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

Winona, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve taken care of both cats and dogs growing up. I have pets of my own I love and care for, but I absolutely adore meeting a new face and a new personality! My boss and her peers have relied on me before to house sit for them while they are away or even just to stop by and let them out on a treat and potty break while they’re off running errands or working. I have a pretty open schedule as I am a Licensed Esthetician I am able to adjust my schedule accordingly most times. That being said as a young Esthetician I do have set hours on somedays. Which are usually: Mondays, Tuesdays, and sometimes Saturdays. 8am-10pm If you have any questions about my schedule don’t be afraid to ask. There sometimes is room for adjustments on those days as well. I have a fenced backyard your fur baby can enjoy with many trees for shade in this hot weather! Almost any accommodations can be made if needed.
About: I currently work on a ranch and deal with a wide variety of animals on the daily! I have dogs, cats, donkeys, horses, chickens, goats, alpacas, and even camels! No animal is too big or too small! I currently have a part time job with a very flexible schedule leaving me with plenty of time to care for your animals in the way they deserve and you expect. I have a large property that is entirely fenced that I take my animals out to play in! I never leave them outside unsupervised and always keep them close. My dogs are a range of ages from ten years old to one year and I treat them accordingly! Each animal will have its own needs and preferences and I try to accommodate that into our interactions!

About: I’ve been caring for animals my entire life and understand that every pet has their own personality, routine, and needs. As a registered nurse, I’m highly attentive, dependable, and comfortable monitoring for changes in behavior, appetite, mobility, or overall well-being. I have experience caring for dogs of all sizes, senior pets, and animals that need extra patience and attention. Whether it’s walks, playtime, medication administration, feeding, or simply providing companionship, I’ll care for your pet as if they were my own. I know how important peace of mind is when you’re away, so I provide regular updates, photos, and plenty of love and attention. My schedule is flexible and allows me to provide reliable care throughout the week. I can accommodate morning, afternoon, evening, and weekend visits depending on your needs. I understand the importance of consistency for pets and strive to maintain their normal routines while you’re away. Whether your pet needs a quick drop-in visit, extended care, or overnight attention, I’m committed to providing dependable and compassionate care. Your pet’s safety and comfort are my top priorities. As a registered nurse, I pay close attention to details and am experienced in recognizing changes in health or behavior. I follow all care instructions carefully, including feeding schedules, medications, exercise needs, and household routines. I believe in building trust with both pets and owners through clear communication, reliability, and respect for your home. You’ll receive regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away.

About: I've been caring for dogs for four years, I'm experienced and walking, feeding, and playing with them, making sure they get all the exercise and attention they need. Animals have always been a huge part of my life, and I've had a whole menagerie at home, from dogs and ducks to fish and bunnies - I love them all! I am currently on vacation and dedicating my full attention to pet care. I am available for your free friends as my full-time job right now. Pets are most comfortable in there family home environment. Knowing their surroundings helps them feel relaxed and secure when I'm there to walk or feed them.

About: I’ve taken care of animals since I was about 10, I’m 21 now. My major is Pre-Veterinary because I’ve had a love for animals and dream of being a vet since I was 7. I have a cat of my own, Luna, and she’s my world. I treat her like a baby so I would love to share the same love to your fur babies! I work full-time as a manager at Walmart, and I’m a full time college student (online). I’m pretty fair and understanding with scheduling, as long as you reach out in advance. If my schedule doesn’t fit for you, I do not mind adjusting to accommodate you and your fur babies! I also don’t have an issue with last minute planning, just be mindful of scheduling issues or certain questions I asks in regards of the service you’ve requested! When caring for pets in my home or a client’s home, I focus on keeping their routine as normal and comfortable as possible. I make sure they are fed on schedule, have fresh water, and get plenty of exercise and attention throughout the day. I also monitor their behavior to make sure they are happy, healthy, and not feeling stressed while their owner is away. As well as in a clients home, I respect your space and specific instructions on pet care! Ensuring your pets and home’s safety is never an issue.
About: i’ve been having dogs since i was 6 and i love them and i currently have one named darky, a small dog who’s hyper i’m currently working part time from 5am-9am sometimes i stay till 1:30pm, but i’ll be free from 10am-7pm monday-friday and weekends whenever :) i keep my dog inside since i have no fence and i make sure my dog isn’t getting to any trouble, and i keep him company

