Dog Walkers in Windermere, FL

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Top rated Windermere dog walkers

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Sitter Profile Image: MARK B.
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MARK B.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
201 reviews
46 repeat clients
3 years of experience
Windermere, FL, 34786

Mark went out his way to help us out, making scheduling easy by being flexible and quick with communication. He even sent us a cute picture of Tilly on her walk. Feel grateful to know she was well cared for when I couldn’t be there.

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Chris F.
Sitter Profile Image: Lindsay L.
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Lindsay L.
Star Sitter
from
$19
per walk
5.0 out of 5.0 stars
42 reviews
15 repeat clients
22 years of experience
Orlando, FL, 32819

Lindsay is fantastic! She is a kind and compassionate pet lover. Great communication all the way through and wouldn’t hesitate to book her again!

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Marty K.
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: 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: Jamie L.
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Jamie L.
Star Sitter
from
$18
per walk
5.0 out of 5.0 stars
22 reviews
6 repeat clients
20 years of experience
Orlando, FL, 32819

Jamie is such a kind and attentive dog sitter! I needed someone to take my corgi out for me on weekdays while I’m at work, but Jamie did a lot more than that. She played with my dog, gave her lots of love and treats, and made sure she had water. Jamie will take great care of your pup!

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Ashley W.
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: Jasmine G.
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Jasmine G.
Star Sitter
from
$25
per walk
5.0 out of 5.0 stars
29 reviews
8 repeat clients
14 years of experience
Orlando, FL, 32835

5-Star service!

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Jordan W.
Sitter Profile Image: Tathyana  F.
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Tathyana F.
from
$15
per walk
5.0 out of 5.0 stars
97 reviews
33 repeat clients
5 years of experience
Windermere, FL, 34786

Absolutely amazing!! I wish I could give more stars but instead I will just HIGHLY recommend this amazing woman for her loving demeanor towards animals!! She truly cares for pets and my girl LOVED HER. I will 100% rebook with her and highly recommend everyone does the same!!

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Alexis S.
Sitter Profile Image: Mackenna C.
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Mackenna C.
from
$10
per walk
10 years of experience
Windermere, FL, 34786

Amazing!! She sent me pictures to make sure I was updated and my dogs were being taken care of! Will definitely use her again

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Tonia P.
Sitter Profile Image: Bella G.
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Bella G.
from
$16
per walk
5.0 out of 5.0 stars
2 reviews
15 years of experience
Orlando, FL, 32835

Bella did a great job. She’s very loving toward my dog and very reliable. Will definitely use her again and again.

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Darrell F.
Sitter Profile Image: Katelynd J.
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Katelynd J.
from
$17
per walk
5.0 out of 5.0 stars
2 reviews
10 years of experience
Windermere, FL, 34786

About: I have owned and trained large dogs (including my two beautiful malamutes) for over 10 years! Experienced caring for animals of all sizes and temperaments and will love and care for your animals like they are my own child! Whatever your animal care needs I can make myself present and available to give 110% to your pet’s care! I love to run for our pets who need a bit more exercise than a walk 💕 Any and all animals I care for, including my own, are treated with respect, care, attention, and love. I am meticulous in observing their needs and behaviors so that their experience and yours can be joyful and peaceful!

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
Star Sitter
from
$18
per walk
5.0 out of 5.0 stars
14 reviews
3 repeat clients
11 years of experience
Windermere, FL, 34786

About: Over 11 Years of Trusted Pet Care With more than a decade of experience, I’ve cared for pets of all ages—including senior pets and those needing medication like insulin for diabetes. I also offer in-home boarding in a cozy, loving environment where your pet will feel right at home. My schedule is very open and flexible, which makes it easy for me to give your pet the time and attention they need. I work a job with a lot of flexibility, so I can easily adjust my day to fit your pet’s routine—whether it’s feeding, walking, or just keeping them company. Your pup will get plenty of love, cuddles, and playtime in a calm, pet-friendly home. I offer daily walks, potty breaks, and follow your feeding/medication routines. I board dogs under 25 lbs who get along with my cat and treat every guest like family! We also have a fenced backyard.

Sitter Profile Image: Sarai F.
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Sarai F.
from
$15
per walk
5.0 out of 5.0 stars
3 reviews
35 years of experience
Windermere, FL, 34786

Sarai is fantastic! She took excellent care of my dog and made sure he had fun and was taken care of. She is very communicative and provides updates consistently. I highly recommend and will be reaching out to her in the future!

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Patricia C.
Sitter Profile Image: Amanda B.
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Amanda B.
from
$20
per walk
5.0 out of 5.0 stars
87 reviews
23 repeat clients
7 years of experience
Orlando, FL, 32835

About: HEY HEY HEY! MY NAME IS AMANDA! I WILL BE YOUR PET'S FAVORITE BABYSITTER. 🐾 ANY DOG I SEE I BELIEVE IS MY BEST FRIEND. I WORK FROM HOME SO I HAVE ALLL THE TIME IN THE WORLD TO DEDICATE, PLAY AND CARE FOR YOUR FUR BABIES. PET CARE IS MY DAY AND NIGHT JOB. I HAVE A MINI POODLE NAMED MISSY. SHE LOVES TO PLAY WITH ALL DOGS, HER ENERGY LEVEL IS SUPER HIGH AND LOVES A GOOD CUDDLE. Pet care is my only job ! So I work from home . I am able to give my undivided attention to all fur babies! I believe in Cage free doggy daycare and boarding. I have a Fenced in yard for fur babies to release energy and a controlled safe environment for potty time.

