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

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Rebekah L.
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Rebekah L.
Star Sitter
from
$25
per day
5.0 out of 5 stars
28 reviews
12 repeat clients
6 years of experience
Winona, MN, 55987

Rebekah is great, watched our puppy for daycare. Love photos she sent through out the day. Highly recommend her and we will be back with Kodiak. Thank you!

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Becky B.
Sitter Profile Image: Alicia G.
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Alicia G.
from
$25
per day
5.0 out of 5 stars
108 reviews
15 repeat clients
33 years of experience
Winona, MN, 55987

Diggs first sleep over and he had a blast. She was very friendly, shared plenty pics and took him with her for walks and car rides. Definitely will be using again.

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Ryan S.
Sitter Profile Image: Jacque K.
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Jacque K.
from
$60
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

About: Growing up with a variety of animals really gave me the compassion and love I have for animals now. Also, it gave me the skill I need to be able to take care of and provide for the different species of animals there are out there. Mostly, it was dogs and cats but I do have experience in caring for hamsters and bunnies. I love to go walking/hiking just to be outside and getting fresh air so i have no problem going on walks. I’m completely comfortable with our furry friends being on my furniture, I know not everybody is but mi casa es su casa. I am a veterinarian technician with my A.A.S. degree and I plan to open up my own business one day whether it be a dog boarding place of my own or my very own shelter/rescue. Either way, this is my 5-10 year goal and his will help me achieve that. I work full time throughout the week. My evenings are available & so are most of my weekends. This month of August will be busy for me on the weekends though. I make sure they are comfortable & I treat them as if they are my own. I make sure they are happy while their person is gone.

Sitter Profile Image: Erica K.
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Erica K.
from
$25
per day
5.0 out of 5 stars
115 reviews
23 repeat clients
12 years of experience
Winona, MN, 55987

This was the first time that we have left our puppies (9 months and 9 weeks). Erica and family treated them so well and sent pictures and videos. Thanks so much for taking such good care of our babies 😊

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Heidi J.
Sitter Profile Image: Megan P.
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Megan P.
from
$50
per day
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Winona, MN, 55987

About: Hi Hi! I'm a former vet tech with 20 plus years of experience training and caring for pets! Day outings, overnights or drop-ins are all in my skill set! I'm an active and aware professional photographer and personal trainer and I enjoy getting dogs out on the trails, socializing, training- you name it! I mainly live in Jackson Hole, WYoming but I own my own home here in Winona. I am here some parts of the year and I would love to open up my schedule to dog care! I am very flexible during the day. I'm a photographer and most of my shoots are in the afternoons or early evening. I can do outings in the morning and afternoon to satisfy all of the physical demands of the doggos! I hit the trails almost every day so I can take them with me for a run/walk :) I also have access to 40 acres of wooded hills that I can take the pups too! The safety of your pet is #1! I am a former vet tech and have a great knowledge of dog care and health. I can administer medications- no problem! If am coming to let your pet out of your house, I can walk in the neighborhood or have a play session in the yard. If your pet is at my home, I have a big, fully fenced yard and I live right across from East Lake Winona, the dog friendly lake :) I am very aware of every situation I take your dog into and can address needs or concerns ASAP. I treat every dog I watch as one of my own :)

Sitter Profile Image: Ty E.
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Ty E.
Star Sitter
from
$29
per day
4.9 out of 5 stars
241 reviews
78 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

This is my 1st time using Rover and Ty was wonderful! He sent pictures periodically of my pups while with him. The dogs were tired when we got home which I always a plus.

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Renee K.
Sitter Profile Image: Justine O.
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Justine O.
from
$25
per day
5.0 out of 5 stars
1 review
10 years of experience
Lewiston, MN, 55952

About: I have always been an avid animal-lover. From childhood into adulthood, I have owned and cared for a variety of pets, including dogs, cats, small mammals, reptiles, birds & fish. My family & I currently share our home with two dogs, a bearded dragon, a Russian tortoise, & a ball python. I have several years of professional work experience in animal care (zoo, kennel care, walking, basic grooming) and wildlife / parks & recreation—both of which are relevant. I enjoy the outdoors and keeping all of our furry (& scaly) friends happy. I will board dogs, small mammals, reptiles & birds in my home! Upon request, I can do drop-in visits for cats or exotic animals within a 15 mile radius. I am currently a stay-at-home mom & so my schedule allows me to be at home majority of the time. If I need to leave the house, it’s never for more than a couple of hours. I have a large four-story home, which provides amble space for pets to play or to be separated if need be. I utilize crates for dogs who need or prefer it. Our yard is unfenced, so I use slip leads and tie-out cables for potty time.

