Doggy Day Care in Winona
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 Winona doggy day care sitters

“We love Wendy. My only regret is that I didn't find her sooner. We've moved too far away now, but she was so great to help us with last minute doggy daycare when we had a day of house showings before our move. We will miss her. She pampers the pets that stay with her. It's obvious that they become part of her extended family. You will not regret booking Wendy, I promise.”


“I couldn’t ask for a better sitter for Zoe! Heather and her kids treat Zoe like their own, always showering her with love and care. I appreciate the regular picture updates and great communication—it gives me so much peace of mind knowing Zoe is in such good hands. Highly recommend! Zoe feels right at home!”


“Very nice folks, couldn’t have been more confident leaving Mamabear in their care. Very nice home, and their resident dog Thor was just a gentle giant and a sweetheart. They even offered her a swim in the pool! Will definitely use again. Thanks!”


“Kelli has been watching my Australian Shepard for nearly a month now on a weekly basis for doggie daycare. She does a wonderful job playing, walking, and caring for my Ruby. She manages Rubys high energy and chaotic personality. Kelli is a great experienced sitter and I would recommend her to anyone!!”


About: I am a single mom with 19 year old daughter. I have a golden retriever who loves to have dog friends visit. Your pet will get the same TLC as my own dog. They will be a part of our family while they are with us. I have a fenced in yard, making it easy for your pet to be safe and get some exercise too. I have been watching dogs in my home for about 20 years. I work from home, so I am almost always home aside from the occasional errands. Accidents are ok too. Mine has had a few over the years. Your dog will never be in trouble if this happens. You won’t have to worry about your dogs when they are with me. They will be treated like family. I work from home, so your pets will rarely be left alone. When they are, it is just for brief periods for when I running errands. I have a fenced in yard and w very friendly fir baby of my own. I can let them out frequently and always supervise outside even though my yard is fenced. I am able to feed them if they are here during meal time. I will just need to know if your dog is food possessive so I can make sure they eat separately from my dog.

About: I have been a lab parent for 30 years and have trained, walked and had many many dog sleepovers. I love dogs and would love the opportunity to care for yours! I am retired and have plenty of time to walk, play and care for your dog. We have a large yard to play chuckit too. I have a very large yard to play with your dog. I can easily crate your dog too if you prefer. I have walked and sat for many other dogs

About: I’ve spent my entire life surrounded by animals—growing up with pets, fostering rescues, and eventually turning that passion into a career I truly love. I’ve worked in both professional boarding facilities and from my own home, giving me experience with dogs of all ages, temperaments, and needs—including the anxious, the rowdy, and the reactive. My background in training means I don’t get flustered when “dogs are dogging”—I know how to handle situations calmly, safely, and with care. What makes this more than just a job to me is the connection. I love my clients—both two-legged and four—as if they were friends and family. I take pride in the dirty work, the hard work, and the heart work, because there’s nothing else I’d rather do. I always aim to provide the kind of care I’d want for my own pets: professional, reliable, and full of love. This isn’t just what I do—it’s who I am. Each day starts with potty breaks—puppies and dogs with bladder or health issues go first, followed by the rest. Morning feedings come next, and then the day’s activities vary depending on the group. I rotate between walks, training sessions, grooming, structured play, and relaxing time in my fenced-in yard while I work outside. Dogs are crated anytime I leave the house and again overnight for safety and routine (crate training is something I can help with if needed). I maintain a consistent potty schedule every 2–4 hours and can administer any type of medication as directed. This is what I do every day—and I take pride in keeping things safe, clean, calm, and enjoyable for every dog who stays with me. My background as a professional dog trainer gives me a strong foundation in dog behavior, body language, and pack dynamics. I didn’t have to learn everything the hard way—I’ve had over a year of hands-on mentorship with some of the top trainers in the area, and I continue to seek their guidance and sharpen my skills. That experience allows me to manage dogs safely and confidently, even in challenging situations. In my home, every dog is respected for who they are. I don’t let emotional attachment cloud my judgment—I honor the animal side of every dog and prioritize safety, structure, and calm energy. I’ve become obsessed with learning to speak their language, and that obsession shows in how I read behavior, prevent conflict, and create a peaceful environment. Dogs are always crated when unsupervised and at night, and I keep a consistent routine of potty breaks, feeding, medication, enrichment, and rest. Group sizes stay small so I can maintain control and meet each dog’s individual needs. This is a safe, secure, and respectful space for dogs to relax, reset, and be understood.

