Dog Walking in Winter Garden

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Top rated Winter Garden dog walkers

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Sitter Profile Image: Tracy W.
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Tracy W.
from
$15
per walk
5.0 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Winter Garden, FL, 34787

About: I have taken care of family and friend's pets for years. Plus having my own. I am retired so most of the time I am available to come and love on your fur-babies. I am very active so if your pup needs plenty of walks, I'm the person for the job. I am retired so I have most weekdays and weekends available to care for your fur-babies with pop-in visits. Unless I am out of town. I would love to do pop-in visits and walks. Unfortunately, at my home my fur-baby only loves people. She gets very jealous, and I would never want to put anyone's pups at risk.

Sitter Profile Image: Jezabell D.
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Jezabell D.
from
$25
per walk
5.0 out of 5.0 stars
8 reviews
2 repeat clients
20 years of experience
Winter Garden, FL, 34787

About: I have over fifteen years’ experience in the Veterinary and Animal Behavioral world. I love Pet sitting because it allows me to mix my expertise and passionate care for pets into a loving, and fun experience for pets while their owners are away! I will gladly provide your pet with companionship, friendship, exercise, and mental stimulation while I care for them. I have experience with all breed types and temperaments. I will also care for reptiles and other exotic pets. What I think differentiates me from other pet sitters is my dependability, flexibility, punctuality, and the bond built with the pets that I care for. Sometimes it is the little things that separate the best from the rest. I look forward to hearing from you and caring for yours as my own <3 I also offer bath, nail trim and ear cleaning services during my visit at extra rates if interested.:) I am currently only focusing on my Pet sitting business so I am available for your pet 24 hours during the stay and can be very flexible to meet your unique needs. I offer bath, nail trim and ear cleaning during my stay for extra fee. I keep the routine during my stay as close as possible to minimize their disruption while you are away with lots of love and attention and frequent video or photo check ins.

Sitter Profile Image: Reece L.
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Reece L.
Star Sitter
from
$14
per walk
5.0 out of 5.0 stars
58 reviews
18 repeat clients
10 years of experience
Ocoee, FL, 34761

Reece was punctual and very attentive with my dog. She made sure he was comfortable, gave him a treat, and refreshed his water. I really appreciated her care and attention to detail.

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Jordan M.
Sitter Profile Image: Samantha F.
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Samantha F.
from
$20
per walk
5.0 out of 5.0 stars
77 reviews
32 repeat clients
15 years of experience
Ocoee, FL, 34761

I felt so comfortable and reassured leaving for a long work day knowing that Samantha was caring for my dog. She is reliable, professional, and treated my dog with so much love. Highly highly highly recommend.

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Caroline H.
Sitter Profile Image: Jason K.
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Jason K.
from
$15
per walk
1 repeat client
20 years of experience
Winter Garden, FL, 34787

About: I have raised colts, goats, cats, and a couple of dogs. I believe my experience with various animals, particularly horses, has helped me connect with/ win the trust of dogs relatively quickly. I work remotely. I can give attention to your animal more frequently. I am a proud owner of a golden retriever and former owner of many animals, having grown up on a ranch. I treat your animals as if they were my own. I respect that responsibility. Animals are very special in our families and ought to be treated as such.

Sitter Profile Image: Jenn H.
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Jenn H.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
79 reviews
25 repeat clients
5 years of experience
Orlando, FL, 32835

Jenn is terrific! She was very responsive to my requests. She came to my house to meet my dog and immediately got on the floor with her. My dog loves Jenn! She was on-time and provided great care to my dog. Additionally, Jenn was super-flexible when i needed her to change the time she came to do the walk. I can’t recommend Jenn highly enough! I will use her again for sure!

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Cathleen J.
Sitter Profile Image: Lindsay B.
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Lindsay B.
from
$20
per walk
1 repeat client
10 years of experience
Winter Garden, FL, 34787

About: I’ve grown up with animals for as long as I can remember. I have had the advantage of taking care of calves, horses, cats, hamsters, hedgehogs, and dogs! I love animals and make sure they are cared for and treated with the love they deserve to give you peace of mind! I work from home everyday and have weekends free so I’ll be frequently available to ensure your pet is very well taken care of and watched. I take the job seriously. Any need that your fur baby has I will ensure is completed and that your baby is treated and handled with the best care.

Sitter Profile Image: Remy S.
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Remy S.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
162 reviews
23 repeat clients
16 years of experience
Winter garden, FL, 34787

Remy was great! Very reliable, professional and took great care of my dog! She even brought my packages inside and made sure my dog had enough fresh water before leaving. Highly recommend.

