Dog Walking in Winona

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winona dog walkers

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

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Sitter Profile Image: Cali R.
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Cali R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
29 reviews
9 repeat clients
10 years of experience
Winona, MN, 55987

Couldn’t be happier! Bodhi needed a walk on a day I was working late and he was taken care of wonderfully!

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Mackenzie C.
Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
from
$25
per walk
4.8 out of 5 stars
38 reviews
18 repeat clients
15 years of experience
Winona, MN, 55987

About: We’re Pawz & Play! We offer dog & cat boarding, weekend daycare, drop in visits, dog walking, and house sitting in Winona, MN. We operate on a small-scale, only taking a maximum of 2 pups or one family’s pets at a time. Erica is an aspiring dog groomer & trainer who someday hopes to have her own facility. Ciara is working on getting her bachelors and is the primary person on drop in visits. We have two medium sized young dogs who love to play & get along great with playful pups of all ages and sizes as well as an older small dog who does great with calmer pups. All dogs are assessed for play style and comfort level before being split into play groups. One of us is home the majority of the time and we incorporate your pets into our girls’ daily routine or we can do a rotation schedule if they’re not a fan of group activities. Our fenced in back yard has a good size dog run within the fence just for pups and the rest of the yard includes the chickens & rabbits in their own runs as well as a small patio, hammocks, and garden beds. Whether in your home or ours, we are happy to serve your pets whatever food you’d like including homemade, raw, canned food, or kibble. We just ask that it be premade so we need only measure out the amount and feed your babies.

Sitter Profile Image: Jaxon H.
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Jaxon H.
from
$15
per walk
10 years of experience
Winona, MN, 55987

About: I’ve grown up surrounded by pets and have years of hands-on experience caring for dogs of all ages. I’ve dog-sat for family and friends, giving me experience with both playful puppies and senior dogs. I’m attentive, reliable, and genuinely love spending time with pets, making sure they feel safe, happy, and well-cared-for while you’re away. As a graduate student with all online classes and a part-time job (about 10 hours per week), I have a flexible schedule that allows me to provide attentive care for pets throughout the day. I can easily accommodate walks, playtime, feeding, and companionship, ensuring your pet gets plenty of attention while you’re away. I prioritize the safety and comfort of every pet in my care. In your home, I make sure the environment is secure, clean, and pet-friendly. I follow any specific instructions you provide, including feeding schedules, medications, and exercise routines. I treat each pet with love and respect, giving them plenty of attention while keeping their safety and well-being my top priority.

Sitter Profile Image: Jillissa R.
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Jillissa R.
Star Sitter
from
$17
per walk
4.9 out of 5 stars
23 reviews
6 repeat clients
4 years of experience
Winona, MN, 55987

We're so thankful for Jillissa. She's always been good at responding, and she gives our dog great walks. Plus, she is really good with our parakeet. Our bird is very picky about people, and she actually flew to Jillissa's shoulder (she sent us a photo showing it!), so clearly Jillissa is a bird whisperer, too!

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Mary G.
Sitter Profile Image: Michelle N.
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Michelle N.
from
$15
per walk
5.0 out of 5 stars
3 reviews
45 years of experience
Winona, MN, 55987

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: Rebekah L.
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Rebekah L.
from
$30
per walk
5.0 out of 5 stars
27 reviews
11 repeat clients
6 years of experience
Winona, MN, 55987

Rebekah is fantastic. We booked her for another house sitting in December, and she took good care of our dog and parakeet. My husband and I commented many times during our trip how happy we were that she was taking care of our pets. We were able to fully enjoy our trip because we knew Mikka and Chatta were happy and safe. The next time we go on an overnight trip, we're going to reach out to Rebekah first 🙂

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Mary G.
Sitter Profile Image: Erin G.
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Erin G.
from
$35
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Winona, MN, 55987

About: I have worked at a dog boarding facility for over two years providing high quality care for all different kinds of pups and their needs! I also have an old pup myself who is spoiled with belly rubs and treats who is currently at home with my parents while I attend college! I can accommodate to any needs you and your dog need like a specialized feeding schedule, allergies, exercise, and more! Pet care has fit into my schedule daily from working at a pet boarding facility to taking care of my own pup! I am constantly giving service to any pups that need it to keep them and myself busy! Your pets will be cared for with high quality service and love! I treat every dog like it is my own and spoil them with that they love doing! If your dog is a cuddler then I can provide cuddles and if your dog likes walking I can walk all day long!

Sitter Profile Image: Hannah A.
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Hannah A.
from
$16
per walk
4 years of experience
Winona, MN, 55987

About: I’ve taken care of pets since I was 10. My neighbors rely on me to take great care of there furry friends and I always do a great job I’m currently a freshman in college at Winona State and I have a flexible schedule. I’m looking to save up for college. I would be available all afternoon and night to look after your furry friends. I will always keep a close eye on your pet to make sure there safe and in no danger. I will love your pet like my own ❤️

Sitter Profile Image: Jacque K.
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Jacque K.
from
$20
per walk
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: Alicia G.
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Alicia G.
from
$25
per walk
5.0 out of 5 stars
107 reviews
15 repeat clients
33 years of experience
Winona, MN, 55987

Alicia was able to help me out on short notice and was very enthused to walk my dog! ? I will recommend her to others and will book her again in the future!

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Christina D.
Sitter Profile Image: Clara T.
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Clara T.
from
$20
per walk
5 years of experience
Winona, MN, 55987

About: I have been a reliable sitter for many of my friends and family for animals of all shapes and sizes. I have administered medications, sat for a dog with a broken leg, and even mucked out a barnful of horse stalls. I am willing to do just about anything for the well-being of your furry family. I am a college student with a 10-hour-a-week part-time job, so in general my schedule is pretty free. I am willing to get up at 5am and stay up until midnight to make sure your pets get the best and most consistent care. I can't do in-home services right now, as my apartment complex does not allow animals, but I am more than willing to travel to take care of your pets. I will follow a set schedule or instructions to the best of my abilities and make sure your animals are living their best lives.