“Sierra took wonderful care of my disabled cat, Bonbon. She loved her like her own and was very attentive to her needs. She was patient and flexible with us for our drop off and pick up times that were somewhat uncertain as we came to town to help with a sick family member. I will plan to look her up again the next time we’re in town!”


“Lois is a real gem! I can not begin to describe how happy Pepper and I am with our visit today. I know Pepper enjoyed her daycare stay by how tired she is. lol! Pepper looked so happy walking with Lois as they were both outside when I drove up. I received updates and pictures throughout the day. So happy to have found you, Lois!”


About: I have been around and taken care of all kinds of animals dogs, cats, hamsters, Guinea pigs, fish, birds of all shapes and sizes, ducks, chickens, tarantula, pig, ferret, and hermit crabs I am currently working part time so I will be able to give your furry, finned, feathered, family members all the love and care that they need. I give them access to all the food, water, treats and toys. To keep them happy, healthy, relaxed or occupied by playing with them whether it's just talking to them, playing with toys with them or going on walks. They are allowed on the furniture

About: I grew up with an a verity of animals. I love watching and learning their different personality and just studying there behavior. Like our Human children,they all have their special individual personalities that need nurtured. I love giving animal baby updates, I'm aware of how feels to be away for long periods. I have experience with reptiles as well. I have plenty of time;. I want to do something enjoyable , productive and help other pet parents to live full lives. while furr babies live theirs. I also happy update as often as wanted I have solar cameras in my back yard, for monitoring, as well as availability to separate should a dog need that. My house has cat trees and pet furniture. My human furniture is also pet friendly. We love our cuddles and we love our space to be comfy. There is a doggy door, large fenced back yard available to pets. They have access to it while i am home. When no one is home, they are either kenneled or just put in one of the bedrooms while we are away from the house which would not be very often

About: With a passion for dogs that runs deep, I have hands-on experience training my Belgian Malinois, Eddie, for IGP and my Doberman, Moses, for basic house manners and obedience. Our adventures often lead us to hiking trails, where we bond, have fun, and enjoy the great outdoors together. My love for dogs has been a constant throughout my life, shaping my experiences and creating cherished memories with many dogs. As a dog sitter, my deep love for dogs has always been a significant part of my life. I enjoy dog sitting from my home because I work from home with a highly flexible job, enabling me to monitor the dog closely and provide constant care and attention. While dog sitting, I prioritize personalized care for each pet. With a fenced yard, dogs can enjoy outdoor play while being monitored by me or lounge inside, whether they prefer energetic activities or simply lounging on the couch. During dog sitting, I ensure clients stay updated with regular picture, video and text updates, keeping them informed and reassured about their dogs well-being. Clients can reach me anytime via phone or text while their dogs are in my care, providing peace of mind and quick communication for any updates or concerns.

