Dog Walking in Winchester

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

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1. Sierra

Home Full-Time. Dedicated Caregiver

Castlewood Park, Lexington, KY, 40505

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi there! My name is Sierra, and I am so happy to be considered as a caregiver for your beloved pet! I have been caring for animals since I was ten... (more)

Confirmed availability
4th of July
2. Candice

Dogs call me Aunt Candi

Eastland Park-Dixie Plantation, Lexington, KY, 40505

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Hi! My name is is Amy and Candice has always been my go to girl when I need my fur babies watched for a day or for the weekend! She's even dogsit for a week ... (more)"

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3. Heather

Lots of room to play on 10 acres!

Lexington, KY, 40515

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Heather was great. My wife and I were travelling to Lexington from out of town for a wedding and Heather was super easy to work with. She responded within a ... (more)"

Confirmed availability
4th of July
4. Chelsey

I love taking my dogs to the park!!

Lexington, KY, 40515

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hi, my name is chelsey and I am a 22 year old pharmacy student! I am starting pharmacy school in August and have been looking for a way to make mon... (more)

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5. Elisha

Home full time- love walking pups!

Winchester, KY, 40391

Drop-In Visits, Dog Walking

About: Hello! I'm currently home full time and love to walk pups. My best friend in the whole world is my Scotty mix pup Willie. We love to hang out all d... (more)

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6. Maria

Vet Tech that Loves Dogs!

Winchester, KY, 40391

Drop-In Visits, Dog Walking

"Maria is absolutely fantastic! Our street was busy today, so she took Aria to the walking trail instead. I know she loved it! (more)"

Confirmed availability
4th of July
7. Kylen

Your pups will never want to leave!

Lexington, KY, 40509

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have known Kylen her entire life, as I am friends with her parents. There have always been dogs (usually more than one) in her household. Kylen shows com... (more)"

Confirmed availability
4th of July
8. Misela

I will walk your dog in the snow!!!

Reservorir, Lexington, KY, 40502

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Misela took great care of my dog while I was out of town for a week. I asked her to check on him 3 times a day and make sure he was walked regularly and fed.... (more)"

Confirmed availability
4th of July
9. Katie

Where Critters are KIDS!

Bryan Station, Lexington, KY, 40505

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"I have known Katie for a decade as a friend and also as an employee. She is reliable and responsible and she loves animals more than anyone I know. You will.... (more)"

Confirmed availability
4th of July
10. Lynda

Doggy lover!

Mount Sterling, KY, 40353

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Lynda did such a wonderful job with our fur babies! She loved them like her own. She sent several updates and even pics! We knew they were in fantastic hands... (more)"

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11. Keisha

UK Animal Science Student

Idle Hour, Lexington, KY, 40509

House Sitting, Drop-In Visits, Dog Walking

"Keisha is great! She has helped with walks for my dog Meelah while I have been busy with work. She sends me pictures of their time together, and Meelah alway... (more)"

12. Mallorie

I’ll treat yours like mine!

Lexington, KY, 40511

House Sitting, Drop-In Visits, Dog Walking

"Mallorie is a very caring individual that has an enormous heart for animals. She treats every animal that she come into contact with like her own. As a pre-v... (more)"

13. Hailee

Peace of mind while you work

Reservorir, Lexington, KY, 40502

Drop-In Visits, Dog Walking

About: I have a pit bull pup of my own. I have had her since she was 5 weeks old and she is now 15 months old and she is the sweetest. She has extremely b... (more)

14. Phillip

reliable professional lover of pets

Lexington, KY, 40502

House Sitting, Drop-In Visits, Dog Walking

"Phillip loves interacting with animals. When he visits the farm, one of the first things he wants to do is see the farms dogs and and get some play time wit... (more)"

15. Ashley

Love going on walks

Lexington, KY, 40515

House Sitting, Drop-In Visits, Dog Walking

"Ashley does a great job watching my pets for me when I'm out of town. My dog loves her (possibly more than he loves me). She handles any requests I have prof... (more)"

16. Marlize

Best puppy vacation destination!

Lexington, KY, 40509

Dog Boarding, Drop-In Visits, Dog Walking

"Marlize has a heart for animals! She is patient and loving with every animal I've seen her with. She treats every pet as if they were her own and she's one o... (more)"

17. Zach

Mostly at school and home

Lexington, KY, 40509

Drop-In Visits, Doggy Day Care, Dog Walking

About: I've always been passionate about dogs and I love every dog that I meet. I am very amicable and willing to treat your dog with the same love that y... (more)

18. Natalie

Quality care at home!

Lexington, KY, 40509

Dog Boarding, Drop-In Visits, Dog Walking

"Natalie is amazing with dogs. I have know her and used her for years to watch my dogs. I met her at a camp where she helped get dogs, puppies and kittens ado... (more)"

19. Dima

Love hanging out with the dogs! ?

40509, KY, 40509

House Sitting, Drop-In Visits, Dog Walking

About: I Grew up on a farm in Nicholasville and dogs were always part of the family. We have had small dogs, (chihuahua, Pomeranian) medium dogs, (lab) an... (more)

20. Maryann

Trusted sitter, donates 3% to KHS!

Lexington, KY, 40515

Drop-In Visits, Dog Walking

"Maryann was a perfect fit and went above and beyond the call of duty. Our chihuahua's separation anxiety is pretty severe, but Maryann made sure that her vis... (more)"


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!

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.