thursday, let me know if you have questions as it is subject to change I am very courteous and clean! I’m looking forward to meeting your lovely pet(s)! Thanks for considering me as your dog sitter and or walker!
About: Military Veteran | Lifelong Animal Lover Hello! My name is Kortni, and caring for animals has been a part of my life for as long as I can remember. Since the age of 8, I’ve had the privilege of caring for a wide variety of animals—from horses and livestock to dogs, cats, and even fish. My experience comes from both personal ownership and working alongside professional trainers, always with the goal of providing well-rounded, compassionate care. During my time in the military, I was fortunate to have a few incredible opportunities to work with military working dogs—an experience that deepened my respect for animal intelligence, discipline, and emotional needs. Now that I’ve recently transitioned out of the military, I’m taking time to reconnect with the things I love most: animals, nature, and a slower pace of life. That also means I have plenty of time and flexibility to dedicate to your pet’s unique needs—whether it’s drop-in visits, walks, playtime, or sticking to a specific routine. This is my passion, and what I do for work. I currently have an 8-year-old Australian Shepherd at home who’s the biggest spoiled lap dog you’ll ever meet. I understand how much our pets mean to us, and I treat every animal in my care like one of my own—with love, patience, and attention to detail. Special diet? Specific routine? Just let me know—I’m happy to accommodate. My goal is simple: to make sure your pet feels safe, loved, and well-cared for while you're away. You can relax knowing your furry friend is in good hands. I can’t wait to meet you and your pet!
About: Animal lover, experienced dog, cat and rabbit owner. Grew up in rural California on a ranch with chickens donkeys and goats. Currently mother to 9 year old very sweet tabby Kitty-Cane. I love all animals and would love to have many more but for now I’m looking to help you take care of yours! I work part time/from home with very flexible schedule. I would love to spend more time with animals and grateful to have the time to do so. I have a fenced yard for boarding or daycare, as well indoor space. Walks and house visits for all seasons. I have experience with all size, training levels and breeds. Happy to work with you on your pet needs :)

About: I am so happy to get the opportunity to meet new puppers and doggos! I love spending time with all dogs, learning their own individual personalities, and creating new memories. I plan on giving them the attention and love they deserve! I’ve been around many dogs and they all seem to love me; which is great because the feeling is always mutual. I’ve had great bonds with boxers, pit bulls, and many other breeds! Food and treats of course.I will keep them fed with approved foods and feed at their normal breakfast/dinner times, give them potty breaks frequently, allow them to have their play time, and nap time! I am honored to be able to play with and love your dogs. Thank you so much rover!
About: I have had dogs and cats nearly all of my 36 years. I have experience with walking and caring for dogs from 5 lbs to 150 lbs. I currently have a beautiful male pit bull boxer mix that loves other dogs as well. My children, ages 4 years and 9 years both love animals and would love to play with your pets! I have a very flexible schedule and enjoy going for walks. As a stay at home mother I am glad to earn some income while easing the stresses of having to be away from your pets while working or travelling. Please contact me with any questions you may have so I can start helping you and your pets today! As a stay at home mom I am quite flexible. Other than drop off and pick up times for school I am open and free. I am always cautious with new animals and slow to introduce my pets to yours if it becomes necessary. Taking cues from the animals and soft confident speech are the way to go.
“We went with Austin again 4 taking our beloved puppy Tucker for a visit. When he came to pick up our dog our dog was just so excited to see him tail wagging,, jumping and having a great time. Austin greeted the puppy just the same with happiness and kindness! Really put my mind and heart to rest. We will definitely continue to book with Austin!”
“This is my second booking with Courtney and my dog is now familiar to the route and starts getting excited right when we turn the corner! I am so thankful for the care and flexibility with Courtney, this has been a wonderful dog care experience! Highly recommend! As a bonus, Courtney is an angel of a human being! ⭐️⭐️⭐️⭐️⭐️ for the puppy care and ⭐️⭐️⭐️⭐️⭐️ for Courtney!!”

About: I have had every kind of pet imaginable, dogs , cats, reptiles, birds. I have all sorts of experience in giving meds, diets or babysitting for friends and family. I work from home, I jump at the chance to babysit or care for anyone’s animals while they are out of town. I have pets of my own, it doesn’t take much time for even pets that have anxieties to warm up to me. I have a fenced portion of the property, for potty breaks, also while pets are inside I can have them up on the couches taking naps, watching movies, training or teaching pets. It depends on what the pet parents would like. And what makes the pets feel more at home.
“Clara was great! We loved the video and picture updates throughout the day. Our high energy pup got lots of play time with Clara’s dog and also got to meet the chickens. We’ll definitely be using her again for daycare and boarding.”

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1. Search
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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Doggy Day Care FAQs
Frequently asked questions about Rover
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winston.
Winston 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 Winston 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
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.


