Dog Walkers in Winchester, TN

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

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Top rated Winchester 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: Della B.
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Della B.
from
$30
per walk
4.9 out of 5 stars
73 reviews
20 repeat clients
10 years of experience
Winchester, TN, 37398

About: I am available for all holidays, even on short notice. I'm also more than happy to check in on your kitty, scoop the litter box, and chat with your kitty while she hides behind the sofa. Lol I worked as a vet tech for about 10 years. I always felt like I had my dream job! I took care of older very sick pets, diabetic pets, pets that had chronic health conditions. Whatever special attention your beloved pet needs, I can provide that. There isn't much I won't do to keep your pets safe and happy! I think our pets are more precious and special than we could ever put a value to it! Just let me know what you need. I can come to your home as many times a day as you need. Or just stay there during the day....... whatever works for you. I work during the day, so if your pet has extreme separation anxiety, I might not be a good fit. But I am available for check-ins. I have a large chain link fenced yard and an automatic doggy door. This is not a "kennel". While your dog(s) are in my home, they will be part of my family. I will play with them, give them hugs, I will talk "baby talk" to them, cuddle on the couch with them while watching movies.

Sitter Profile Image: Anita M.
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Anita M.
from
$25
per walk
15 years of experience
WINCHESTER, TN, 37398

About: Our home has always been filled with dogs and cats. The strays find me and know they will always have a spacial place to call their own. I own a small consulting business and have flexibility with my schedule. I am easing into early retirement and looking to share my love of animals. I am an experienced professional who is phasing into early retirement. I have spent years traveling and have an empathy for pet parents who have to leave their fur babies while away from home.

Sitter Profile Image: Lauren T.
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Lauren T.
from
$13
per walk
10 years of experience
Manchester, TN, 37355

About: I’ve taken care of & had animals since I was about 10, and would love to help whoever needs assistance. Whether that be puppies or seniors, I am here to help. I can work any day Monday through Friday, and some weekends depending on the schedule. Mornings and afternoons are preferred, but am willing to accommodate to certain needs. We do not own any current pets at the moment, but have a fenced in yard with room to run around. I can accommodate to certain needs.

Sitter Profile Image: Gabby G.
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Gabby G.
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Tullahoma, TN, 37388

I can’t recommend Gabby enough as a dog walker! She’s absolutely fantastic with my pitbull, Mabel. From day one, it was clear that Gabby truly cares about dogs. Mabel is energetic and sometimes a little stubborn, but Gabby always knows how to keep her engaged and well-exercised. I love how attentive she is to Mabel’s needs—whether it’s adjusting to her mood or making sure she gets the perfect amount of playtime. Gabby is punctual, reliable, and incredibly professional. It’s so reassuring knowing that Mabel is in such great hands every time Gabby takes her for a walk. I truly appreciate how Gabby goes the extra mile, even providing little updates and photos of their adventures. If you’re looking for someone who’s kind, trustworthy, and great with dogs of all kinds, Gabby is the one!

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Aaron G.
Sitter Profile Image: Cami K.
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Cami K.
from
$15
per walk
5.0 out of 5 stars
19 reviews
8 repeat clients
12 years of experience
Tullahoma, TN, 37388

About: i’ve loved dogs my whole life and plan to make it my career. i’ve taken care of my own for 12 years and would love to help take care of yours! i can pet sit/overnights in my home, as i have 4 pets (a dog, 2 cats, & guinea pig), so i can’t stay in your home but i can do drop-ins! thanks 😁 i have a room specific for pets that include a yorkie, tortoiseshell cat, black cat, and a guinea pig! he is in a big wire cage that is safe & i can set up a dog gate if needed for your pets! my dog & cats are nice to him but i understand not all pets are used to them :) please bring things your pets may need including: food/treats, bowls, favorite toys, leash/harness, and anything special they need such as cages & beds (but they are welcome to my bed) senior pets welcome! ❤️

Sitter Profile Image: Hannah C.
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Hannah C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Murfreesboro, TN, 37129

About: My name is Hannah, but I go by Mikki. I have had pets since I was 15 years old and they have ranged from cats, dogs, and the exotic! I have a serious love for all the different types of fur-babies and am a proud pet parent myself! I’m the purrfect fit if you love someone enthusiastic about animals and their care, someone who is strict with rules and restrictions, and someone who is flexible! I have worked in a pet boarding type facility in the past and carry much experience wrangling dogs of all sizes and in all group sizes, with all different types of personalities. I also have a dog and cat myself. My daily schedule involves me waking up and letting my dog out while preparing their breakfast. After they eat, we get some snuggles in until it’s time to go potty. Later on, it time for dinner and then a nightly walk 30 minutes to an hour after dinner has been served. That ends our adventure for the day! For Drop-Ins: I stop by for feedings and enrichment for between 30 minutes to an hour. I make sure they care squared away and everything is locked up before I leave. For Walks: It’s simple … we just go for walks. 30 minutes to an hour or whatever set path and time per appointment. For House-Sitting: I set a time for me to come over. I stay for the duration of the appointment set and bring my own necessities so that I don’t have to leave the premises. I stay within your home, where your babies are most comfortable, and provide them with company and a set schedule. Before I confirm a booking, I will ALWAYS set up a meet-and-greet. I need to be able to sit down with the fur-babies and parents so we can get a good view of the vibes and to see if I would be a good fit. These meet-and-greets are NOT OPTIONAL and refusal will result in a CANCELED BOOKING! Sitting should be a comfortable experience for pet, pet parent, and sitter. Checking the vibes and getting details is critical for success.

