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.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
77 reviews
23 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: Maryssa S.
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Maryssa S.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Tullahoma, TN, 37388

About: Along with having 2 dogs of my own, I have helped friends and family with taking care of their pups. I have also volunteered in dog fostering and rescue to help those in need. I do currently work a full time job, but I am off on weekends. On weekdays, I am available after 5:30pm for check in visits. Being safe on walks is very important to me, so I will always make sure a proper fitting harness and tags are on the dog at all times. I do believe in crates so I do not mind helping with any training, and also will make sure the dog is tired out, comfy and safe in the crate before leaving the clients home!

Sitter Profile Image: Kristen T.
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Kristen T.
from
$20
per walk
5.0 out of 5 stars
21 reviews
8 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: Catelynn B.
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Catelynn B.
from
$15
per walk
4 years of experience
Tullahoma, TN, 37388

About: I’ve grown up with dogs my whole life and love caring for them! Experienced with feeding, watering, walks, potty breaks, and ensuring pets are happy, safe, and well cared for. I currently have a very flexible schedule and am looking to take on as many pet care opportunities as possible. I am available most days of the week, with Sundays reserved for church. I’m happy to work with a variety of schedules and look forward to helping care for your pets! When caring for pets in a client’s home, I make it a priority to keep both the home and pets safe and well cared for. I will responsibly feed, water, walk, and play with your pets while following any instructions you provide. I am also respectful of your home and will help keep it clean, lock doors, turn off lights when needed, and ensure everything is secure before I leave.

Sitter Profile Image: Gabriella P.
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Gabriella P.
from
$18
per walk
4.7 out of 5 stars
12 reviews
2 repeat clients
24 years of experience
Sewanee, TN, 37375

About: I provide a large area to play and toys and activities to engage in for wonderful fun. I have plenty of places like trails to walk them.I groom everyday to keep maintenance and beauty. I give out lots of love and attention to make each feel special. I have had dogs for about 24 years and have provided care for some over the years. I know how to handle emergency situations when it comes to dogs. I have groomed many bigger dogs like great pyrenees and as small as yorkies. I have 1 dog of my own that is healthy and happy and are willing to make this love for my dogs as well as others, a full time job. I look forward to providing helpful services to you and your dog. I'm currently working part-time, so I'll have plenty of time to play with your pups and give them lots of attention to make them feel right at home I have a fenced in play area and a large farm for them to enjoy on leashed walks. I can easily crate your dog if needed if they need a safe place to adjust to the new environment.

Sitter Profile Image: Peyton T.
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Peyton T.
from
$15
per walk
3 years of experience
Cowan, TN, 37318

About: I am friends and families go to dog sitter for when there is vacations, or someone is busy. I have been doing this for family and friends for a couple of years now im currently college student and would love to watch over your fur babies! with me being in school and work i’m normally pretty flexible with my schedule as all my classes are early in the morning! I have a huge fence around my yard and two adorable fur babies if yours are needing some company. I will be able to watch over your dog at all times if needed.

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: 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: 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: 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: Christina R.
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Christina R.
from
$18
per walk
5.0 out of 5 stars
25 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: Melanie C.
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Melanie C.
from
$25
per walk
5.0 out of 5 stars
95 reviews
44 repeat clients
10 years of experience
Manchester, TN, 37355

Melanie has been absolutely wonderful with our dogs! Very communicative and sends lots of pictures and updates. It's been a great relief to us to find someone to help with our two when I'm in the office or we're away, especially since one has to have medicine 3x a day every day. Can't recommend enough!

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Abby P.
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: 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: 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: Kyra C.
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Kyra C.
from
$20
per walk
2 years of experience
Scottsboro, AL, 35768

About: I have lifelong experience caring for pets, having grown up in a household with animals and being responsible for their daily care. I’ve also provided pet sitting services for friends, including feeding, walking, basic care, and ensuring pets stay comfortable and happy in their familiar environment. I am dependable, attentive, and committed to treating every pet as if they were my own I have a very flexible schedule and am available full-time for pet care. I currently do Walmart Spark deliveries, which allows me to create my own schedule and easily work around pet sitting, walks, drop-in visits, and other pet care needs. This flexibility helps me provide dependable care and plenty of attention for your pets I care for pets in their own home, where they feel most comfortable and secure. I follow your pet’s usual routine, including feeding schedules, walks, playtime, and any special instructions you provide. I also make sure they get plenty of love, attention, and companionship while you’re away. For dogs that enjoy getting out and about, I can take them on walks or trips to the park for exercise and fun. I treat every pet as if they were my own and strive to make their time away from you as stress-free as possible.

Sitter Profile Image: Hannah C.
Verified Enhanced Background Check
Hannah C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
12 reviews
3 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: Mariah W.
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Mariah W.
from
$15
per walk
10 years of experience
Bay Area, Huntsville, AL, 35801

About: Been a pet lover ever since I could talk & walk! And a pet owner for 13 years starting at age ten with my own fur baby! I’m new to Alabama and look forward to working with you and your fur baby needs ! My current schedule I’m completely available to your needs ! As I’ve said previously I am new to Alabama and in search of a more permanent job soon ..until then I’m totally flexible and can give more details later on !;) Have plenty of experience with family and friends babies and fur babies …anything you need I can do and will be a dependable pet sitter !! Please feel free to contact me if you need to get to know more about me and we can create a safe and trusting agreement…thank you!

Sitter Profile Image: Lindsay B.
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Lindsay B.
from
$15
per walk
20 years of experience
Scottsboro, AL, 35768

About: I’ve had several different kinds of animals over my almost 30 years of life, and I consider myself a HUGE animal lover. I’ll take care of your babies as if they were my own… I’d own them all if I could! I work full time during the week, but I am available Friday-Sunday for boarding, or walks any time of the day! I’d love to get to know your fur babies! I have a fenced in backyard, with a doggy door to my back door- that can easily be closed off/shut. I have a spare bedroom so your baby could have its own room while visiting, or can easily spend the night in my room & share each other’s company!

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pet parents in Winchester have booked dog walking

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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 Jun 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 Jun 2026, there are 53 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, 83% 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 53 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.