About: Hi there! Sometimes you wish you can travel with your fur baby/(s) but you just can’t 😞. While your pet is in my care, they will get the utmost care they deserve! I have had a deep passion for animals my entire life. I volunteered at Angels for Animals from 2015-2022. I have always had pets in my family and had a connection with all that I encounter with throughout my life. If your pet has separation anxiety, or if you’re worried about them being far from you while you’re gone… I promise, I’m the girl you will want to call! Every pup is different but deserves someone gentle, calm and friendly to care for them. We will spend time doing all the things they love, such as walks, playing games, and practicing tricks to help distract them from your absence. What sets me apart as a dog sitter is not just a commitment, but a genuine passion for creating a home away from home for your furry friends. With years of experience and a personalized approach, I ensure your pets feel like cherished family members! . Your peace of mind and your pet's happiness are my top priorities. 🐾💕 Pet care fits into my daily routine as a top priority. From morning walks to evening playtime, I structure my schedule to align with your pet's needs. Feeding times are consistent, my goal is to keep them in the same routine as normal. Keeping them comfortable and well taken care of. If they have troubles eating from being away from home, I ensure you they will be comfortable to eat sooner than later with my calming techniques. In my home, pets receive the utmost care and attention, as if they were part of my own family. A cozy, pet-friendly environment awaits, with dedicated spaces for play, relaxation, and rest. Safety is my number 1 priority!!! I maintain a pet-friendly atmosphere, free from hazards. Your pets aren't just guests; they become cherished members of my home, receiving the love and care they deserve. 🤎🐾
Loving doggy day care in your neighborhood
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Wendy D.Star Sitter

“We love Wendy. My only regret is that I didn't find her sooner. We've moved too far away now, but she was so great to help us with last minute doggy daycare when we had a day of house showings before our move. We will miss her. She pampers the pets that stay with her. It's obvious that they become part of her extended family. You will not regret booking Wendy, I promise.”


Heather K.Star Sitter

“I couldn’t ask for a better sitter for Zoe! Heather and her kids treat Zoe like their own, always showering her with love and care. I appreciate the regular picture updates and great communication—it gives me so much peace of mind knowing Zoe is in such good hands. Highly recommend! Zoe feels right at home!”


Maya D.Star Sitter

“Very nice folks, couldn’t have been more confident leaving Mamabear in their care. Very nice home, and their resident dog Thor was just a gentle giant and a sweetheart. They even offered her a swim in the pool! Will definitely use again. Thanks!”


Kelli W.

“Kelli has been watching my Australian Shepard for nearly a month now on a weekly basis for doggie daycare. She does a wonderful job playing, walking, and caring for my Ruby. She manages Rubys high energy and chaotic personality. Kelli is a great experienced sitter and I would recommend her to anyone!!”


Paula & Bill G.

“Paula and Bill were amazing hosts for Otto! He had a great time there and loved playing with their own pup as well. We would definitely work with them again!”


Kayla B.Star Sitter

“Kayla is wonderful. My dog loves her and her dog Copper. Love that she is home to keep an eye on the dogs who have fun playing together in her fenced in yard”


April W.
Star Sitter

“April was very responsive and Kept me informed thru out Zena’s stay. I think Zena enjoyed her day there-I have already booked 2 more stays with April.”


Jennifer M.


“Thanks! Lucia and Iris had a great time”


Kelsey S.

“My puppy is always excited to stay with Kelsey”


Laurie B.
About: I am a single mom with 19 year old daughter. I have a golden retriever who loves to have dog friends visit. Your pet will get the same TLC as my own dog. They will be a part of our family while they are with us. I have a fenced in yard, making it easy for your pet to be safe and get some exercise too. I have been watching dogs in my home for about 20 years. I work from home, so I am almost always home aside from the occasional errands. Accidents are ok too. Mine has had a few over the years. Your dog will never be in trouble if this happens. You won’t have to worry about your dogs when they are with me. They will be treated like family. I work from home, so your pets will rarely be left alone. When they are, it is just for brief periods for when I running errands. I have a fenced in yard and w very friendly fir baby of my own. I can let them out frequently and always supervise outside even though my yard is fenced. I am able to feed them if they are here during meal time. I will just need to know if your dog is food possessive so I can make sure they eat separately from my dog.




Chris T.

“Chris was wonderful with Lilly. She provided a safe & comfortable home for her for the day. I would definately use Chris again!”


Nan T.
“Nan has been the model pet parent for years! She always has time for walking them, playing with them, booping their noses, and snuggling them! Nan is well attuned to their needs. I've had the good fortune to have Nan care for my puppers when I've had to go out of town. She extended the same great care to my dog and treated her as one of her own. Nan pays attention to various canine temperaments and adjusts accordingly, all while making any pup feel special. I highly recommend Nan for your pup's care!”