Sitter Profile Image: Kristen T.
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Kristen T.
from
$20
per walk
5.0 out of 5 stars
17 reviews
7 repeat clients
20 years of experience
Tullahoma, TN, 37388

Little Bit was a happy girl after Kristen visited her today. Thank you!

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Tracy S.
Sitter Profile Image: Mike M.
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Mike M.
from
$25
per walk
4.9 out of 5 stars
44 reviews
10 repeat clients
35 years of experience
Manchester, TN, 37355

Mike was awesome! I received pics of Chaos walk and updates He was a good match for my strong dog.and handled him amazingly. I would definitely recommend for all dogs He went above and beyond for Chaos Thank u Mike

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April P.
Sitter Profile Image: Brianna B.
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Brianna B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
5 reviews
4 repeat clients
10 years of experience
Scottsboro, AL, 35768

About: I currently work at Mann Veterinary Hospital in Owens Cross Roads, working towards my dream to become a vet tech and one day, a veterinarian! There, I work with dogs all day long! i can also walk your babies and give baths! I can’t wait to work with your fur babies! i will be leaving for basic training feb 23rd, therefore i wont be available for a while! I typically work every other weekend, sometimes every two weekends, so message me beforehand! I get off at 5 everyday, and I’m off every Wednesday ! I will never walk your dog without a leash. I will always make sure your pet has plenty of water and food when néeded! If needed, I can easily crate your dog!

Sitter Profile Image: Dean V.
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Dean V.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Winchester, TN, 37398

About: I have a genuine love for animals. Does your dog have plenty of energy? I promise to use up as much of that energy while we are together, so that he/she will get plenty of rest later in the evening. I love to run with dogs as it provides great exercise for both of us. I will make certain your dog is treated like a family member, and will feel like royalty. They deserve it! I have 20 plus years of experience with dogs. I have been called the animal whisperer in the past. I have an ability to work with animals that are typically aggressive, and bring them to a calm state of mind. I would love the opportunity to work with your dog! I’m currently performing in senior living communities only, so I have plenty of time to spend with your special pups or cats! Anything you need, just let me know! This is a test. This is a test. This is a test. This is a test. This is a test. This is a test. This is a test. This is a test. This is a test. This is a test.

Sitter Profile Image: Christina R.
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Christina R.
from
$18
per walk
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Scottsboro, AL, 35768

About: I have been a dog lover since I was a small child. I was raised with dogs, cats, ferrets, fish- you name it! Lol. I actually own three dogs of my own! I have a 2 1/2 year old little girl named Aila and I am currently a stay at home mama. My husband and I take them on tons of adventures whenever we can and spoil them rotten. I have a lot of experience with all different kinds of breeds and have rescued most of the dogs in my life from local shelters and rescues. I have a lot of respect for animals and find them to be the most intelligent and resilient creatures. I adore being around them. I have dog sat many times over the years for people. I figured why not add some variety to my life! So, I decided to join Rover! 😍 I treat every pet that comes through my door, like my own. I provide fun extras too. When I board dogs in my home, on their last day they get treated like they are at a spa. Every dog gets a pup cup! I also spray them with pet deodorizing spray and give them a greenie so they go home smelling so nice. I have extra crates and dog bowls that are all thoroughly sanitized between dog visits. I usually just ask clients to bring a favorite toy and or dog bed if they want to. It helps with separation anxiety. If not I have lots of extra dog beds and dog blankets. People usually board their dogs because they can’t take them with them for work trips or vacations, so I like them to feel like they are on vacation too! I am currently a stay at home mama so I have a lot of availability including overnight pet sitting in my home. I can do anytime during the week and on weekends as well! I book a lot of clients over holidays too! My daughter also loves to help me care for the dogs. I have been teaching her about dog care and respect for animals since she was very young. She loves every second of it. She even helps me take them outside to play and helps me prep for feeding time too. She knows to respect animals and give them space when they need it. But to be honest what mostly ends up happening is she watches tv with them and they snuggle so much and have snacks :) I have a fenced in back yard in a very safe and dog friendly community. My dogs also love other dogs very much! We have lots of fun dogs toys and love to stay active. I can vary the activities we do based on your pets needs and wants!