About: Hey! My name is Stefanie and I have been taking care of animals for almost my entire life. I have experience with both cats and dogs and would love to watch your pets for you. I hold myself to the same standards that I would expect from my own pet sitters. I can handle animals of all shapes and sizes, even your giant breeds! I have experience in the veterinary field and have cared for pets with all types of dietary restrictions, medical needs, and temperaments - so if your pet needs some special attention, I'm your gal! I have had dogs for almost my entire life. As a child my family had a Lhasa Apso, and he lived a long and happy life with us. I have had pets of my own since 2014, and all my pups are seniors now - they have a special place in my heart! I also have two sweet young cats and would love to check on your feline kiddos. I am a full time mother so I am readily available for drop in visits, overnights, and walks. Please note that my infant son will be with me during all visits. I will of course assume responsibility for my kiddo being safe around your pets, but please be mindful of your pets' temperament with children when booking! My ideal scenario when caring for your pets is to adopt their current routine - I find that keeps them the happiest while their people are away. I'm happy to visit on whatever schedule is best for you, and I'm happy to do overnights as needed.

About: What sets me apart from other sitters is the energy and presence I bring around animals. I’m naturally calm, patient, and attentive, which helps pets feel safe and comfortable pretty quickly, even if they’re shy or anxious. I’ve spent a lot of time around animals and genuinely enjoy being with them, whether that’s going on walks, playing, or just sitting with them and keeping them company. I pay close attention to their behavior and needs, so I can adjust how I care for them based on their personality. Pet care fits naturally into my daily routine because I genuinely enjoy being around animals and staying active. I structure my schedule so I have the time and flexibility to give each pet the attention and care they need. I focus on keeping pets comfortable by sticking as closely as possible to their normal routine. Whether I’m in your home or caring for them day-to-day, I make sure they feel safe, relaxed, and well cared for.
About: Hello! I am a 23 year old mom of one with a passion for animals. I live in a gated community with a fenced backyard. I do have two cats and two dogs, all of which are updated on shots and fixed. I have a pretty flexible schedule as well. I am truly passionate about animals and making sure they get the care and love they deserve! I'm willing to go above and beyond for my clients in order to make their experience as great as possible. My goal is to expand my knowledge on the professional care of pets. I look forward to working with you! I work full time, however, I live on site and am able to leave periodically as needed. I usually stay home on the weekends and only travel a few weeks out of the year. I am within walking distance to my home as well. I have a fenced yard and two cats/two dogs. They are all kid and pet friendly and will be great buddies for any pets sleeping over.
“Raul was great. Very reliable, flexible when I needed to change the schedule, and communicative when he had delays or needed to change something. Also the dogs love him, they are going to be sad not seeing him every day.”

