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

“Coy is a such amazing host! She is so kind and thoughtful. Doggie had a wonderful day at Coy’s place playing with other dogs. Fabulous amount of outdoor fun activities that we could only imagine at dog parks. I know she had a such great day because she was so calm and happy on our way back home and throughout the night. Nothing like a sensitive dog like she was previously when we pick her up from commercially operated dog care facilities. Great experience!”


“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! 😊”


“Excellent service. Ellie was well cared for, home away from home. Rae has a very inviting place and you can tell that she is experienced. We will be definitely be returning in the future.”


“Michelle is a wonderful doggie day care provider. She was so playful and really wore out our active puppy. Her kids and puppy also were so helpful in giving our puppy a fun day. Michelle was so flexible with my husband coming for pick up too. I recommend her to everyone!”


“He came back very tired...he seemed to be in good company...lots of friends to play with......sitter was very helpful and informative nice people...thank you for taking care of my big baby....”


“Kevin was great. He’s got a nice big lot off the highway. Very flexible on pick up and drop off. Seems to understand dogs well. Dogs came back happy and healthy. It’s chickens and goats kept my lab entertained :-)”


About: I have taken care of and been around all types of animals animal's since I was a child . I have hands-on experience with basic puppy training, including crate training, leash walking, and reinforcing positive behaviors. I also understand the special attention senior pets require—like administering medication, supporting mobility, and maintaining familiar routines that help them feel secure and comfortable. I treat every pet as if they were my own, giving them love, structure, and consistency. I pay close attention to behavior changes and always communicate openly with pet parents so they can feel confident while they’re away. Whether it’s playtime, quiet cuddles, or a careful eye on special needs, I’m here to give your pet the personalized care they deserve. I am currently working from home . I do have a one year old. As well as a cat and 2 smaller dogs . I would like to open my home and care to other pets in the area because I know it can be difficult to find someone to trust with your beloved family members But I am also offering other services such as check ins on your babies , walking them or day care during the day at my home I have a fully fenced yard and dog crates if your pet feels safer being in one . If your pet isn’t a big fan of other dogs , no worries , I will more than likely take my dogs to my. Moms house . I do ask to know if they are friendly with cats . I have 1 young cat .

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.

“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!!”



“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!!”


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 3 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 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: Growing up I always wanted to be a vet. I love caring for animals and making them family. I've had 2 litters of puppies and tons of litters of kittens. I have rescued cats and nursed cats back to health. At my house the pets are family and are allowed to do as they please. I want them to have a life that I would want to live if I was them. I work from home so I am able to care for any pets 24/7. I am able to also give medications and help with anything needed. I have a fully fenced in yard, big grass side yard and a big back deck, along with a doggie pool. Inside dogs are allowed in the furniture. I follow any rules requested by the owner.

“This is the second time Holly has hosted our Aussie while we were at Mt Rainier NP. She is professional, knowledgable, accommodating and has a great environment for doggy daycare. Our dog spent the day with a couple other dogs as well as Holly's friendly dogs, had a blast and came home tired. Holly sent photos throughout the day - will definitely reach out again the next time we're in the area!”


“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!”



“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: 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!
Loving doggy day care in your neighborhood
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Coy M.

“Coy is a such amazing host! She is so kind and thoughtful. Doggie had a wonderful day at Coy’s place playing with other dogs. Fabulous amount of outdoor fun activities that we could only imagine at dog parks. I know she had a such great day because she was so calm and happy on our way back home and throughout the night. Nothing like a sensitive dog like she was previously when we pick her up from commercially operated dog care facilities. Great experience!”


Erin M.
Star Sitter


“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! 😊”


Rae D.
Star Sitter


“Excellent service. Ellie was well cared for, home away from home. Rae has a very inviting place and you can tell that she is experienced. We will be definitely be returning in the future.”


Michelle K.Star Sitter

“Michelle is a wonderful doggie day care provider. She was so playful and really wore out our active puppy. Her kids and puppy also were so helpful in giving our puppy a fun day. Michelle was so flexible with my husband coming for pick up too. I recommend her to everyone!”


Kaylee D.

“He came back very tired...he seemed to be in good company...lots of friends to play with......sitter was very helpful and informative nice people...thank you for taking care of my big baby....”


Kendra Y.

“Kendra has a fantastic space for dogs, and her pups could not have been friendlier. She was able to accommodate a short notice daycare stay and did a fantastic job with my pups.”


Kevin K.Star Sitter

“Kevin was great. He’s got a nice big lot off the highway. Very flexible on pick up and drop off. Seems to understand dogs well. Dogs came back happy and healthy. It’s chickens and goats kept my lab entertained :-)”


Sandra T.

“Sandra took good care of our puppy. She was very friendly and you can tell she loves dogs. We will be asking her to take care of him again.”


Amber P.

“Amber took great care of my pup”


Susy S.
“Susy has been walking our lab mix for about a year now . She’s very flexible and our dog loves her . Shell even send us cute pictures of our Daisy during their walks . She’s very communicative if she’s going to be a little late or to change the time (which is rare ) .We are so happy to have her .”


Danielle W.
“Danielle is my go to person for taking care of our pets while we're gone on vacation. She has not only had a variety of pets throughout the years but has gotten to experience caring for my wide variety of animals as well. She is a big animal lover and does great work at taking care of others pets like she would her own.”


Skylar G.

“Raven was exhausted at the end of the day, and ready to go home and snore in her crate. Thanks, Skylar!”


Courtney L.


“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!!”




Kelly P.


“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!!”


Leah R.
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 3 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 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 :)


Lacey K.
“Lacey treats every pet like it’s her baby with love and all the affection the pet wants! Every pet is in great hands with her!”


Holly C.Star Sitter

“This is the second time Holly has hosted our Aussie while we were at Mt Rainier NP. She is professional, knowledgable, accommodating and has a great environment for doggy daycare. Our dog spent the day with a couple other dogs as well as Holly's friendly dogs, had a blast and came home tired. Holly sent photos throughout the day - will definitely reach out again the next time we're in the area!”


Austin S.

“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!”




Katrina J.


“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. :)”


Erika B.
“Erika would do a great job with your pooch! She gave our stinky basset hound lots of baths and that's not easy to do!! She is a very good student and will apply the same responsible attention to taking care of Rover. Erika will go the "extra mile" to ensure your furry friend is safe and well cared for!”
Popular requests near you
Select a filter and find qualifying Winston sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per day for doggy day care in Winston is $33
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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 Winston on Rover as of Aug 2025 was about $33 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 Aug 2025, 21 sitters provided doggy day care in Winston. 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, 92% of Winston sitters offering doggy day care respond in under an hour.
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
There are 21 sitters offering doggy day care in Winston on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
