Dog Walking in Winter Garden

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Loving dog walkers in your neighborhood

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Sitter Profile Image: Lena C.
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Sitter Profile Image: Lena C.
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1. Lena C.

Dog loving momma
Windermere, FL, 34786
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
Profile image

Lena was great! She was reliable and able to accommodate my last minute dog walk need. She communicated frequently and based on the pictures provided, our dog had a blast!

Availability updated 78 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Claire G.
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Sitter Profile Image: Claire G.
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2. Claire G.

Near downtown Winter Garden!
Winter Garden, FL, 34787
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
Profile image

I cannot recommend Claire and Megan highly enough! Leaving my furry baby with them was the best decision I made. They provided top-notch care, ensuring my dog felt loved and comfortable throughout the entire sitting time. Their communication was excellent, sending regular updates and photos, which really put my mind at ease. It's clear they have a genuine passion for animals, and I wouldn't hesitate to book with them again in the future. Thank you for taking such great care of my beloved pet!

Availability updated 16 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Brandi M.
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Sitter Profile Image: Brandi M.
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3. Brandi M.

We love dogs & have the experience!
Ocoee, FL, 34761
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5.0 out of 5 stars
175 reviews
64 repeat clients
Profile image

We appreciate her being extremely understanding! We also appreciate her being available on short notice. Gizmo loved his walks with her and always came back home happy and tired! She’s very sweet and we will definitely book with her again.

Availability updated 8 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Krystal O.
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Sitter Profile Image: Krystal O.
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4. Krystal O.

Embracing the Joy of Canine Care!
Oakland, FL, 34787
3.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients

About: Caring for dogs is a joyful and fulfilling endeavor. Their boundless energy, unwavering loyalty, and infectious enthusiasm make every moment spent with them a treasure. From morning walks filled with the crisp scent of the outdoors to cozy evenings curled up together, the bond between a dog and their caretaker is unparalleled. Whether it's ensuring they have a nutritious diet, providing regular exercise, or simply showering them with love and affection, the act of caring for a dog enriches both their lives and ours. Each wag of their tail and gentle nuzzle reminds us of the immeasurable joy that comes from nurturing these incredible creatures. I work remotely, the perfect opportunity to seamlessly integrate pet care into our daily routines. For those of us who cherish the companionship of dogs, the flexibility of remote work allows us to provide the attention and care they deserve without sacrificing our professional responsibilities. Whether it's taking a break for a midday stroll around the neighborhood or having a furry friend nestled at our feet during virtual meetings, remote work fosters an environment where the needs of both human and canine can be met harmoniously. This symbiotic relationship not only enhances our productivity and well-being but also strengthens the bond between us and our beloved four-legged companions. With the flexibility to tailor my schedule around their needs, we can ensure every aspect of their well-being is attended to with precision and dedication. Whether it's monitoring their diet, maintaining regular exercise routines, or providing mental stimulation through engaging activities, remote work will provide me the opportunity to prioritize our pets with unwavering focus and meticulous detail.

Availability updated 3 days ago
Sitter Profile Image: Reece L.
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Sitter Profile Image: Reece L.
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5. Reece L.

Star Sitter
Your pet is my priority!
Ocoee, FL, 34761
3.3 mi. away
Drop-In Visits, Dog Walking
from
$11
per walk
5.0 out of 5 stars
26 reviews
8 repeat clients
Profile image

Thank you for taking care of my pup for me! He really enjoyed his walk! 🐾🐾

Availability updated 30 days ago
Sitter Profile Image: Emily W.
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Sitter Profile Image: Emily W.
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6. Emily W.

Top-notch sitting for your pup!
Oakland, FL, 34787
3.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients

Emily is the only one I let watch my two dogs! She is always prompt, spends extra time with them and sends me the best pictures. The dogs always get excited when she comes over too! We love Emily!

Availability updated 2 days ago
Sitter Profile Image: Maiya L.
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Sitter Profile Image: Maiya L.
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7. Maiya L.

Experienced and adaptable to you!
Winter Garden, FL, 34787
1.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients

When our usual pet-sitter had a sudden conflict, our family needed someone last-minute to watch our two dogs. We asked Maiya to help us, and she went above and beyond to make sure that our pets were well-taken care of. She sent us regular updates and pictures, which gave us peace of mind, and made sure that our dogs had plenty of love and attention. Even when they got rambunctious, Maiya kept them under control and made sure they were safe and happy. I would highly recommend Maiya to anyone who wants someone kind, compassionate, and reliable to watch their pet.

Availability updated 13 days ago
Sitter Profile Image: Jessica P.
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Sitter Profile Image: Jessica P.
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8. Jessica P.

As a passionate dog lover!
Ocoee, FL, 34761
3.9 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$10
per walk
2 reviews

I have known Jessica now for almost a year. She has a 2-year-old Golden that may very well be the best dog on the world. She is extremely knowledgeable about animals and the care they need. She is very caring with a very nurturing mentality. We frequent the dog park together, and she will treat strangers' dogs as her own. she would be an amazing addition to Rover.

