Dog Walking in Winchester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

Sitter Profile Image: Chay H.
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Sitter Profile Image: Chay H.
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1. Chay H.

I love making pets happy!
Duncan Park, Lexington, KY, 40508
17.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
57 repeat clients
from
$15
per walk

Chay has been pretty reliable in walking our dogs while we (spouse and me) work very busy weeks. We greatly appreciate her very much! Would recommend :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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2. Kayla C.

All passion, all pets :)
Lexington, KY, 40509
10.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
104 reviews
47 repeat clients
from
$18
per walk

Kayla was great! I’ve tried rover before and my dog doesn’t do good with separation anxiety at other peoples houses. So when I went in my last trip I had Kayla come walk her three times a day as well as feed and water her. My pup did great no accidents and was happy to be in her home. Will def be going this route for vacations in the future

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Sitter Profile Image: Finnley R.
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Sitter Profile Image: Finnley R.
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3. Finnley R.

Flexible Professional
Richmond, KY, 40475
16.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
106 reviews
19 repeat clients
from
$15
per walk

Thanks!!

Sitter Profile Image: Savannah O.
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Sitter Profile Image: Savannah O.
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4. Savannah O.

Animal lover/caretaker
Winchester, KY, 40391
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$15
per walk

Savannah was very timely, attentive and good with Zoe. I would be happy to use her again!

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Sitter Profile Image: Tanika L.
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Sitter Profile Image: Tanika L.
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5. Tanika L.

Dependable, loving, & attentive
Richmond, KY, 40475
12.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$18
per walk

Tanika is fantastic and cares about your pups! She's very flexible and easy to work with. I'll definitely continue to hire her moving forward.

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Sitter Profile Image: Brittney B.
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Sitter Profile Image: Brittney B.
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6. Brittney B.

marathon runner=great dog walker :)
Lexington, KY, 40509
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$13
per walk

About: I have labradoodle named Gus and a yorkiepoo mix named Winnie. I have a cat named Spyro who was my first baby. I trained both of my dogs myself including basic commands and leash etiquette. I am very passionate about pet care and have been taking care of animals my whole life. I work as a direct support professional. I make my own schedule and am very flexible with time. I also have a lot of weekend availability. I am a very diligent caregiver. I make sure task are completed fully in a timely manner. I am open and available for all pet services you may need.

Sitter Profile Image: Phillip N.
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Sitter Profile Image: Phillip N.
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7. Phillip N.

Rainbow Paws Purr-fect Care Service
Lexington, KY, 40509
14.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$15
per walk

Phillip is awesome! Very punctual and flexible! He also is very good with dogs! My dog is kind of shy and he became good pals with my dog within minutes! Highly recommend!

Sitter Profile Image: Bianca G.
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Sitter Profile Image: Bianca G.
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8. Bianca G.

Vet tech waiting to meet your pet!
lexington, KY, 40515
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$15
per walk

I left my two cats and dog with Bianca for several days while on vacation. I have never had someone take care of them or been away from them so long but she took incredible care of them, she was willing to accommodate for the three of them and was extremely good at communicating, answering any questions I had regarding their care and made me feel comfortable that my pets were in good hands! She truly cares for animals, never met anyone so dedicated! Would 100% recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dani K.
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Sitter Profile Image: Dani K.
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9. Dani K.

Rover 101
Professional Care + Personal Touch
Kenawood-Rockwood, LEXINGTON, KY, 40505
15.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
298 reviews
122 repeat clients
from
$22
per walk

Dani was amazing with my puppy Hank. Even an unexpected escape from his crate didn’t phase her. She was communicative and easy to talk to. Hank was nice and worn out by their visits which was perfect.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gemma B.
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Sitter Profile Image: Gemma B.
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10. Gemma B.

Experienced and loyal pet sitter
Mt Sterling, KY, 40353
11.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$14
per walk

Gemma is one of the most kind, caring, and trustworthy people I know. Her previous employment was assisting disabled adults and making their lives more enjoyable. She has pets of her own that are treated like one of the family. I definitely think she would be perfect for this type of position.

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Sitter Profile Image: Destiny P.
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Sitter Profile Image: Destiny P.
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11. Destiny P.

Devoted to Your Pet's Happiness!
Richmond, KY, 40475
14.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk

Destiny has the biggest heart and absolutely loves animals! She is very responsible and our experience with her has always been great. She's taken care of our dog, Henry, and he just loves her.

Sitter Profile Image: Miranda K.
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Sitter Profile Image: Miranda K.
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12. Miranda K.

Loving on your pups when you can't
Winchester, KY, 40391
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per walk

About: I have had all kinds of pets of my own as well as when I was child. Love them all and very willing to care for you puppies! I am a work from home mom with two dogs of my own. Can come during my lunch breaks and in the evenings after work during the week and the weekends are typically free for me We love on our pets here they sleep in our beds with us. We have 2 pugs and they are the best thing ever! I have a soft spot for dogs particularly.

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Sitter Profile Image: chloe k.
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Sitter Profile Image: chloe k.
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13. chloe k.

