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

“5 stars are not enough!! I will definitely take my baby there again. My puppy just turned 1 and he's very energetic! Tiphaney was very patient & from all the pictures I could tell that she made him feel at home!! I wasn't worried about my baby at all! I knew he was in good hands!”


About: I have over 30 years of volunteer work at animal shelters working with at risk dogs. I have 2 high energy, stong willed dogs of my own. I bring a strong, yet calm engagement with every sort of dog personality by carefully observing their behaviors and approaching them in a way that generates comfort while displaying my authority. I am very flexible within reason. I work from home and own my own company. I really prefer an intro meet with you and your baby prior to first engagement if possible. That allows me to understand the dogs and see your manners/handling. It also allows me to build comfort with your dog and make them less stressed when I show up. I live on over 40 acres. I will align to your specific wants and needs regarding care whether that be in your home or at mine. I can crate overnight, walk frequently and for the durations you want. I build rapport through calm, confident engagement with your dog and you. Open communications with a willingness to express issues with kindness is key to a strong and genuine relationship/team effort.

“Highly recommend Mariah!! We needed extremely last minute daycare for our 2 pups and Mariah was a life saver! Very communicative, friendly & professional. Sent lots of photo updates & our little ones seemed to have a grand old time with her! Would definitely book again”


“Chloe watched my pup for 4 days, everyday i got updates, pictures/videos. She even offered to clip her nails and dressed her up in a cute sweater. I felt comfortable leaving her in the environment and didn’t feel like she was not taken care of or ignored. I will definitely use her again next time we go on a trip. If you’re looking for someone to spend time with your pup and make them feel at home Chloe is your girl!!!”


“This was Max’s first time staying with a sitter and we were a little anxious. But Regina was amazing and put all our worries to rest. She took excellent care of Max and took our concerns seriously when we mentioned Max’s food protection issues. She made us feel confident it was going to be a safe visit. Max had a great time and loved playing with Lola, Chewy, and Baxter. We can’t wait for Max to come and play again.”


About: I grew up on a mini-farm with all kinds of pets! I’ve always loved caring for and pampering animals. I have been professionally pet sitting for about 5 years now. I pet sit for friends and family too! I love all fur babies❤️ my job is caring for other people’s pets so that means i am home all the time especially when i am sitting someone’s fur baby! My home is open to animals! they usually sleep in my bed and are welcome on couch too. I have a backyard that I will walk them in to go potty. I can crate if needed but that is not necessary in my home!


“Cindy was wonderful with Boomer and Matilda. Boomer even went back in the house when he realized we were picking him up. That's never happens. Cindy sent photos during the day of our kiddos relaxing and watching the sunset. Cindy is friendly and communicated well with me before and during the visit. I would definitely request Cindy has our dog sitter again.”



“This was the first time I had ever considered a sitter for Bear and I was a bit apprehensive because my rescue baby tend to be aggressive with other dogs and Gabriel did not shy away from the challenge. She came by to meet him because I was ill and could not keep my appointment. Bear instantly connected with her and he actually was okay with being around other dogs. She has a special connection and I am so glad to have connected with her and it is so comforting to know Bear really enjoy being in her care.”


About: I’ve had dogs and cats all my life growing up on a farm and helped raise champion dalmatians! I would love to care for your pets! I am a stay at home mom! I am available anytime you need me! I would be thrilled to take care of your furry friends! I live near a park and go on regular walks that would keep your pet entertained! I am always home so they would never be alone!

About: I have always taken care of animals for people and I have used rover myself for my dogs. I love cats and dogs, and want to provide good quality care. I’ll treat your pets as if they were my own and you can expect lots of pictures. I currently do deliveries but your animals will be my priority. I have a flexible schedule and willing to take care of whatever you need. I have a huge yard to walk dogs, and they’ll get plenty of attention and play time. I also have two friendly dogs who love playing with other dogs. If I am in your home I’ll respect whatever rules and schedule you like to keep for your pets.

About: I’m dependable and loving. When your pet is with me I will care for them as if they were my own, and make sure to fulfill all of your requests! When I’m not teaching yoga, I’m taking care of pets part time. I’d love to set up an appointment with you to take care of your furry friend! I will be respectful of your home if I am pet sitting for you, and if I’m taking your dog for a walk I know the best places in town for dog walking!