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Caroline H.
Sitter Profile Image: Imani Z.
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Imani Z.
from
$15
per walk
5.0 out of 5.0 stars
27 reviews
5 repeat clients
10 years of experience
Winter Garden, FL, 34787

Imani was prompt and communicated with me as necessary. She followed the instructions for my pups and took good care of them.

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Raquel W.
Sitter Profile Image: Kellie-Lynn R.
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Kellie-Lynn R.
Star Sitter
from
$25
per walk
5.0 out of 5.0 stars
79 reviews
20 repeat clients
20 years of experience
Ocoee, FL, 34761

Amazing, we continue to use her every time. Our dog had a medical condition and she took extra care of her, giving her medication and ointments twice daily. Our pets live her!

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Jeff T.
Sitter Profile Image: Syed K.
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Syed K.
from
$15
per walk
15 years of experience
Winter Garden, FL, 34787

About: I welcome all dogs whether big, small, shy, energetic, and everything in between. I have been a dog owner for over 15 years and I worked as a K9 handler for several years, which means I’m trained in reading body language, managing different temperaments, maintaining routine, and keeping dogs safe in any situation. That experience taught me patience, confidence, and how to build trust quickly with animals. I’ve cared for dogs of all ages and needs from playful puppies who need structure and consistency, to seniors who thrive with a gentle, calm approach. I’m comfortable with high-energy breeds, strong pullers on leash, anxious dogs, and pups who need a little extra reassurance. My style is warm, friendly, and dependable. I treat every dog as if they were my own, making sure they feel secure, loved, and understood. Whether you need daily check-ins, long walks, or overnight house sitting, I focus on creating a safe and positive environment tailored to your dog’s personality and comfort. I am currently transitioning between jobs so I have a pretty open schedule! I will be sure to update my schedule again once my full time job begins. I feel very comfortable handling most dogs with care, dignity, and of course fun. Being a dog owner myself, I strive to treat every dog I meet with the same approach I have with my own dogs.

Sitter Profile Image: Michele B.
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Michele B.
from
$25
per walk
5.0 out of 5.0 stars
88 reviews
32 repeat clients
15 years of experience
Winter Garden, FL, 34787

I highly recommend Michele We’ve used her services multiple times, and she has consistently impressed us with her quick responses and excellent communication. My dog absolutely loves her, which gives me peace of mind when I’m away. It’s clear that she truly cares about animals. We’ll definitely be using her services again!

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Carolina P.
Sitter Profile Image: Eboni D.
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Eboni D.
Star Sitter
from
$29
per walk
4.9 out of 5.0 stars
89 reviews
35 repeat clients
5 years of experience
Ocoee, FL, 34761

Eboni was an absolute joy to work with while our family was on vacation. She walked our Husky twice a day for over two-weeks and was communicative and reliable. After each walk she’d send us several pictures of our dog on the walk and it made us know that we left our girl in safe hands. Our dog enjoyed her time too as she patiently waited by the door everyday for her walk! Our family highly recommends Eboni for any pet service and plan to use her again in the future.

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Betsy L.
Sitter Profile Image: Claire G.
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Claire G.
from
$25
per walk
4.7 out of 5.0 stars
15 reviews
7 repeat clients
8 years of experience
Winter Garden, FL, 34787

My dog immediately loved Claire when she entered our home to take her for a walk! Claire was also very easy to talk to and provide instructions for, and I have more peace of mind now that I've found someone reliable to walk my pup if I have to be out of the house during the day. Highly recommend booking Claire for doggo needs!

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Dev S.
Sitter Profile Image: James W.
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James W.
from
$20
per walk
5.0 out of 5.0 stars
24 reviews
8 repeat clients
6 years of experience
Ocoee, FL, 34761

James did great with Finnick despite my pup being nervous around new people. He did a great job and was a huge help to me since I broke my foot and cannot exercise my pup the way he needs to be. Finnick took right to him and James kept me updated the entire time as I was nervous about how Finnick would be with a new person. They played at the park and had a blast. He sent me videos and pictures showing how excited my boy was which made me so happy to see. Finnick loved spending time with James. Will definitely book him again!! Thanks James!!!

