Dog Walking Winona

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

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Over 2
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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.

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Sitter Profile Image: Kaylee M.
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Kaylee M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 33 reviews
11 repeat clients
4 years of experience

“Kaylee has been an absolute life saver. She’s patient, thorough, and understanding of my constantly shifting situation. I have complete faith in her to take care of my baby and home.”

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Madi M.
Sitter Profile Image: Jaden C.
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Jaden C.
from
$13
per walk
5.0 out of 5 stars
• 6 reviews
4 years of experience
Cookeville, TN, 38506

About: I have always been surrounded by dogs since birth. Whether it was in my own home or the home of friends and family I have always loved and cared for all kinds of pets. from dogs to snakes to parrots, I have a special love for all kinds of animals and am quick to show my love to any I pass. I am outgoing and love to be outdoors so I love energetic pets who like to run and be in God's nature. I am a project manager in Baxter, TN and also an online MBA student at TN Tech. Although I work full time, I am able to take a longer lunch and my wife is a great partner who can help take care of them as well! I also have free weekends and would love to enjoy them with furry friends! I have a great outdoor space beside my apartment that is perfect for a dog’s energy. I also would gladly go to dog parks or keep them leashed on a walk if they are untrained for open spaces. I have a lovely wife who loved dogs, and neighborhood friends who have dogs of their own if they would like to be social. If they need to be crated that is also perfectly fine!

Sitter Profile Image: Kalib S.
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Kalib S.
from
$20
per walk
4 years of experience
Cookeville, TN, 38506

About: I have four years of professional pet care experience working with a wide variety of animals, including high-energy breeds that need plenty of exercise and older dogs requiring gentle attention. Whether you are away on vacation or just need a daily check-in, I offer reliable house visits for both dogs and cats. I customize my care to match your pet's unique routine, energy levels, and medication needs so you can travel with total peace of mind. I am a Master's student at Tennessee Tech with a highly flexible routine that easily accommodates consistent pet care. Because I manage my own study and research hours, I have plenty of time during the day for midday dog walking, drop-in neighborhood check-ins, and flexible house visits. My weeks are highly adaptable, and my weekends are entirely open for dedicated boarding or overnight sitting. I focus on building trustworthy personal relationships with owners while providing an active, safe environment for their pets. I run regularly and have the energy to perfectly match high-energy breeds, but I am equally experienced and gentle with older dogs and cats who need calm, attentive house visits. Whether caring for a pet in my own home—which includes a safe, covered porch—or looking after them in yours while you are on vacation, I strictly follow your rules for crating, feeding, and routine to keep your best friend safe and comfortable.

Sitter Profile Image: kyndall h.
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kyndall h.
from
$20
per walk
3 years of experience
Cookeville, TN, 38506

About: experience with all sizes breeds and ages of dogs, including giving medicine. can understand body languages of dogs and assist in any way if need be exp. senior dogs ect. I am currently working, free in afternoons monday-friday can be flexible. I’m available for saturday and sunday mornings between 6:00-9:00 am (could change) but can be flexible. maintaining their feeding schedule, exercise routine, and providing fresh water. Administering any necessary medications, and keeping them safe by supervising them during walks and outside playtime.

Sitter Profile Image: Allison G.
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Allison G.
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
3 repeat clients
2 years of experience
Baxter, TN, 38544

About: As well as having my own Dog at home I have also cared for many others little or big Fur babies! I have walked, played with, simply spent time with, fed, gave medicine and the most important of all have given all of the love and affection a fur baby will need while they await the arrival of their mommas and/or daddy’s. Allow me to give you peace of mind when it comes to your fur babies by giving them 100% of the best care they deserve! Because pets are never just pets, they are family. I am blessed to have a lot of free time on my hands which I choose to spend caring for and giving love to the pets of others who just want their babies to have the best. I care for animal in any clients home based on exactly what their pets are In need of which is explained to me by the clients themselves, whatever the pet needs is exactly what they will get and more. I am more than a bare minimum pet sitter, I am a pet and animal lover which makes all the difference!

Sitter Profile Image: Audra M.
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Audra M.
from
$40
per walk
4.6 out of 5 stars
• 22 reviews
7 repeat clients
20 years of experience
Sparta, TN, 38583

About: Hi! I love all kinds of animals and I look forward to helping you when you need to trust someone to take care of your pets while you are away. I currently have 2 indoor/outdoor dogs, and 5 (yes, 5!) indoor cats. I do have a part time job I work at from 3 pm to 11 pm on Sundays and Mondays. I always ask for a meet and greet before booking any bookings, except for same day bookings, and this would be a time where you let me know if you have any cost constraints. I do have a job working two days out of the week, but I have an amazing friend who works with me for pet care needed when I am working for the 16 hours a week. Let us help you by taking a little work and worry off your shoulders! I have 10+ acres ready for some exploring! I also have some outdoor toys to entertain the playful babies. I have two playful pups that are always down for company. I can crate your pet if needed.

Sitter Profile Image: Sienna S.
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Sienna S.
from
$15
per walk
13 years of experience
Spartas, TN, 38583

About: I grew up with 2 cats and 3 dogs and loved and cared for them for years. I am a huge animal lover as well and would love to help someone out in any way possible!! I’m working part time and am interested in making some extra money on the side plus I love animals so it’ll be a win-win! I have a decently sized home and a very safe neighborhood to walk any dogs I have to care for! I will frequently walk them and will make sure all their needs are always met!

Sitter Profile Image: Shemoore S.
Verified Enhanced Background Check
Shemoore S.
from
$12
per walk
15 years of experience
Lebanon, TN, 37090

About: I have practically always had animals be apart of my life. I grew up with a stray cat who would become my own cat at a young age. And I would often take care of my grandmothers dog named Socks in both their old age. I once rescued a baby bird and even a baby deer more recently. I’ve looked after pets of family and friends and friends of family and friends. I currently own a cat named Chance, and my job for about 3 years is a dog daycare and board which also provides grooming services such as baths, nail trims, etc. I hold a huge spot in my heart for animals and I foresee myself always doing something with them. I work part time, so I typically have a lot of free time to explore other ventures. And with me also having the full weekend to myself, it would be great to spend that time taking care of pets. At the moment, I live with my parents and pet sitting there couldn’t happen given my mom is afraid of dogs, but if I were pet sitting in a clients home, I would be more than respectful and appreciative of the trust.

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The median cost per walk for dog walking in Winona is $20

Dog parents share their Rover experiences - Winona

1 / 1
5.0 out of 5 stars

Kaylee has been an absolute life saver. She’s patient, thorough, and understanding of my constantly shifting situation. I have complete faith in her to take care of my baby and home.

Profile image
Madi M.
Dog Walking
5.0 out of 5 stars

Kaylee is very attentive, responsible, and consistent. She gave Josie May special attention when she needed it. She communicates very well giving us feedback of her care. We feel at ease when Kaylee is available to care for Josie May knowing she is in good hands.

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Brian M.
Dog Walking
5.0 out of 5 stars

Mariah is amazing and I simply can’t recommend her enough! She’ll take great care of your fur babies.

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James V.
Dog Walking
5.0 out of 5 stars

Mariah is amazing and makes my life so much easier when we had an emergency out of state!! My fur babies always enjoy their time with Mariah and I know they are safe and well loved!!!

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Brantley U.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Winona

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FAQs for Dog Walking - Winona

Frequently asked questions about Rover

The average cost of Dog Walking in Winona is $17 per walk as of November 2026. Most bookings cost between $0 and $39 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 125 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
  • 97% 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 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.

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