“Jennifer was fantastic with my boys. I had a flat tire and she drove my boys to me. My first experience here in Tennessee with Rover and I will DEFINITELY book her again. The boys were so relaxed when I got them from her..”


About: I have had dogs and cats and all kinds of other growing up and have loved taking care of them all and can't wait to take care of yours I am a college student so it fits into my routines quite easily as I am usually home most of the day already and have the free time I love animals of all kinds and cant wait to care for yours. I even have my own personal dog Birdie who I rescued last year and simply adore in every way

About: I am experienced in training and caring for puppies. I have raised and owned two german shepherd puppies, a golden retriever puppy, and I have always owned cats! Very patient when it comes to potty training/ accidents. I am home every day because I work from home so I have plenty of time and love to give to your furbaby. I am always available to care for my pet and yours! It's one of my favorite things to do. I if I have to run an errand, I am close to everything I need so I will never be gone from the house longer than 20 minutes! If you'd like, I will send updates of your furbaby as well as pictures on request ♡ I have an apartment that is plenty large enough to house your cat or small dog/puppy! I have a nice area to take your dog walks on, and plenty of fresh water! I use water fountains for my pets and yours to keep the water clean and fresh!

About: I have always had pets in my home but just lately realized I want to give love and time to visiting animals in my home. I am currently available to keep pets on a daily basis or board on a weekly schedule. I am excited to meet and spoil your pets!!! I will care for your pet as you wish by leaving me detailed instructions on feeding, potty, play, and sleep habits. Safety is important to me when watching your precious babies.

“I’m thankful Sammy was available last minute for my pup. He did great with Kymani! When I picked up, my pup was ready to go back inside with Sammy and his sweet golden, Baxter. He made me feel comfortable leaving my baby in a safe, caring home.”

Loving doggy day care in your neighborhood
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Drew P.

“Drew was quite accommodating with all my requests. She handled giving medication with ease. I will definitely use her in the future!”


Tiphaney M.Star Sitter

“5 stars are not enough!! I will definitely take my baby there again. My puppy just turned 1 and he's very energetic! Tiphaney was very patient & from all the pictures I could tell that she made him feel at home!! I wasn't worried about my baby at all! I knew he was in good hands!”


Robert N.
“I don’t trust many people to dog sit but I can wholeheartedly trust Rob. He knows how much my dog daughter means to me and takes care of her as best as anyone. He is loved by her so much. She gets so excited to see him which is not common for her. Robert will take amazing care of your four legged BFF.”


Mariah D.
Star Sitter


“Highly recommend Mariah!! We needed extremely last minute daycare for our 2 pups and Mariah was a life saver! Very communicative, friendly & professional. Sent lots of photo updates & our little ones seemed to have a grand old time with her! Would definitely book again”


Chloe W.Star Sitter

“Chloe watched my pup for 4 days, everyday i got updates, pictures/videos. She even offered to clip her nails and dressed her up in a cute sweater. I felt comfortable leaving her in the environment and didn’t feel like she was not taken care of or ignored. I will definitely use her again next time we go on a trip. If you’re looking for someone to spend time with your pup and make them feel at home Chloe is your girl!!!”


Regina H.Star Sitter

“This was Max’s first time staying with a sitter and we were a little anxious. But Regina was amazing and put all our worries to rest. She took excellent care of Max and took our concerns seriously when we mentioned Max’s food protection issues. She made us feel confident it was going to be a safe visit. Max had a great time and loved playing with Lola, Chewy, and Baxter. We can’t wait for Max to come and play again.”


Hannah P.
“Hannah watches my 4 dogs and 3 cats regularly and does an amazing job. My fur babies look forward to seeing her. They have stayed at her house for boarding and she has also done home visits.”




Cindy N.

“Cindy was wonderful with Boomer and Matilda. Boomer even went back in the house when he realized we were picking him up. That's never happens. Cindy sent photos during the day of our kiddos relaxing and watching the sunset. Cindy is friendly and communicated well with me before and during the visit. I would definitely request Cindy has our dog sitter again.”




Gabriel W.

