Dog Walking Winona
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 25 pet parents in Winona have booked dog walking
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: 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.
“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!”
About: I have two dogs of my own, both golden doodles, who I take care of daily! I do daily feedings, walks, and brushing. I have experience in both daytime check ins and overnight stays with dogs. I am very active and enjoy taking dogs on walks, running around the backyard, or just relaxing in the house! I am flexible in the work I do and can’t wait to meet your pet:) I am a college student, so over the summer my days are free! I am available at any time needed, starting at 7am through overnight care! I care for my own pets by taking them on daily walks, creating activities that engage them, and brush their fur. I will care for clients pets in whatever ways are necessary for the specific animal!
“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 🙂”
About: I love spending time with both cats and dogs and treat every pet as if they were my own. I’m reliable, attentive, and adaptable, making sure each pet gets the care, playtime, and affection they need. Whether it’s a long walk with a dog or some cozy cuddles with a cat, I adjust to their personality and energy level to keep them happy and comfortable. I also provide regular updates and photos so you can see that your furry friend is safe, content, and having a great time while you’re away. My goal is always to make the experience stress-free for both pets and their humans! Pet care is already a natural part of my everyday life. I build my schedule around making sure pets get the attention, comfort, and structure they need. Whether it’s morning and evening visits, midday walks, feeding, playtime, or litter scooping, I’m very routine-oriented and make sure each pet’s schedule stays consistent. I’m flexible with timing, so I can easily fit in walks, drop-ins, or longer stays throughout the week. I love spending time with animals, so giving them enrichment, cuddles, and care never feels like a chore, it’s just part of my normal routine. Keeping pets happy and their owners updated is something I prioritize daily. I do not bring animals into my home, all of my care takes place in your pet’s own familiar environment. I’ve found that most pets feel safest and most relaxed when they can stay in their normal space, especially cats and shy animals. When I’m in a client’s home, I follow their routines exactly: • Keeping feeding schedules consistent • Refreshing water • Cleaning litter boxes or getting out with their dogs for potty breaks • Going on walks and providing playtime/enrichment • Administering medications if needed • Giving plenty of attention, affection, and reassurance I’m respectful of your home, keep things clean and tidy, and always make sure your pets feel comfortable and cared for while you’re away. I also send regular updates and photos so you know everything is going smoothly.
About: We each have 14+ years experience raising pets. Hailey has had animals her entire life whether it be her horses, rabbits, or many family dogs and cats. She has a deep love for all animals and would be thrilled to extend that love to your pets. Aleck has raised dogs his entire life anywhere from puppies to elderly dogs and a whole mix of breeds from huskies to beagles to boxers. We currently have 2 cats Ozzie and Nala. Hailey is a full time nursing student and works locally in the summer. She would love to be able to work pet care into her schedule. Aleck works a seasonal full time job in the summer and has most of the winter off. We pay close attention to detail and treat all animals with the utmost of love. We will follow every instruction and detail the client has to the letter.
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 :)
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.
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.
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 will never turn a dog down because of their breed! 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.
About: I've taken care of a variety of dogs since I was very young. I grew up with labs and I am very comfortable with all sizes of dogs. I took care of my yellow lab/retriever mix, Blue, for so many years; taking her on long walks, giving her baths, making sure she got along with our neighbor dogs. I also helped out taking care of my neighbor dogs from time to time. After my dog died at the age of 15, my family didn't think we would get another dog. 7 years ago, we got a new puppy, his name is Brooks, and he is a yellow lab. He is very different than our old dog. He has lots of energy, he has ran away a couple times but always came back or we found him, and we lived on 2 acres of land so that helped. He is our first inside dog, so he loves cuddles, treats, sleeping, playing catch and sneaking downstairs where he is not supposed to be. I have lots of experience with dogs and I appreciate and love them very much! I am currently working at the University of Wisconsin La Crosse, so I have the summer off. This summer I also work part-time at Festival. During the school year, I have Fridays off and I am done by 5:30pm the other days. On Mondays and Wednesdays I have slower mornings. I can help out throughout the day and on weekends. I live in an apartment building but there is an area with lots of grass and next to the building and around the area. My building doesn’t allow pets so I am not able to house pets at my place, but I can always talk to my landlord.
“Linsie is extremely professional and detail-oriented. Her text responses are also super quick and she was able to agree to walk my dog with short notice. I had no problem trusting her with my fur babes. Thank you! It was a wonderful experience.”
About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company
About: I’ve had dogs all my life. I’ve always wanted to go to school to become a Vet and I now work at a doggy day care. I have such a big heart for dogs. I’d really love to be a friend to your animals :) I’m currently working at an assisted living facility so my hours vary. I have a lot of free time though in between my shifts, and would love to help you out I do not have a fenced in yard yet, although there is a great dog park within walking distance of my home! I love nice walks with dogs as it is very peaceful to me.
The median cost per walk for dog walking in Winona is $17
Dog parents share their Rover experiences - Winona
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!!💕
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?
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winona sitters!Sitters in Winona average 3 repeat dog walking clients
FAQs for Dog Walking - Winona
Frequently asked questions about Rover
The average cost for Dog Walking in Winona on Rover is $17.76 per walk (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of June 2026, there are 277 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:
- 91% of walkers can help with special care needs
- 100% can help with giving oral medications or injections
- 91% 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.
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