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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Sitter Profile Image: Madison M.
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Sitter Profile Image: Madison M.
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1.

Madison M.

Hi there!
Lexington, KY, 40515
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience
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 8 years and I love it! I currently work full time at a thoroughbred farm in Nicholasville! When I house sit, my typical routine is to get up around 7, take care of all the fur babies and head to work! When my lunch break comes, around 12, I head back and hang out and play with all of the animals until I have to go back to work around 1. Then around 3:30/4 I head home for the night :) 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!

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Sitter Profile Image: Finnley R.
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Sitter Profile Image: Finnley R.
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2.

Finnley R.

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

Another great week of visits!

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Sitter Profile Image: Jessica A.
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Sitter Profile Image: Jessica A.
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3.

Jessica A.

Tail-Wagging Care
Lexington, KY, 40509
14.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$15
per walk

Jessica is one of maybe two people who: A) I trust with my dog for long periods of time and B) loves my dog as much as I do. Also she sends pics of the pup while I'm out of town which helps my anxiety a ton. 11/10

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Sitter Profile Image: Dani K.
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Sitter Profile Image: Dani K.
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4.

Dani K.

Rover 101
My goal = you're animals happy!!!
Kenawood-Rockwood, LEXINGTON, KY, 40505
15.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
275 reviews
115 repeat clients
from
$22
per walk

This was the first time I had ever used a dog walker, so I was really nervous. When we did meet, Dani was nice and set my nerves at ease. My Amara warmed up to her really quickly as well. I got updates and pictures consistently. I definitely feel like I picked the right person for the job.

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Sitter Profile Image: Destiny P.
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Sitter Profile Image: Destiny P.
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5.

Destiny P.

Devoted to Your Pet's Happiness!
Richmond, KY, 40475
14.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
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: Kayla C.
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Sitter Profile Image: Kayla C.
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6.

Kayla C.

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

Kayla is great! I have a fearful pup who has done well with Kayla. We are new to the area. Kayla has helped make our transition smoother with her reliable and friendly, doggie care!

Sitter Profile Image: Savannah O.
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Sitter Profile Image: Savannah O.
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7.

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
16 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: chloe k.
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Sitter Profile Image: chloe k.
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8.

chloe k.

I would love to pet sit for you!!!!
Winchester, KY, 40391
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
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: Jason P.
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Sitter Profile Image: Jason P.
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9.

Jason P.

Reliable and attentive petsitter.
Mount Sterling, KY, 40353
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per walk

Jason has cared for our 3 dogs (retriever and two chihuahuas - 1 senior with certain challenges) for over 2 years as well as my mother’s dog, and my mother-in-law’s group of 6; he has done walks for us, pet sitting, and a few overnight care stays. He is attentive, follows instructions well, loves to play and engage with them, and overall is genuinely loving and intuitive with them as if they were his own! If you want to know your fur baby is in good hands with someone reliable, look no further!

Sitter Profile Image: Dawn J.
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Sitter Profile Image: Dawn J.
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10.

Dawn J.

Pets have good judge of character.
Lexington, KY, 40509
13.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$16
per walk

We love Dawn! My dog knows she’s here before she even gets to the door and is excited every time he gets to go on those walks. She was super helpful with my schedule, forgetfulness, and any cancellations.

Sitter Profile Image: Phillip N.
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Sitter Profile Image: Phillip N.
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11.

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
8 reviews
3 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!

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Sitter Profile Image: Gemma B.
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Sitter Profile Image: Gemma B.
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12.

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
23 reviews
7 repeat clients
from
$14
per walk

Gemma is a caring and trustworthy pet sitter. She loves all animals and will treat your pet as her own. Gemma enjoys helping others as well as spending time with animals. She will take great care of your fur babies.

Sitter Profile Image: Taegan m.
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Sitter Profile Image: Taegan m.
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13.

Taegan m.

A paws-itive pet experience!
Mount sterling, KY, 40353
12.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per walk

Taegan has a heart of gold when it comes to everyone she meets but most importantly with animals! She loves every animal like it was her own and is so compassionate. Taegan is the queen of snuggles and hi pitch baby talk but can be so calming as well. Your pets will be in the very best care with her around and will be loved tremendously. My kiddos are obsessed with her, even my old grouchy shepherd loves her!

Sitter Profile Image: Jeremy R.
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Sitter Profile Image: Jeremy R.
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14.

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
1 review
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!

Sitter Profile Image: Kirsten B.
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Sitter Profile Image: Kirsten B.
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15.

Kirsten B.

I love working with all ages! 💕🐾
Winchester, KY, 40391
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
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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16.

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: 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
3 reviews
1 repeat client
from
$25
per walk

Pam has been my pet sitter for years. She does an excellent job, and my pets love her. She is extremely trustworthy, and always leaves my home in excellent shape. Highly recommended!

Sitter Profile Image: Miranda K.
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Sitter Profile Image: Miranda K.
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18.

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.

Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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19.

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: Radhika M.
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Sitter Profile Image: Radhika M.
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20.

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.

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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.

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