“This was the first time I had ever considered a sitter for Bear and I was a bit apprehensive because my rescue baby tend to be aggressive with other dogs and Gabriel did not shy away from the challenge. She came by to meet him because I was ill and could not keep my appointment. Bear instantly connected with her and he actually was okay with being around other dogs. She has a special connection and I am so glad to have connected with her and it is so comforting to know Bear really enjoy being in her care.”


Elizabeth B.

“Elizabeth was communicative and took wonderful care of our doggies. They seemed comfortable and happy in the pics shared and enjoyed a few walks as well! Thanks to Elizabeth and her family.”


Mackenzie R.
About: I’ve had dogs and cats all my life growing up on a farm and helped raise champion dalmatians! I would love to care for your pets! I am a stay at home mom! I am available anytime you need me! I would be thrilled to take care of your furry friends! I live near a park and go on regular walks that would keep your pet entertained! I am always home so they would never be alone!


Madeline H.
About: I have always taken care of animals for people and I have used rover myself for my dogs. I love cats and dogs, and want to provide good quality care. I’ll treat your pets as if they were my own and you can expect lots of pictures. I currently do deliveries but your animals will be my priority. I have a flexible schedule and willing to take care of whatever you need. I have a huge yard to walk dogs, and they’ll get plenty of attention and play time. I also have two friendly dogs who love playing with other dogs. If I am in your home I’ll respect whatever rules and schedule you like to keep for your pets.


Billy S.
About: I’m dependable and loving. When your pet is with me I will care for them as if they were my own, and make sure to fulfill all of your requests! When I’m not teaching yoga, I’m taking care of pets part time. I’d love to set up an appointment with you to take care of your furry friend! I will be respectful of your home if I am pet sitting for you, and if I’m taking your dog for a walk I know the best places in town for dog walking!


Jennifer L.

“Jennifer was fantastic with my boys. I had a flat tire and she drove my boys to me. My first experience here in Tennessee with Rover and I will DEFINITELY book her again. The boys were so relaxed when I got them from her..”


Hayden J.
About: I have had dogs and cats and all kinds of other growing up and have loved taking care of them all and can't wait to take care of yours I am a college student so it fits into my routines quite easily as I am usually home most of the day already and have the free time I love animals of all kinds and cant wait to care for yours. I even have my own personal dog Birdie who I rescued last year and simply adore in every way


Magen G.
About: I am experienced in training and caring for puppies. I have raised and owned two german shepherd puppies, a golden retriever puppy, and I have always owned cats! Very patient when it comes to potty training/ accidents. I am home every day because I work from home so I have plenty of time and love to give to your furbaby. I am always available to care for my pet and yours! It's one of my favorite things to do. I if I have to run an errand, I am close to everything I need so I will never be gone from the house longer than 20 minutes! If you'd like, I will send updates of your furbaby as well as pictures on request ♡ I have an apartment that is plenty large enough to house your cat or small dog/puppy! I have a nice area to take your dog walks on, and plenty of fresh water! I use water fountains for my pets and yours to keep the water clean and fresh!


Taylor D.

“Taylor was great! We needed someone last minute and were so glad to have found her. Very responsive & flexible with us! Would recommend. 😊”


Isabella C.
About: I have always had pets in my home but just lately realized I want to give love and time to visiting animals in my home. I am currently available to keep pets on a daily basis or board on a weekly schedule. I am excited to meet and spoil your pets!!! I will care for your pet as you wish by leaving me detailed instructions on feeding, potty, play, and sleep habits. Safety is important to me when watching your precious babies.


Christine C.

“Very pleased with Christine for dog daycare. She took great care of our pups. She kept us updated throughout the day and sent pictures.”


Sammy W.

“I’m thankful Sammy was available last minute for my pup. He did great with Kymani! When I picked up, my pup was ready to go back inside with Sammy and his sweet golden, Baxter. He made me feel comfortable leaving my baby in a safe, caring home.”
Winona dog parents share their Rover experiences
Highly recommend Mariah!! We needed extremely last minute daycare for our 2 pups and Mariah was a life saver! Very communicative, friendly & professional. Sent lots of photo updates & our little ones seemed to have a grand old time with her! Would definitely book again

Popular requests near you
Select a filter and find qualifying Winona 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 Winona is $25
Why Choose Rover?
Cashless payments
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 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, 31 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, 83% 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 31 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.