Sitter Profile Image: Meefa B.
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Meefa B.
from
$15
per walk
9 years of experience
Windermere, FL, 34786

About: Hi, my name is Meera Blackstock. I’m a college student in Orlando, Florida, studying Kinesiology. I’ve had my Chihuahua, Bruno, for nine years, and he’s taught me so much about caring for dogs. My family also has dogs, and we love getting them together for playdates. With years of hands-on experience, I understand how important pets are—they’re truly family. You can trust that I’ll care for yours with the same love and attention I give my own. I currently work and have internships in the mornings, but I’m generally available on weekends at any time I’m booked. I always communicate with clients in advance to confirm availability and will do my best to accommodate your preferred time, whether that means adjusting slightly earlier or later. I always take the time to get acquainted with each dog before our walk, making sure they feel comfortable and know that I’m friendly and there to care for them.

Sitter Profile Image: Ashley M.
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Ashley M.
from
$17
per walk
5.0 out of 5.0 stars
8 reviews
1 repeat client
22 years of experience
Windermere, FL, 34786

Ashley is amazing! She walks two of my big dogs and does a great job. She feeds them and always leaves there water bowls filled up. She even tidies up the place! Shes great :)

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Emmanuel F.
Sitter Profile Image: Sherry A.
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Sherry A.
from
$20
per walk
5.0 out of 5.0 stars
1 review
1 repeat client
9 years of experience
Ocoee, FL, 34761

About: I’ve been caring for dogs for over a decade, starting with my sister’s senior pup who I’ve helped to watch regularly through the years. I’ve also had a dog of my own, and I frequently care for friends’ dogs - often for overnight stays and multi-day stays. Whether it’s a playful puppy or a mellow, older dog, I provide attentive, loving care tailored to each pets needs. I’m comfortable with routines, medications, and making sure your dog feels safe, happy, and at home while you’re away. I currently work part-time as a pharmacy technician. I am in graduate school fully online, so I have plenty of availability for pet-sitting. I am unavailable on Wednesdays, and flexible all other days. When caring for a pet in someone’s home, I prioritize, safety, consistency, and comfort. I follow routines closely to ensure your pet feels secure and relaxed in their familiar environment. My goal is to build trust with both you and your pet, offering attentive, loving care that feels like home. I also provide regular updates, including photos and messages, so you can feel confident and connected while your pet is in my care.

Sitter Profile Image: Sarah H.
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Sarah H.
Star Sitter
from
$25
per walk
4.9 out of 5.0 stars
149 reviews
63 repeat clients
15 years of experience
Gotha, FL, 34734

Sarah was incredibly accommodating, adjusting her schedule for a last-minute booking to walk Alexander. She always maintains a positive attitude, sending me photos throughout the walk and going the extra mile by leaving the house clean for me. Thank you Sarah!

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Angel S.
Sitter Profile Image: Miranda N.
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Miranda N.
from
$20
per walk
5.0 out of 5.0 stars
15 reviews
1 repeat client
15 years of experience
Orlando, FL, 32835

About: My top priority is making sure your fur babies are safe while I am caring for them. I will feed, love, and spoil your pets as if they were my own. I also provide my clients the best care for their home so they can have peace of mind while they are away by taking care of daily household tasks such as taking out the trash, bringing mail / packages inside, doing the dishes, watering plants, laundry, cleaning up after animals and myself, etc. Every animal is different so I am very experienced with all different types of situations and can follow instructions to adapt to the animals needs accordingly. I have cared cared for many pets that have special needs such as seizures, special diets, medication administration, vet appointment transportation, and more. I am also very active so I have no issue going for walks, to the dog beach, etc. As well as I know many parks and trails in the area that I would love to take your dog to! Your pup will always be supervised and never feel alone as long as I am around. I can drop in for visits, as well as pick them up, take them out for a walk or adventure, or I am willing to stay over and house sit as well as dog sit. I absolutely love all animals, especially dogs! I have always had one my entire life growing up. Right now I have just one small dog that I have raised myself now for 11+ years. She loves company, or if yours doesn't then it can have my full attention when needed! My rates may vary for larger amounts of animals, possibly a deal for a bulk amount including pets such as fish, birds, reptiles, small mammals, etc. Please contact me for further information or any questions you may have! :) I have a very open and flexible schedule! I am a licensed Real Estate Agent and I own a small business that I work part time from at home as well, so I make my own schedule, and have plenty of time to take care of your pets. Some days I can stay all day and hangout with them, while others I may have errands to run or appointments for work, but I can assure you I will always be back in time for feeding, walking, and staying the night with them. Your pets will be safe with me as I am a lifetime pet owner who has never put an animal in harm's way. I adore all animals, and assure you they will have a great time with me. They will have my full attention while in my care!

Sitter Profile Image: Reyna "Alex" D.
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Reyna "Alex" D.
from
$13
per walk
5.0 out of 5.0 stars
3 reviews
10 years of experience
Metro West, Orlando, FL, 32835

About: My friends call me Alex and I’m a college student working part-time! I’ve taken care of cats and dogs since I was 10. Neighbors, friends, and family have relied on me to walk, feed and bathe their pets. I’m also very reliable and caring. :) I currently work part-time, which gives me a flexible schedule and plenty of availability to care for your pets. I'm able to adjust to their routine and provide them with the attention and companionship they need. Whether I’m caring for pets in my home or my client’s, I prioritize creating a safe, calm, and comfortable environment that mirrors their usual routine as closely as possible. I make sure they have fresh water, regular meals, daily exercise, and plenty of playtime and affection. I also pay close attention to their behavior and any signs of stress or discomfort, and I keep the owners updated with regular photos and messages. If I’m in the client’s home, I respect their space, follow all instructions closely, and ensure their pet feels secure in their familiar surroundings.

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The median cost per walk for dog walking in Windermere is $19

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Sitters in Windermere average 3
repeat dog walking clients

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