Availability updated 2 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Remy S.
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Sitter Profile Image: Remy S.
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9. Remy S.

Star Sitter
Here to make your life easier:)
Winter garden, FL, 34787
2.0 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5.0 out of 5 stars
76 reviews
17 repeat clients
Profile image

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.

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Nathan E.
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Sitter Profile Image: Nathan E.
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10. Nathan E.

Dedicated to Peace of Mind
Winter Garden, FL, 34787
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per walk
1 review

Nathan has always been a big assistance to myself and my family. Whether we are out of town for a short period of time or a slightly long absence. During our last cruise, he not only assisted with the dogs, but came over and took care of our reef aquarium, there’s very little he won’t do. He is flexible, professional And he will treat your animals like one of his own.

Availability updated 4 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Victoria D.
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Sitter Profile Image: Victoria D.
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11. Victoria D.

Trusted Fur Baby Bestie
Winter Garden, FL, 34787
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
9 reviews
Profile image

Victoria was terrific. She took great care of our dogs, communicated well and we felt at ease being away.

Availability updated today
Sitter Profile Image: Tim & Tess O.
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Sitter Profile Image: Tim & Tess O.
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12. Tim & Tess O.

Walk/run or sleepover for your pup
Ocoee, FL, 34761
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5.0 out of 5 stars
54 reviews
4 repeat clients

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.

Availability updated 10 days ago
Sitter Profile Image: Juan B.
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Sitter Profile Image: Juan B.
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13. Juan B.

Trusted Vet for Pet Sitting & Care
Winter garden, FL, 34787
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
3 reviews

Juan’s wife… As a veterinarian with over 15 years of experience, Juan has always been passionate about animals, and it shows in everything he does. Beyond his expertise in animal care, he's a compassionate and loving partner who treats every pet as if they were his own. Our family has witnessed firsthand how much he cares for animals, from administering medications to handling emergencies with calm and confidence. I see the trust and bond he builds with both pets and their owners, and I'm so proud of the dedication he brings to his work. He truly is a natural at caring for animals, and I'm thrilled to see him expanding his services in Florida.

Availability updated 11 days ago
Sitter Profile Image: Skylar D.
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Sitter Profile Image: Skylar D.
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14. Skylar D.

I'm dog's best friend.
Ocoee, FL, 34761
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients

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).

Availability updated 41 days ago
Sitter Profile Image: Kellie-Lynn R.
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Sitter Profile Image: Kellie-Lynn R.
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15. Kellie-Lynn R.

Star Sitter
While you’re away,let me sit & stay
Ocoee, FL, 34761
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
52 reviews
16 repeat clients
Profile image

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!

Availability updated 38 days ago
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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16. Hannah R.

Star Sitter
Everything your pet needs! Msg me!
Winter Garden, FL, 34787
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5.0 out of 5 stars
53 reviews
19 repeat clients
Profile image

Hannah is fantastic with my anxious pup! She was patient & slow so my dog could get used to her. Now my pup can’t wait to play ball & go on walks with Hannah! I’ll continue as a happy repeat customer 😁

Availability updated today
Sitter Profile Image: Imani Z.
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Sitter Profile Image: Imani Z.
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17. Imani Z.

Star Sitter
I care for your pets like family
Winter Garden, FL, 34787
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
Profile image

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

Availability updated 3 days ago
Sitter Profile Image: Olivia S.
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Sitter Profile Image: Olivia S.
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18. Olivia S.

Fun and trustworthy pet lover
Winter Garden, FL, 34787
1.3 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
16 reviews
6 repeat clients
Profile image

Olivia is fabulous! I love her enthusiasm in her drop ins and she is always so attentive to my dog and cat. 10/10!

Availability updated over 1 year ago
Sitter Profile Image: Michele B.
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Sitter Profile Image: Michele B.
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19. Michele B.

🐈 🐾 Pet’s Best Friend 🐾 🦜
Winter Garden, FL, 34787
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5.0 out of 5 stars
73 reviews
30 repeat clients
Profile image

Michele is fantastic with my dog. She does everything and then some when home visits and walks are required. My dog loves her a she has a strong connection with the pets she cares for. Highly recommend

Availability updated today
Sitter Profile Image: McKenzie R.
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Sitter Profile Image: McKenzie R.
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20. McKenzie R.

fun and enthusiastic animal lover
Winter Garden, FL, 34787
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
2 reviews

Kenzie is, above all, someone you can truly trust—and she has an incredible love for dogs. She doesn’t just stop by to check off a task; she genuinely cares for my dogs as if they were her own. She takes time to play with them, fluffs their beds, and ensures their toys are ready for fun. If there’s ever an accident, she cleans it up thoroughly and properly. I always appreciate the thoughtful texts she sends, complete with photos and updates about her visit. Kenzie goes above and beyond, giving me peace of mind and my dogs the care they deserve.

Availability updated 13 days ago

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