Please message me about pricing!
Winchester, KY, 40391
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$15
per walk

About: I love all kinda of animals! Every time I see a dog I always ask to pet the dog! I feel like I have a special connection with animals, they’re so loving and always understand what you’re going through. Animals show the love they are given. I currently work at tjmaxx, but it’s only part time so a couple hours a week, I also do online school work, but I am always available! I love to hangout with my pets! My family currently has four dogs right now, we just took one in off of the street so he could get proper care. We also feed the outside cats (sometimes I sneak them in) just so they can get extra love! But I mostly cuddle with them on the porch while I read my book.

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Sitter Profile Image: Madison M.
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Sitter Profile Image: Madison M.
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14. Madison M.

Hi there!
Lexington, KY, 40515
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$20
per walk

About: Hi there! I absolutely love animals and enjoy taking care of them. I’ve been watching/taking care of dogs for around 10 years and I love it! I do have one dog of my own, but when I do book pets, she goes and stays with her grandparents, so your fur babies can have all my attention! I’m currently only doing Rover as a form of income since I plan to move to Montana in June, and have been preparing for that big move!! Because of this, I will be home almost all the time and your pups will have my full attention!! I have a fenced in backyard that is shaded by trees! All the dogs that I have watched seemed to love hanging out in the backyard!

Sitter Profile Image: Radhika M.
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Sitter Profile Image: Radhika M.
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15. Radhika M.

Haaaanging Ouuuuut (with your pet)!
Winchester, KY, 40391
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$12
per walk

About: Hello! I had my own dog for 13.5 years (2009 - 2022) and we were the best of friends. I love giving both dogs and cats copious amounts of attention (unless they want to be left alone)! I also love playing with them and taking them for walks. I am also a strong believer in positive reinforcement and will never try to intimidate or dominate your pet. Finally, I am professionally in the animal field, although not as a dog trainer or groomer. I am a professional in the field of animal minds/human-animal interactions and love to apply my expertise when working with animals. I currently work full time at a university but work from home 3 days of the week. I therefore am available on Mondays, Wednesdays, and Fridays for all of your pet needs! I can take care of pets in my home and a client's home! Pets are welcome on my bed and I am also comfortable taking care of pets in their home.

Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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16. Laura S.

Lover of animals, music, & fitness.
Winchester, KY, 40391
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$20
per walk

Laura loves her own dog Ellie even though she doesn't get to see her very often, since she is in school in Cleveland, but when she gets back home she and Ellie both are in love with each other. She takes care of her,she bathes her, takes her to the vet,if it is necessary. She is a very responsible dog owner. she loves all animals.

Sitter Profile Image: Pam D.
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Sitter Profile Image: Pam D.
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17. Pam D.

I am flexible and reliable.
Winchester, KY, 40391
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$25
per walk

Pam is reliable and dependable. She is flexible and always able to accommodate. Pam is a wonderful petsitter. She will take extra good care of your dog/cat. I enjoy working with her.

Sitter Profile Image: Kirsten B.
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Sitter Profile Image: Kirsten B.
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18. Kirsten B.

I love working with all ages! 💕🐾
Winchester, KY, 40391
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk

Kirsten is an amazing caregiver for pets of all kinds! Considering her extensive history working in veterinary medicine and receiving numerous recognitions for her current job at BVS (Bluegrass Veterinary Specialties and Animal Emergency), she would be the perfect candidate for Rover. She would ease any concerns you may have about leaving your beloved pets behind in her dedicated hands.

Sitter Profile Image: Shelby V.
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Sitter Profile Image: Shelby V.
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19. Shelby V.

Dog lover and entertainer!
Winchester, KY, 40391
1.2 mi. away
House Sitting, Dog Walking
1 repeat client
from
$20
per walk

About: I’ve been around animals all my life and I’m always the friend who gets asked to watch the dogs while the owners are out of town. I’m also a college student who moved away from my dogs so it’d be nice to see some furry friends still! I might even teach them a new trick or two! I am currently unemployed so Rover is a great option for me right now while I’m figuring out what I want to do in the future. Therefore I’m available 24/7 and would love to help take care of your animals! I’ll do whatever it takes to make sure your pet(s) still have a fun time while their human is away! I’ll treat them as if they were my own!

Sitter Profile Image: Jeremy R.
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Sitter Profile Image: Jeremy R.
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20. Jeremy R.

I'm here to pet sit and draw a dog.
Winchester, KY, 40391
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk

Jeremy has a big heart and is very responsible in all things, but especially when it comes to pets. He has patience with them, yet your pet still knows who is in charge. Jeremy has dog sat for me on a couple of different occasions and has taken good care of my dog. I've owned dogs for years yet Jeremy typically teaches me something new about them. I highly recommend Jeremy!

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Winchester Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Winchester are rated on average 5 out of 5 stars based on 3 reviews.

Rover also offers Dog Walking in:

Rover also offers other services in Winchester:


When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

Speaking of payment, the cost of dog walking in Winchester, KY may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

When you're looking for dog walkers near Winchester, KY, Rover.com is the simple, smart way to find and book dog walking services. Our Winchester dog walkers are dog lovers first and foremost, and 95% of reviewed stays and walks have received a perfect five-star rating. Every new Rover dog walker in Winchester, KY must complete a background check. You can see the background check badge on your dog walker's profile, so you know your pet is in safe hands. Whether you need to hire a dog walker for a single outing or want someone to go on regular dog walks with your pet, you're sure to find a great fit for all your dog walking needs in Winchester with Rover's dog walking services.

In short, when you use Rover to find a dog walker in Winchester, you can rest easy knowing that your dog is having a great time.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!

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