Sitter Profile Image: Angela D.
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Angela D.
from
$50
per day
4.9 out of 5 stars
23 reviews
6 repeat clients
12 years of experience
Onalaska, WI, 54650

Thanks again for taking such great care of Katara!

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Lisa R.
Sitter Profile Image: Brooke W.
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Brooke W.
from
$90
per day
15 years of experience
Rollingstone, MN, 55969

About: I know how much trust it takes to leave your pets in someone else’s care, and that’s exactly why I treat every animal as if they were my own. Whether it’s long walks, belly rubs, playtime, or quiet cuddles, I adapt to each pet’s personality and needs so they feel safe, happy, and loved while you’re away. Your pets deserve someone who goes beyond “just letting them out.” They deserve someone who notices when they’re extra wiggly, a little shy, or craving affection—and responds with patience and love. That’s exactly what I bring every time. Can’t wait to meet your best friend! I have all the time to let your pets out before during and after work, to walk them, or just to hang out! I love spending quality time with any pet. I have a large fenced in yard and love to give my own dog the freedom she needs and I know how important outside time is for our pets

Sitter Profile Image: Devin B.
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Devin B.
from
$25
per day
5.0 out of 5 stars
6 reviews
25 years of experience
La Crosse, WI, 54601

Devin was great! Our dog Burrito had a very fun play date with Devin’s dog. Communication was great with Devin and we got updates with pictures throughout the day, highly recommend!

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Tiffani D.
Sitter Profile Image: Chilynn B.
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Chilynn B.
from
$27
per day
4.7 out of 5 stars
14 reviews
2 repeat clients
10 years of experience
Onalaska, WI, 54650

About: Hi there:) My name is Chilynn!! I am a HUGE animal lover, I currently own goats, a dog and a cat. Over the years I’ve had all sorts of little critters, so I have lots of experience with just about everything! I just moved into my own apartment, and have lots of time on my hands to be there and help out!! A little about me: I am very active and love to be on the go!! I enjoy hiking, swimming, traveling, shopping, spending time outside, cooking, and much more!! I have lots of time to help with extra things around the house, bathing the dog, picking up dog food, extra cleaning, watering plants or any other special request you may have! I would love to do a meet and greet before booking!! I love to get to know the pups, and you a bit more before the sit. We can go over information then. I will be sure to treat your animals like my own!! Cannot wait to meet everyone!! If you have any following questions please feel free to reach out :) I am always free, so i am available to do what ever whenever!! I love to go on walks or just be outside and active, and would love for them to join me:) I have a vehicle if anything were to come up and we needed to get somewhere, I always put the animals first and am always thinking a few steps ahead! You can trust me when it comes to the care of your babies!

Sitter Profile Image: Aj D.
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Aj D.
from
$45
per day
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
La Crosse, WI, 54603

This was my first time using Rover, so I was a little nervous but my overall experience was positive with AJ. We have a 1 year old mixed breed dog that is very playful and happy around pretty much everyone. We met in a park near AJ’s home and he was promptly on time and communicated well. I asked several questions about the plan for the day and everything seemed reasonable to me. For me personally I just wanted someone that would keep my dog active and happy for the afternoon, also sneak in the occasional nap is okay too. When the day was over we met in the park again and (on time) and my dog was happy to see me. Thumbs up!

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Jeff M.
Sitter Profile Image: Linsie M.
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Linsie M.
from
$33
per day
4.8 out of 5 stars
68 reviews
10 repeat clients
11 years of experience
La Crescent, MN, 55947

Linsie was extremely sweet and welcoming to our pup. She was flexible with her schedule and kept us updated during the time our pup was with her. I definitely recommend her!