About: Hi there! I have over 6 years of experience training service dogs for a nonprofit organization, and I currently run my own professional dog training company. I specialize in board-and-train programs and private lessons, helping dogs of all breeds and temperaments become their best selves. Whether your pup needs a trusted sitter, a skilled handler, or just a little extra love while you're away, I’ve got it covered. With my background, you can be confident your furry family member is in capable, compassionate hands. I treat every dog like my own—because they deserve nothing less! As a professional dog trainer, I work from home and manage my own schedule, allowing me to offer a high level of flexibility. I’m available for last-minute bookings and can easily accommodate your needs, even on short notice. I strive to create an environment that’s tailored to your dog’s unique needs. Whether they thrive in a calm, quiet setting or enjoy socializing and playing with my friendly dogs, I ensure they feel safe, comfortable, and at home. Dogs of all ages and temperaments are welcome here—there’s a place for everyone.
About: Hi, I’m Alyviah! I’m 24, a veteran, and a lifelong animal lover. My crew includes two mini schnauzers, two cats, and a banana ball python, so caring for different personalities and species is part of my everyday life. I’ve had dogs big and small throughout my life. For the past 4 years, I’ve provided walks, drop-in visits, overnight stays, and boarding for dogs, cats, and reptiles. I’ve also rescued and fostered stray animals and volunteered with local adoption centers. Life can be unpredictable, so I’d love to help when you need an extra hand. I would love to create new memories with your furry, feathered, and scaly babies and hopefully become your go-to gal! Pet care is a natural part of my everyday life. I have a flexible schedule and am available most days, including weekends, allowing me to provide reliable care when needed. I enjoy getting to know each pet’s unique personality and following their routine to help them feel safe, comfortable, and well cared for while their owners are away. Every pet is different, so I do my best to follow their normal routine and make their time away from their owner as stress-free as possible. I pay close attention to feeding schedules, exercise needs, medications, and any special instructions. I also believe communication is important, so I like to provide updates and photos when possible. My goal is for both pets and their owners to feel comfortable, safe, and cared for.
About: I’ve been taking care of sweet pups for awhile. They deserve good company (& treats;) I have two mini Aussies and they are my children, so I know exactly how i’d want them to be treated while I was gone! With my own dogs I have weekly and daily routines. I do work at the hospital once a week, so on those days routine changes. We make it work!! Walks and treats are important, as well as just being their company. While they are missing you, I will do my best to keep them occupied with lots of love and fun.

About: I've taken care of larger and small dogs for since I was 12. I am very reliable and dedicated. I want to ensure a great experience for both owner and pet. My schedule is extremely flexible so I will have plently of availability to walk and care for your fur babies! I am excited to walk and care for your pups! I know how to crate and take care of animals. My previous lab was very young and had an autoimmune condition so I have alot of experience with taking care of dogs.
About: Hello! My names Summer. I am 30 years old and I work full time as an animal hospital employee. I've been trained to properly medicate and can also give shots such as insulin. I do not mind coming to your house or your babies coming to mine. I will work with whatever preferences you have. I have a fenced in backyard and live right down the road from a park/lake. I also do not mind any house keeping you may need while I'm there such as watering your plants, laundry, or anything similar. I have five years of experience with all types of animals and do not discriminate on any kind. 🐶🐱🐭🐹🐰🦔🐸🐢🦎🐍🐟🐠 Message me today and see for yourself if I'm a good fit for you and your pets. I work Monday-Friday 7:30 AM to around 3 PM. I have an hour lunch at 12 and can make brief stops if you’re located close enough. Otherwise I don’t mind making stops before and after. Unless I’m staying at your residence and then that will be handled as discussed. I will follow any discussed routine. I am capable of providing medical care such as medication and handling any handicaps they may have with the utmost care.
About: I love caring for pets!! I am a hardworking individual who loves playing and caring for pets! I can’t wait to play with your fur babies! Do you have travel plans? Can’t make it home to let your fur baby out? Don’t worry, I will take care of all your pets needs. I have been caring for pets of all kinds for the past four years and I couldn’t have asked for a better experience. I love being able to help others in their time of need. Everyone needs someone special to take care of their loved pets. Let me help you take that worry off your shoulders. I can’t wait to meet your beautiful fur baby!! Let’s connect and have some fun with your pets. I work fully remote. This is great news because I can hang out with your fur babies as much as they’d like. Nothing beats a homebody loving on your fur babies. I love to love on your babies. There are many days spent playing fetch! I have a fenced environment perfect for time spent outdoors. You can trust me to treat your fur baby like my own.
About: ****Why are my prices lower than most sitters?**** I am looking to establish myself here, get regular customers and of course earn 5 star reviews! So take advantage of my rates before they go up! I’m Matt and I am a medically retired Los Angeles County Sherriff Officer. I am available most days and I do my best to be very flexible. I am obviously a lifelong animal lover and proud pet parent to four wonderful dogs—from a gentle Great Dane mix to a spirited little but old Chiweenie, an old grump Beagle mix, and a high energy talk your leg off Blue Healer mix. Living with such a fun and diverse pack has given me a deep understanding of dogs of all sizes, breeds, and personalities. But my heart doesn’t stop at dogs—I’ve also had the joy of sharing my life with cats, and I truly enjoy working with them too. i have had several cats in the past and know they have a wide range of personalities and quirks. Whether your cat is outgoing, shy, playful, or independent, I know how to earn their trust and make them feel safe and loved in your absence. Whether you have a couch-loving kitty, a high-energy pup, or a full fur family, I bring calm, caring, and attentive support tailored to your pet’s needs. What you can expect from me: -Consistent, on-time care with thoughtful updates and plenty of photos -Genuine affection, one-on-one attention, and enrichment activities -Experience handling pets with unique routines, medication needs, or senior care -A calm and respectful presence in your home, plus basic household tasks as needed I know how hard it can be to leave your pets, and I treat every animal as if they were my own—because that’s what I’d want for mine. Whether you’re away for the weekend or an extended trip, I’ll make sure your pets are happy, well cared for, and loved. Let’s set up a meet-and-greet—I’d love to connect and see how I can help! My furry fuzz balls are my family. I’m already up early feeding, walking, and playing with my own four dogs, and I make time throughout the day to check in, interact, and keep them comfortable. Because animals are already such an important part of my everyday routine, caring for your pets fits right in. Whether it’s morning drop-ins, midday play breaks, or evening check-ins, I structure my schedule around what your pets need most. I’m organized, flexible, and always make sure each visit is calm, unrushed, and full of attention—just like I would want for my own pets. I am a medically retired Los Angeles County Sherriff Officer so you can feel at ease that I am respectful of your home, property and your fur babies at all times. When caring for pets in their own home, my top priority is maintaining their normal routine and environment to reduce stress and keep them happy, loved and secure. I follow your instructions closely—from feeding and medication schedules to favorite toys, walking routes, and cuddle preferences—so your pet gets consistent, personalized care. Each visit is more than just a check-in. I take time to connect with your pet, offer affection, play, and enrichment, and keep an eye on their behavior and well-being. I’m calm, respectful, and tidy in your space, and I ALWAYS keep you updated with photos and notes so you feel confident and connected while you're away.