Jennifer B.
“Jen was exceptional with my dogs. There aren’t too many people I can trust to care for my dogs when I’m gone because most people cannot handle them properly. Jen listened to how I needed my pups handled and she did it correctly with care. She even sent me pictures while I was on vacation. I will definitely be taking my dogs back to Jen whenever I go out of town.”


Sierra L.

“Sierra took wonderful care of my disabled cat, Bonbon. She loved her like her own and was very attentive to her needs. She was patient and flexible with us for our drop off and pick up times that were somewhat uncertain as we came to town to help with a sick family member. I will plan to look her up again the next time we’re in town!”


Sasha D.

“Sasha was great, very caring her love for animals is obviously! THANK YOU SASHA”


Lois W.

“Lois is a real gem! I can not begin to describe how happy Pepper and I am with our visit today. I know Pepper enjoyed her daycare stay by how tired she is. lol! Pepper looked so happy walking with Lois as they were both outside when I drove up. I received updates and pictures throughout the day. So happy to have found you, Lois!”


Ashlee S.
About: I have been around and taken care of all kinds of animals dogs, cats, hamsters, Guinea pigs, fish, birds of all shapes and sizes, ducks, chickens, tarantula, pig, ferret, and hermit crabs I am currently working part time so I will be able to give your furry, finned, feathered, family members all the love and care that they need. I give them access to all the food, water, treats and toys. To keep them happy, healthy, relaxed or occupied by playing with them whether it's just talking to them, playing with toys with them or going on walks. They are allowed on the furniture


Athena F.
“Athena has watched my dog loki for me multiple times and never disappoints. Especially with him being a corgi lab. Cause he can be stubborn sometimes, and lets his corgi show. But I know he's safe with her. And she follows anything special that Ihe needs.”


Sarah S.
“Sarah is incredibly loving, reliable, and attentive with every dog she cares for. She treats each pet like her own and always goes above and beyond. She provides plenty of text and picture updates giving me peace of mind. I have no doubt that she loves my dogs like her own. Highly recommend!”


Mariah H.
About: Hi there! Sometimes you wish you can travel with your fur baby/(s) but you just can’t 😞. While your pet is in my care, they will get the utmost care they deserve! I have had a deep passion for animals my entire life. I volunteered at Angels for Animals from 2015-2022. I have always had pets in my family and had a connection with all that I encounter with throughout my life. If your pet has separation anxiety, or if you’re worried about them being far from you while you’re gone… I promise, I’m the girl you will want to call! Every pup is different but deserves someone gentle, calm and friendly to care for them. We will spend time doing all the things they love, such as walks, playing games, and practicing tricks to help distract them from your absence. What sets me apart as a dog sitter is not just a commitment, but a genuine passion for creating a home away from home for your furry friends. With years of experience and a personalized approach, I ensure your pets feel like cherished family members! . Your peace of mind and your pet's happiness are my top priorities. 🐾💕 Pet care fits into my daily routine as a top priority. From morning walks to evening playtime, I structure my schedule to align with your pet's needs. Feeding times are consistent, my goal is to keep them in the same routine as normal. Keeping them comfortable and well taken care of. If they have troubles eating from being away from home, I ensure you they will be comfortable to eat sooner than later with my calming techniques. In my home, pets receive the utmost care and attention, as if they were part of my own family. A cozy, pet-friendly environment awaits, with dedicated spaces for play, relaxation, and rest. Safety is my number 1 priority!!! I maintain a pet-friendly atmosphere, free from hazards. Your pets aren't just guests; they become cherished members of my home, receiving the love and care they deserve. 🤎🐾
Popular requests near you
Select a filter and find qualifying Winona sitters!How Rover works
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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
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The median cost per day for doggy day care in Winona is $25
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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
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winona 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, 41 sitters provided doggy day care in Winona. 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, 85% of Winona 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 Winona.
Winona 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 Winona 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 41 sitters offering doggy day care in Winona 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.