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Amelia K.
Sitter Profile Image: Michelle N.
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Michelle N.
from
$25
per day
5.0 out of 5 stars
3 reviews
45 years of experience
Buffalo City, WI, 54622

About: I am a empty nester looking to take care of some fury friends. I have grown up with dogs my whole life. I love to stay active and would love to take your dog for a walk or run if they like. I love all dogs and I would love to take the time to care for yours! I am very flexible and know a lot about dogs in general. Both my boys are now in college and this would be a wonderful opportunity for me to do what I have always loved. My husband works full time and he also has had dogs around his whole life and is a dog lover himself. Any questions or concerns don't hesistate to ask or let me know.

Sitter Profile Image: krystal p.
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krystal p.
from
$38
per day
5.0 out of 5 stars
4 reviews
25 years of experience
Plainview, MN, 55964

Krystal was very responsive and our dog was well taken care of for the day. If you drop off in the morning, stop at Cabin Coffee for a nice breakfast.

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Laura S.
Sitter Profile Image: Eric P.
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Eric P.
from
$35
per day
10 years of experience
La Crescent, MN, 55947

About: I've taken care of animals my whole life. Growing up my family had a small hobby farm where we cared for many animals. Since moving out I have owned and helped train multiple working dogs, including the pointer I have now. I have no problem administering medications if needed. I already walk my multiple times a day so your dog will get plenty of exercise. My girlfriend works from home and I have a flexible work schedule so we are available any time you may need. Your dog will always have someone around if they like constant attention! I live in a house with a large, mostly fenced in backyard. My dog has never met someone he doesn't love, and will run/play until he can't stand anymore! Plenty of room for exercise and play!

Sitter Profile Image: Makayla D.
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Makayla D.
from
$50
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
West Salem, WI, 54669

Makayla was absolutely wonderful! From the start, she and her husband were so kind and welcoming, which immediately put me at ease about leaving my golden with them. She gave me updates with pictures throughout the day which I really appreciated. It’s clear she gave him exceptional care and treated him like one of her own. I couldn’t have asked for a better experience! I would 100% recommend Makayla to anyone looking for a trustworthy and caring sitter.

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Maria T.
Sitter Profile Image: Ciara C.
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Ciara C.
from
$33
per day
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Lanesboro, MN, 55949

Ciara was awesome! She took great care of our two big dogs for the day while we were busy touring a local cave. Ciara provided updates and photos showing her pup and ours playing nicely. Highly recommend letting Ciara watch your buddies too!

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Aaron S.
Sitter Profile Image: Amber Ann G.
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Amber Ann G.
from
$20
per day
4.9 out of 5 stars
27 reviews
10 repeat clients
12 years of experience
La crosse, WI, 54603

About: I have always had pets in my home my whole life both dogs and cats I am definitely more of a dog person but I absolutely love caring for all animals and I know how difficult it can be depending on the animal my parents most recent dog was a handful he was in and out of several homes before finding his way to ours because of he’s very energetic and sometimes violent behavior but we turned him to a sweetie with time and good training. At first he was rather aggressive towards me and was very difficult to train because of how long he had gone without training which taught me a lot of tricks to deal with a difficult and aggressive dog. I love this job and I hope you’re pet will enjoy my company as much as I’ll enjoy theirs. I haven’t bathed a dog before but I have helped bathe a cat with flees and I’m down to learn anything. I do this full time so I am usually always free to offer the most reliable and consistent pet care experience for your pet and I’m always available unless I’m watching other pets. I’d love to do repeat visits to build a better relationship with you and your pet. I do the absolute best of my ability to ensure that your dog feels safe and happy when with me and I hope after meeting me you’re pet is excited to see me again.

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Over 55
pet parents in Winona have booked doggy day care

Winona dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Rebekah is great, watched our puppy for daycare. Love photos she sent through out the day. Highly recommend her and we will be back with Kodiak. Thank you!

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Becky B.
Doggy Day Care
5.0 out of 5 stars

Erica & Ciara took great care of my boy Charlie! They were able to squeeze us in for a long day stay with short notice. Charlie seemed happy hanging with them, he even ate which is rare for him when at a Rover! I loved getting pic updates! Thank y’all!!

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Bailey R.
Doggy Day Care
1 / 1
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The median cost per day for doggy day care in Winona is $30

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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 Mar 2026 was about $30 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.

If you’re searching for a Winona doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, 23 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 23 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.