About: I'm a lover of all animals, willing to accommodate special hours or instructions, if medications are needed I'm comfortable doing that as well. Have been pet sitting for 10+ years and have yet to meet a dog/pet I don't adore? I'm willing to work with anyone's pet and meet them beforehand to make sure they feel comfortable with me. A pet should always come first so I would want to make sure I can accommodate their needs. I'm a firm believer in in also having a healthy relationship with pet parents and most certainly encourage any questions to make sure your pet and I both be comfortable each other before accepting any job. Please feel free to contact me, I'll answer any questions about myself and background as well as provide references. I am currently a part-time student so my schedule can work around yours. I set my school hours accordingly, therefore it doesn't interfere with the care of your pet. Patience goes a long way when it comes to establishing a connection with a pet. Pets are attached to their owners and some can become sensitive or withdrawn to new people. It's up to me to form a bond with all pets. Most pets I have come across form relationships easily, however there are cases where pets may come with a past. Such as being rescues whose previous owners didn't treat them well . In such cases lots of love, attention and patience would be given on my part to ensure that your pet feels safe.
The median cost per walk for dog walking in Winona is $20
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog walking - Winona
Select a filter and find qualifying sitters offering dog walking.Sitters in Winona average 2 repeat dog walking clients
FAQs for Dog Walking - Winona
Frequently asked questions about Rover
As of August 2026, there are 299 sitters on Rover offering Dog Walking across Winona. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winona. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winona.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Winona. On Rover:
- 100% of walkers can help with special care needs
- 100% can help with giving oral medications or injections
- 100% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

