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

“Taylor was great about communicating with us about the day and pick up times. We felt super comfortable leaving Bear and Winnie with her, and they must’ve had a great day playing because they both slept GREAT last night!! We’d definitely use Taylor again!! Thanks so much!”



“Mya was great! She helped out fairly last minute dog sitting while we had movers at our house. Ollie had a great time playing with the other dogs, but was given some indoor puppy naptime/snuggle time too. She sent photo updates throughout the day. Highly recommended.”

“Jacqueline took great care of Sammy. She’s a loving pet sitter. HIGHLY recommend!!!”



“Louie loves going to daycare at Karen’s! He’s so excited to socialize with Bella and run around the play yard. I can always tell he gets plenty of exercise because he snoozes soon after we get home. Karen goes above and beyond with being flexible and is fast with communication. Thank you Karen for taking care of Louie!”


“Tammy and her family are awesome. Our guy had a nice big fenced in yard to run around in and he had plenty of attention and playtime. Communication with her is quick and easy. She is also very good about asking for info on my dog when she needed something and giving us an update as the day went on. Definitely planning to rebook with Tammy.”


About: My wife and I have grown up with many pets and farm animals. We love dogs and want our kids to learn and love pets as well! Throughout our lives we have had Labs, Golden Retrievers, Coon Hounds, Spaniels, Beagles, and Huskies. We love spending time with pets and only will board one family’s dogs at a time so you can be sure they get the attention they need. Our kids are 8 and 10 and will also provide love and playtime for your dog. Our yard is not fenced, but your dog will be walked a minimum of once in the morning and once at night with bathroom breaks every 2-4 hours. Melissa my wife works from home and will with your pet during the day. We also have a large 4x8 foot kennel which your pet will stay in when they are not in the house. We do require dogs to potty trained and not have a history of aggression as they will be with our kids. They also need to be trained to not chew on non toys unless they are still puppies which we fully understand and can work with! We look forward to having an opportunity to meet you and keeping you pets well loved! My wife and I have vast experience with pets and pet training. I will be giving the dogs a majority of the walks in the morning and night, and my wife works part time from home where she can be around to watch your dog during the day. We also have two kids that love to play and give dog’s attention and love. However, there are breeds of dogs are kids are allergic too so we will have to review your dog before agreeing to watch them. We have a large yard in a quiet neighborhood. However, it is not fenced. We will walk your dog a minimum of 2x per day, with bathroom breaks every 2-4 hours. Your dog will spend much of their time in our house, or in the large 4x8 kennel we have. We do require the breeds of dogs that we let in our house to not be breeds our kids are allergic too. For pets in our house we also request they do not have extensive history chewing on things they shouldn’t. We’re also good with puppies as we understand they are still learning!

About: I grew up taking care of horses and a cat. Once I got a place of my own, I adopted two dogs and got a cat. I currently have a puppy who I am teaching basic commands. I have always been an animal lover and enjoy meeting new furry friends! My family and I love animals and look forward to meeting yours! I currently work full time from home with limited travel, but I do have a flexible schedule that allows me to plan around work to walk dogs or do potty breaks. I have a fenced in yard with two friendly dogs and a cat. I can easily crate your pet if needed. I enjoy walking and my son loves to play fetch with dogs!

About: I have taken care of my pets and others all my life. Raised on a farm, I have extensive experience with various animals. We have 2 cats and 1 dog. I'm recently retired, making my availability accessible to care for other people's pets. My two cats and our dog depend on my care daily. We own 2 SUVs for transportation of your pet. We do have a fenced in play area, approximately 8'x30'. This is only for dogs that are experienced being enclosed, or smaller dogs. Also, we have a large yard for exercise and play. Our small subdivision in the country is off the main street. Neighbors walk their dogs on the street, because we have limited, slow traffic. In our home, if your pet is allowed to be on furniture or beds in your home, they are welcome on ours. I will do my best to follow routines you have developed with your pets. Same situation if I am caring for your pet in your home.

“If you want someone you can truly trust! I’d 100% recommend Lottie, she was awesome. I was passing through town and needed my puppy watched for the day while I went to some of the museums. Bella came back exhausted and Lottie was super communicative. 10/10000 recommend if you’re coming into town!”


About: I’ve been a dog lover my whole life, and recently said goodbye to my sweet golden doodle of 14 years. He was my bud, and caring for him from puppyhood into his older years taught me so much about love, patience, and the little things dogs need to feel safe and happy. Over the years, I’ve also helped care for neighbors’ and friends’ dogs, everything from energetic puppies to older dogs who needed a gentler care. I’m confident giving medication, following feeding routines, and making sure every dog feels loved. I know how important it is to trust someone with your pet, and I treat every dog like family. I’ll send plenty of updates, give lots of love, and make sure your dog is well cared for while you’re away. I’m home for the summer and have a super flexible schedule thanks to my internship, so pet care fits into my days really easily! Whether it’s morning walks, midday check-ins, or evening playtime, I have plenty of time and flexibility to give your dog the attention they need. Whether I’m caring for pets in my home or yours, I always focus on making them feel safe, comfortable, and loved. I stick closely to their usual routines, feeding, walks, playtime, and any special care they might need, so things feel familiar while you’re away.