Sitter Profile Image: Lucius G.
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Lucius G.
from
$15
per walk
12 years of experience
Hillsboro, TN, 37342

About: My name is Luke, I am a CATCH Canine Trainer Academy certified dog trainer. I use positive reinforcement to encourage and maintain behaviors. I have always had a passion for working with dogs but after losing one of my rescues to cancer only 2 months after saving her my passion grew. This had inspired me to help owners and their dogs learn and grow together. I am a Co owner of a food truck which we are only operating part time. On the opposite days I have open availability to help support you and your current fur baby. I am unable to offer boarding for animals at this time. I am certified in pet cpr and first aid through ProPetHero by Pro Trainings

Sitter Profile Image: Kaitlyn P.
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Kaitlyn P.
from
$20
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Tullahoma, TN, 37388

About: I have been a veterinary technician for 3 years, and have experience working with and caring for dogs, cats, birds, fish, and rodents of all ages (a few days old-senior ages) for 10+ years. I currently work full-time at a veterinary clinic, but normally have 2-3 days off and often have scheduled half days where I am able to tend to my own pets as well as other people’s pets. I have a large yard and love walking, so your baby will get plenty of exercise. I also have cats and a dog, all of which are very friendly and well socialized, to keep your babies entertained and keep them company.

Sitter Profile Image: Nickie P.
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Nickie P.
from
$15
per walk
10 years of experience
Manchester, TN, 37355

About: I’ve grown up with dogs, cats, horses, you name it. Animals are underrated as members of the family in my opinion and I just want to make sure any animal in my care is treated like family. I take care of my animals (two dogs and a kitty cat) daily and they have a pretty set routine, I would be working my schedule around their routine and working on my days off. I’m happy to drop in and check on your babies and give them love and attention on long work days. I know how stressful it is to be at work knowing your baby is alone at home and I’m happy to help!

Sitter Profile Image: Melanie C.
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Melanie C.
from
$25
per walk
5.0 out of 5 stars
94 reviews
43 repeat clients
10 years of experience
Manchester, TN, 37355

Melanie took excellent care of our two puppies. They got a good walk and she played with them. She is dependable and trustworthy. She will always be our trusted caregiver when we are away.

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Muneca W.
Sitter Profile Image: Kayla A.
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Kayla A.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
11 years of experience
Flintville, TN, 37335

About: Hello, my name is Kayla I am a crazy animal lover, I have 4 dogs that are like my children. I have experience taking care of dogs, cats, horses, birds, ect. I love all the animals so if you need someone to care for any of your animals maybe I’m your girl! I am a passionate dog lover and I take great pride in caring for dogs. Whether they are my own dogs or your dogs, I always strive to provide them with the utmost love and attention. I understand the importance of their well-being and make sure they are well-fed, properly exercised, and receive regular veterinary care. I enjoy spending quality time with dogs, engaging in activities that stimulate them both physically and mentally. Additionally, I am well-versed in understanding their needs and behavior, allowing me to create a comfortable and safe environment for them. So, whether you need someone to look after your dogs while you're away or simply require some assistance in caring for them, you can trust that your furry friends will be in good hands with me. I’m am currently working full time, I just do rover care on the side when my schedule works with the people needing care for their animals. My schedule is pretty flexible, Weekdays and weekends! I currently do not have a fenced in yard but live on 27 acres I would walk your babies on a leash or if you felt they could run on the property I could also do that, My dogs are trained to stay in the yard to go potty or to play but are leash trained as well. I can easily crate your dog or my own if needed! My babies are friendly and love to play with other dogs.

Sitter Profile Image: Shelby Sadler
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Shelby Sadler
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
Tullahoma, TN, 37388

She was very sweet and took good care of Molly . I am booking again!!

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Liz W.
Sitter Profile Image: Christabell E.
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Christabell E.
from
$30
per walk
26 years of experience
Shelbyville, TN, 37160

About: I have many years of caring for pets and ran my own kennel in Florida for about 13 years and was a Vet technician for 8years I’m available weekends and can also be on call if needed. I can also be available on some Wednesday’s and holidays I’m open to any times I will care for your pet as if they are my own fur baby and will provide what is needed to take the best care of your pet

Sitter Profile Image: Cassie F.
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Cassie F.
from
$17
per walk
5.0 out of 5 stars
6 reviews
6 years of experience
Murfreesboro, TN, 37127

About: Throughout my six years working with animals, I have worked in an animal shelter as well as a training company. I have also begun pet sitting in my free time! I work from home so I’m always available to meet your pets needs! I’m also very comfortable coming to meet you and your pets prior to my stay! I care for each pet as they are my own and ensure that I am following all requests by the owners. I also send regular videos/pictures! I am willing to do any side work to help out as well while you are away!

Sitter Profile Image: Courtney N.
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Courtney N.
from
$20
per walk
7 years of experience
Newmarket, AL, 35761

About: I’ve always been around dogs my whole life. No matter what I’ve always put my pets first. They are truly my babies. And I’ll treat your fur baby like it’s my own. I can do weekly walks. Pet sitting. Im a really big animal person. And ill try my hardest to work around your busy schedule also!! My own puppies are always outside enjoying the nice weather. But they truly are cuddle bugs.im a huge outside person so many many walks to be enjoyed!!

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

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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 Winchester on Rover as of Feb 2026 was about $20 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 Winchester 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 61 dog walkers in Winchester. 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, 90% of Winchester 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 Winchester.

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 61 dog walkers in Winchester 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.