Sitter Profile Image: Ashley J.
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Ashley J.
from
$17
per walk
16 years of experience
Winona, MN, 55987

About: My name is Ashley, I’m 26 years old and am a school social worker. I recently moved to the Winona area. I have grown up with dogs my entire life and have my own dog who is 4. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I enjoy spending time with them. What better way to make money by doing something I love? I currently work full-time in a high school. I work a regular schedule so my availability shouldn’t change much besides opening up more in the summer. I have room and space to spread out and am very active, so I enjoy walking and being outside. I do keep my dog separate from dogs that I care for.

Sitter Profile Image: Skylar M.
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Skylar M.
from
$25
per walk
5.0 out of 5 stars
14 reviews
2 repeat clients
4 years of experience
Winona, MN, 55987

Outstanding and punctual. Very good communication from Skylar. Swedgin looks forward to his time with her. I feel great at work knowing Skylar has things under control. I would book her again without hesitation. Five 🍀🍀🍀🍀🍀

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KEF
Sitter Profile Image: Megan P.
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Megan P.
from
$40
per walk
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: Erica K.
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Erica K.
from
$15
per walk
5.0 out of 5 stars
111 reviews
21 repeat clients
12 years of experience
Winona, MN, 55987

Erica is great! She always gives Lily the best care and sends me updates and pictures.

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Sandy W.
Sitter Profile Image: Ajia W.
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Ajia W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Winona, MN, 55987

Ajia is truly trustworthy and terrific with handling my dog.

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Catherine T.
Sitter Profile Image: Laura R.
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Laura R.
from
$15
per walk
5.0 out of 5 stars
5 reviews
15 years of experience
Rollingstone, MN, 55969

About: I've always been a pet lover. I have a dog and cat myself, Ziggy and Leia. My dog and I have taken several training classes over the years where I've picked up on several tips, tricks, and insights into dog behavior. I have experience with a broad range of dog and cat personalities and energy levels. My current work schedule is flexible. I have availability during the week and some weekends as well for pet sitting. I'm excited to take care of your pets! I prefer to go to the owners house to care for their pets :) I would like to find jobs close to where I live.

Sitter Profile Image: Brooke W.
Verified Background Check
Brooke W.
from
$25
per walk
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: Abbey K.
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Abbey K.
from
$25
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Buffalo City, WI, 54622

About: I have grown up with dogs all my life and now have two of my own. I will be a great sitter because I have animal training experience and can work with behavior issues. I am a certified professional bird trainer and I am working towards becoming a certified dog trainer. I have also taken several animal training workshops! I believe in positive reinforcement training and building a trusting relationship with every animal I work with. Animal training with positive methods is very important to me and I look forward to working with you on any problems you may have with your dog or just continuing the good behavior your dog already has. I also have several enrichment ideas for any dogs that may seem bored or have too much energy. Have other pets at home? No problem! I have experience with cats, small mammals, parrots and raptors, and even a little experience with reptiles.

Sitter Profile Image: Laren C.
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Laren C.
from
$18
per walk
5.0 out of 5 stars
5 reviews
15 years of experience
Holmen, WI, 54636

About: I love animals of all kinds! I’m a nurse looking to hang out with your pets on my days off. I have experience with every care need from early puppy socialization to end of life care. I haven’t met a dog yet I didn’t immediately become besties with, from the tiniest chihuahua to the biggest pittie or Dane. I’m also happy to look after any other animals you might have, from reptiles to birds to horses. Just ask and we’ll make it work! I have a rotating schedule that includes a full week off every third week. I work 5p-3a three days a week (and every third weekend). Just message and we’ll figure something out! Yours: I understand being particular about one’s home, so no reasonable request relating to my conduct there would be too much! Cleaning up after myself is a given, as is following any personal house rules. Mine: All of my animals are up to date on vaccinations and flea/tick medication, and I require the same from any animal I keep in my home. They would be kept separate from my 4 cats for the first couple of days, but with discretion and communication I would be fine with introducing them if they were interested in each other. Smoke free home.

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Over 43
pet parents in Winona have booked dog walking

Winona dog parents share their Rover experiences

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5.0 out of 5 stars

Lynn has been amazing with my girl Riley! I feel completely confident when Riley’s in her care and also know she won’t be bored or lonely waiting watching for us to come home by her window seat! Hate to ever have to get a backup for Lynn for Riley but Rover is the place to get one!!💕

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Lisa B.
Dog Walking
5.0 out of 5 stars

Thank you sooo much, for considering his old age and trying for a second time walk!!! Your patience is amazing serious!

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Mnnice92
Dog Walking
5.0 out of 5 stars

We're so thankful for Jillissa. She's always been good at responding, and she gives our dog great walks. Plus, she is really good with our parakeet. Our bird is very picky about people, and she actually flew to Jillissa's shoulder (she sent us a photo showing it!), so clearly Jillissa is a bird whisperer, too!

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Mary G.
Dog Walking
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

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The median cost per walk for dog walking in Winona is $17

Why Choose Rover?

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    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

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Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winona on Rover as of Feb 2026 was about $17 per walk, after factoring in Rover’s service fees. A dog walker’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 dog walker for the first time, visit the dog walker’s profile and select the Contact button.

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

As of Feb 2026, there are 88 dog walkers in Winona. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 67% of Winona dog walkers respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Winona.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 88 dog walkers 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 dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker 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 dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.