About: I am a stay at home mom so I will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We are an active family who enjoys the great outdoors! I am a stay at home mother of 3 kids whom I homeschool so we will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We have 2 large fenced in areas for dogs to run around in. We also live close to a park with a walking path and the Mississippi River for walks!


“Heather watched my puppy for a day when I needed someone last minute. She was very flexible and accommodating! She took great care of my puppy and took her on 3 walks.”


About: I've been taking care/helping to take care of dogs since my earliest years. We've had everything from Miniature Dachshunds to Weimaraners to Greyhounds. My step-mom owns Courage Kennels (breeding and showing champion Rhodesian Ridgebacks) in Arizona, so I have some limited experience in training from being around that while growing up. I currently work during the days on Saturdays and Sundays, but during the week I work from home, so my schedule is very flexible. I get home Sunday evening, so I can generally do pet sitting and boarding from after 6pm Sunday until Friday evenings. I have an area in my backyard that is fenced with a 6ft chain link fence, so they have a safe area to run around outside on occasion. Otherwise, we mostly hang out in the house while I do my work-from-home job duties, or go on walks if the weather is nice enough for it.

About: With a spacious lakefront property, I provide endless walks, frequent potty breaks, and serene relaxation spots, ensuring your pets enjoy a blissful, loving care experience. Retired and pet free, I’ll dedicate my days to your fur babies, offering long walks, play, and snuggles by the lake, ensuring their happiness is my top prioroty. In my home or yours, I provide attentive, personalized care tailored to each pet’s needs, from engaging play sessions to soothing snuggles, ensuring a comfortable, joyful environment.
Loving doggy day care in your neighborhood
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taylor m.

“Taylor was great about communicating with us about the day and pick up times. We felt super comfortable leaving Bear and Winnie with her, and they must’ve had a great day playing because they both slept GREAT last night!! We’d definitely use Taylor again!! Thanks so much!”




Mya G.Star Sitter
“Mya was great! She helped out fairly last minute dog sitting while we had movers at our house. Ollie had a great time playing with the other dogs, but was given some indoor puppy naptime/snuggle time too. She sent photo updates throughout the day. Highly recommended.”


Jacqueline M.

“Jacqueline took great care of Sammy. She’s a loving pet sitter. HIGHLY recommend!!!”




Karen V.Star Sitter

“Louie loves going to daycare at Karen’s! He’s so excited to socialize with Bella and run around the play yard. I can always tell he gets plenty of exercise because he snoozes soon after we get home. Karen goes above and beyond with being flexible and is fast with communication. Thank you Karen for taking care of Louie!”


Tamara D.Star Sitter

“Tammy and her family are awesome. Our guy had a nice big fenced in yard to run around in and he had plenty of attention and playtime. Communication with her is quick and easy. She is also very good about asking for info on my dog when she needed something and giving us an update as the day went on. Definitely planning to rebook with Tammy.”


Mark S.
“I have had Mark watch/walk my dog Rawly many times. He is reliable and responsible. I would recommend Mark to anyone who is in need of these services.”


Calista C.
“I would trust Calista with any pets I’ve ever owned. I’ve gotten the pleasure of being around her with her own cat and dogs, and I have gotten to see how she handles others animals. She genuinely cares about their wellbeing and understand how important communication is being herself and pet owner!”


Diane M.
“Diane is great with all animals. She treats hers and ours like family. She loves the outdoors and making homemade treats for all cute babies.”


Lottie C.

“If you want someone you can truly trust! I’d 100% recommend Lottie, she was awesome. I was passing through town and needed my puppy watched for the day while I went to some of the museums. Bella came back exhausted and Lottie was super communicative. 10/10000 recommend if you’re coming into town!”


Katherine H.
“I have two dogs and two cats and I have gone long weekend trip trips while kate has watched my pets. She had the responsibility of feeding, taking my dogs on walks, changing the cat litter and spending quality time with them. I trust her with any of my animals for a long period of time as they always seem very well taken care of once I get back from my trip”


Stephanie B.
About: I am a stay at home mom so I will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We are an active family who enjoys the great outdoors! I am a stay at home mother of 3 kids whom I homeschool so we will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We have 2 large fenced in areas for dogs to run around in. We also live close to a park with a walking path and the Mississippi River for walks!




Heather C.

“Heather watched my puppy for a day when I needed someone last minute. She was very flexible and accommodating! She took great care of my puppy and took her on 3 walks.”


Lauren M.
About: I've been taking care/helping to take care of dogs since my earliest years. We've had everything from Miniature Dachshunds to Weimaraners to Greyhounds. My step-mom owns Courage Kennels (breeding and showing champion Rhodesian Ridgebacks) in Arizona, so I have some limited experience in training from being around that while growing up. I currently work during the days on Saturdays and Sundays, but during the week I work from home, so my schedule is very flexible. I get home Sunday evening, so I can generally do pet sitting and boarding from after 6pm Sunday until Friday evenings. I have an area in my backyard that is fenced with a 6ft chain link fence, so they have a safe area to run around outside on occasion. Otherwise, we mostly hang out in the house while I do my work-from-home job duties, or go on walks if the weather is nice enough for it.


Anthony R.
“I have known Tony as a highly engaging pet owner and caregiver. He takes the time to connect with all pets he encounters and they always greet him as their best friend. Tony is a highly trustworthy person that will go the extra mile to make your pet feel safe and well cared for.”
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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 $25 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, 23 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, 100% 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 23 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.