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Victoria J.
Sitter Profile Image: Darryl W.
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Darryl W.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
33 reviews
7 repeat clients
20 years of experience
Winter Garden, FL, 34787

Darryl is the best dog walker you could ask for! Very friendly, and will show your pup the utmost attention and respect. Will always go to him for my dog walking needs

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Tyler B.
Sitter Profile Image: Skylar D.
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Skylar D.
from
$25
per walk
5.0 out of 5.0 stars
10 reviews
4 repeat clients
6 years of experience
Ocoee, FL, 34761

About: I have a background in dog walking, caring for dogs and all of their needs. Keeping energetic dog entertained, and making sure your little buddie gets whatever they need. I have experience taking care of senior dogs that require a little extra love and attention, as well as younger dog who have energy to burn. My mom is a veterinary nurse and I work as at an ER vet so taking care of animals has become second nature for me. As an owner of two dogs and a cat, I will care for your four legged family members as if it were my own. From bell rubs and playing fetch to long walks around the neighborhood I insure you, your dog will be well taken care of . When I'm not working at ER vet I work at I love to either come home and cuddle with my dogs or find a new place to explore with them. My dogs and other pets have become part of my daily life and I wouldn't change have it any other way. I will make sure that your fur babies have the best time while I'm caring for them and have no problem giving them any meds they may need or making sure they are put back in there crate (if they have one).

Sitter Profile Image: Stacie W.
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Stacie W.
from
$20
per walk
5.0 out of 5.0 stars
181 reviews
48 repeat clients
25 years of experience
Ocoee, FL, 34761

Stacie walked Nell for the first time, and we couldn’t be happier! She was kind, reliable and gave our dog so much affection—plus great pics. Thanks, Stacie!

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Gabrielle L.
Sitter Profile Image: Laura C.
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Laura C.
from
$20
per walk
5.0 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
ocoee, FL, 34761

About: I graduated from the University of Florida with a bachelor’s in Animal Sciences. I have been dog-sitting since I was 13. I started out with dogs in the neighborhood, and as I got older, my neighbors then shared about my great care and love for their pets to their friends. Now, I will give them a good walk, play with them, take them out on car rides and MOST IMPORTANTLY reward these good boys/ good girls with a good puppachino!! (If parents approve ofcourse) leaving them all ready for a good nap for the rest of the day. The following schedule is an estimate, I may be free at earlier or later times as needed! Mondays: 6am-10pm wednesdays: 6am-10pm fridays: 6am-10pm saturdays: 6am-10pm sundays: 6am-10pm If caring for pets in my home, I have a fenced yard, and plenty of room for your pets to run around, prioritizing their safety first.

Sitter Profile Image: Tim & Tess O.
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Tim & Tess O.
from
$25
per walk
5.0 out of 5.0 stars
61 reviews
4 repeat clients
15 years of experience
Ocoee, FL, 34761

About: We have experience with special needs dogs. We are active so we are happy to tire your puppy. A tired dog is a better behaved dog for sure. We have had dogs all our lives and love every dog, even the tough ones. Your dog or dogs will be spoiled and loved. We are not new to Rover, nor watching visiting dogs. We believe your dog will benefit from us being it's friend. My wife works from home everyday so potty breaks are plentiful. We love dogs and can't imagine life without them. Your fur baby will be in great hands and get the spoil treatment. We look forward to spoiling your puppy. You will get pictures and information throughout the stay. We know you will miss your puppies so we will do our best to bridge that gap We spend the majority of our days focused and trying to tire out the puppies every single day. Our dogs are the most important thing in our world and will treat your dog(s) like our own. Our back yard is fenced in with secure fencing and has no soft spots or gaps for small dogs to get out of. We keep a close eye on all the dogs while in the back yard.

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Over 557
pet parents in Winter Garden have booked dog walking

Winter Garden dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Darryl is the best dog walker you could ask for! Very friendly, and will show your pup the utmost attention and respect. Will always go to him for my dog walking needs

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Tyler B.
Dog Walking
5.0 out of 5.0 stars

Katie took such great care of our dog while we were away. She has great communication and is very thorough!

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Lacey B.
Dog Walking
5.0 out of 5.0 stars

Julie thank you so much for walking our girls they seemed to love it! Thank you for the new pictures! I am so happy Venus and Luna was happy and respectful to you!

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Desiree C.
Dog Walking
5.0 out of 5.0 stars

Rafael is the perfect person to walk my Sadie. He was firm with her and managed to train her on their walks. Sadie thinks he is her best friend and stares at the door awaiting his arrival. He is knowledge in dog behavior and was able to give me some pointers on how to get Sadie to obey. Rafael is very professional, always on time, and communicates well. I will definitely hire him again!!!

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Lisa M.
Dog Walking
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The median cost per walk for dog walking in Winter Garden is $19

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