Dog Walking Winona
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Winona, Find top rated dog walking
About: I have had dogs my entire life and am skilled at basic training, grooming, and I love to walk pups! Fur babies are my life & I'll treat your pup like family! I currently work from home with a very flexible schedule so I could be available anytime to check in on your animals. I am more than willing to take your pup for a walk as well and provide many updates & pictures! I treat every pet like part of my family. Since I work from home, I am able to provide plenty of attention, companionship, walks, and playtime throughout the day. I will follow each pets normal routine as closely as possible, including feeding schedules, medications, and special instructions.
“Maya has taken my dog on two walks now and I'm very satisfied with the results. My dog, "Sissy" gets bored easily and starts to find her own "entertainment". After Maya spent time with Sissy, Sissy was content with lounging around the house until I got home from work. Maya sent pictures and quick updates of the visit assuring me that Sissy was getting great care.”
About: I've been around all different kinds of animals since I was a little kid. So I’ve had 10 + years of animal care experience. I know how to take care of them and animals usually like me. As for professional experience with animals I would say I have 3-5 years of experience, I am currently working at a vet clinic as a veterinary assistant and I have gone to veterinary technician school. I currently have 1 dog and 3 cats. I am currently working full time at a vet clinic. I went to veterinary technician school but for now I’m working as a veterinary assistant. I can watch, walk or sit any day/ any time I have off normally Tuesdays, Sundays I’m also free anytime after 3:30 pm everyday. if u are unsure about a day or time I can watch your pet just message me and we can figure it out together. Im not currently caring for client pets in my home for the safety of my cats. I do offer house sitting at the clients house. If I’m staying at your house or just coming to let out your pet I can feed, water, brush and play with them if you are too busy or you just want your pet to have company I can also do that while you are at work or on a vacation.
About: Hello! I have a dog that is 2 years old and he is my little baby! Before I got him my dad and I would watch dogs in our house from the year 2019 up until we got our own! I do my best to make sure they’re fed, loved and played with! I am currently going to college to be a Vet Tech so I would love to be of service to anyone who needs their dog watched, played with, walked or anything!! Please don’t hesitate to book with me ☺️ I am currently working full time time 7-3 on weekdays and weekends. The schedule varies each week but I would be more than happy to take care of your fur baby’s after 3:45! I care for other people’s fur baby as much as I care for my own. If I had someone watching my dog I would want to know that they are playing with him and making sure he feels loved! I will do that with your fur baby’s!
About: Hi! I'm Lillie - your pets' new favorite person! 🐾 I have years of hands-on experience with dogs and cats of all sizes, breeds, and ages - from wild-child puppies who need lots of patience and training, to sweet seniors who need meds, mobility help, and extra snuggles, and everything in between. I'm super detail-oriented about routines, I treat your home with total respect, and I'll keep you updated with plenty of photos and messages so you never have to worry while you're away. Whether it's drop-ins, walks, or house sitting, I stick to your instructions exactly - feeding, potty schedule, playtime, and all the love they can handle. Your pets will be my #1 priority and I'll be your main sitter and communicator. My partner Justice is occasionally available to help with a walk or check-in if needed (like if I'm already booked nearby), but I'll always clear it with you first. I'd love to meet you and your fur babies! I have a flexible daily routine that allows me to dedicate quality time to pets. I currently have experience caring for my own dog and other family pets, so I’m used to regular feeding, walks, playtime, and attention. Depending on your needs, I can provide daily visits, walks, or overnight care, and I make sure each pet gets plenty of exercise, love, and supervision. I treat every pet in my care as part of my family. In my home or a client’s home, I provide feeding, fresh water, regular walks, playtime, and lots of attention. I follow each pet’s routine and any special instructions carefully, and I make sure they feel safe, comfortable, and loved while their owners are away.
About: I’ve worked with many kinds of animals, including (but not limited limited to) Dogs, Cats, Horses, Bunnies, Guinea pigs and other rodents, birds, and farm animals! I have also worked with special needs and disabled animals I’m a student and in training to be an EMT! I’m available most weekends and evenings, along with morning check-ins on weekdays! I also do overnight visits on special request. I’m an experienced animal lover and carer! Will always love on animals that want that and respect boundaries when they don’t. Experiences with crate trained behavior and basic teaching techniques.
About: I have been around cats and dogs all my life. There isn’t a one I don’t get along with, I get so much joy being round animals, I’ve taken care of our senior dog that had to been carried out side to do his business and I was at his side when he went over the rainbow bridge. I watched one of my give birth, I’ve potty trained many, taught many commands (but not a trainer), I’m very patient when it comes to our 4-legged babies. I have two older dogs and one senior cat. I’m retired, so my schedule is pretty open, or nothing that I can’t work around. I usually stay home most days I don’t have other commitments I have two older dogs to keep other dogs company, I also have a senior cat but most days he hides even from me. I have leads for when your dog(s) would need to go out, I also have two different sizes of crates if they need to be in crates, I have baby gates if they would do better to be in an area by them self’s
About: I have been a pet owner and lover my entire life since I was a young girl I C always wanted to take care and charge of my family pets I have had numerous pets at a time I offer my full attention and love and concern always take my dogs to vets for any reasons any concerns because I want them extra healthy. I love dogs The most but I do enjoy all animals the same. I take pride in my care and affection and dedication to all dogs and their happiness every single day they make my day and so many others day a better day. Happy to serve your dogs any way I can! I am currently self employed I can work any time my schedule is very flexible I can visit and watch as many times as you need I’m very open and available for you. I have my dogs to attend to as well as yours:) I have a chain and fence for my dogs and my dogs are well trained they hardly even need any chain. I watch for any other dogs for possible interactions. I can walk yours I have a large neighborhood i with lots of space or yours as well
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?
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 to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
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 for dog walking - Winona
Select a filter and find qualifying sitters offering dog walking.Sitters in Winona average 3 repeat dog walking clients
FAQs for Dog Walking - Winona
Frequently asked questions about Rover
As of November 2026, there are 493 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 Winona. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Winona after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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:
- 95% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 99% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
Connect anywhere with the Rover app
