Dog Walkers in Windermere, FL

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Dana Z.
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Sitter Profile Image: Dana Z.
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1. Dana Z.

Rover 101
I love dogs with ENERGY!
Orlando, FL, 32821
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
210 reviews
91 repeat clients
from
$19
per walk

Dana is absolutely wonderful. Our dogs LOVE her and their time together on walks. She is very communicative, takes great care of them as if they were her own, and listens to any instructions I may have about their care. She takes plenty of pics and gives tons of love. She makes sure that they have fresh water after every walk and if my skittish dog is in his kennel when she arrives because we are not there, she makes sure to out him back in after some loving. I can’t say enough good things about her and the care and live she puts into watching and taking care of others pets. Thank you, Dana!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Eboni D.
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Sitter Profile Image: Eboni D.
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2. Eboni D.

Rover 101
Safe Haven for Your Animals
Ocoee, FL, 34761
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
65 reviews
30 repeat clients
from
$25
per walk

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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Sitter Profile Image: Tathyana  F.
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Sitter Profile Image: Tathyana  F.
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3. Tathyana F.

Pets Care Inn
Windermere, FL, 34786
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
18 repeat clients
from
$15
per walk

Sadie loves Tathyana and we loved getting the pics and videos while we were away!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: MARK B.
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Sitter Profile Image: MARK B.
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4. MARK B.

For great pet care, and Exercise
Windermere, FL, 34786
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
79 reviews
35 repeat clients
from
$20
per walk

I highly recommend Mark. He is amazing with my not-so-easy to walk fur baby. He gave great feedback and made me feel comfortable that my dog was in the best care. I loved all the pictures he sent. Also, this is the first time I used Rover and Mark was very knowledgeable and helped me through the process.

Sitter Profile Image: Claire G.
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Sitter Profile Image: Claire G.
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5. Claire G.

Near downtown Winter Garden!
Windermere, FL, 34786
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$18
per walk

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alejandra Z.
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Sitter Profile Image: Alejandra Z.
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6. Alejandra Z.

Full time dog lover🐾
Windermere, FL, 34786
5.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$14
per walk

Alejandra was great from day 1. Very flexible which is perfect for my me. Goes above and beyond to make sure my pup is taken care of. Would 100% recommend to anyone in need of a dog walker

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nancy K.
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Sitter Profile Image: Nancy K.
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7. Nancy K.

Lots of flexibility and pet lover!
Windermere, FL, 34786
1.8 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$16
per walk

Nancy is amazing!! We were so nervous to leave our dog, Duck, with anyone at first, but Nancy quickly calmed our fears. Duck loves his walks with her and we know he is in good hands!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: chrys w.
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Sitter Profile Image: chrys w.
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8. chrys w.

Providing love to fur babies
Winter garden, FL, 34787
5.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$15
per walk

Chrys was amazing with my senior dog Henry. I will definitely ask her to walk him again in the future.

Sitter Profile Image: Samantha F.
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Sitter Profile Image: Samantha F.
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9. Samantha F.

Happy and fun pet lover!
Ocoee, FL, 34761
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
68 reviews
30 repeat clients
from
$20
per walk

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Caitlin & Jamie B.
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Sitter Profile Image: Caitlin & Jamie B.
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10. Caitlin & Jamie B.

TWO background checked sitters!
Winter Garden, FL, 34787
4.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
10 repeat clients
from
$14
per walk

We couldn’t be more lucky to have found Caitlin and Jamie. They take pride in their work and most importantly, they are wonderful with our pups.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bonnie B.
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Sitter Profile Image: Bonnie B.
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11. Bonnie B.

Rover 101
Looking For A Reliable Sitter?
Metro West, orlando, FL, 32835
4.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
478 reviews
174 repeat clients
from
$20
per walk

Our first time hiring Bonnie, and we felt extremely comfortable that our buddy was in good hands. We look forward to working with her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabriella M.
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Sitter Profile Image: Gabriella M.
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12. Gabriella M.

Cozy home
winter garden, FL, 34787
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$10
per walk

About: Hello! My name is Gabriella, I'm 24 years old, and I'm a mother to a 1-and-a-half-year-old who currently attends daycare. Additionally, we are part of a family that includes a 4-year-old male neutered German Spitz, who gets along well with other animals. Although I didn't complete my Veterinary Medicine degree in Brazil due to a move to Orlando, I supplemented my knowledge with a dog training course, completed under the guidance of the renowned Brazilian expert Perdigão. I trained my Spitz from 4 months old, and he is now an obedient companion. With my experience and dedication, I can assure you that your pet will be in excellent hands, in a family-oriented and Christian environment, treated as an integral part of the family. I offer various recreational activities to ensure your pet doesn't get bored during their stay. Throughout the entire period, I promise to send photos and videos so you can keep up with your little friend. Additionally, I am available for calls at any time. As a mother, I understand how concerned we get about our little ones, so rest assured! I hope we can meet soon and provide your pet with all the love and care they deserve! I don't work and I stay at home all day, every day of the week. My time is 100% dedicated to entertaining and doing activities. I live in a ground floor apartment, with a balcony and screens. In addition, I have my 4-year-old German Spitz, who is trained and used to cats and other dogs.

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Sitter Profile Image: Nikki W.
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Sitter Profile Image: Nikki W.
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13. Nikki W.

Trustworthy and Reliable
Orlando, FL, 32836
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$20
per walk

Nikki is a huge animal lover and always goes out of her way to provide care for both my dog and my dog. I trust her implicitly with my pets.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rachel T.
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Sitter Profile Image: Rachel T.
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14. Rachel T.

Experienced doggie walker :)
Winter garden, FL, 34787
4.0 mi. away
Drop-In Visits, Dog Walking
6 reviews
from
$15
per walk

Rachel is fantastic and took such good care of Duchess! She's professional, caring, and attentive to every detail. She sends me lots of updates which I really appreciate. My dog adores her, and we both trust her completely. Her reliability and communication are top-notch. I highly recommend her services!"

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ava A.
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Sitter Profile Image: Ava A.
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15. Ava A.

Sincere and honest care for pets!
Orlando, FL, 32836
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
17 repeat clients
from
$18
per walk

Ava is a loving professional, she’s always early and goes above and beyond every walk and visit. It is hard to find a reliable sitter and we trust her with our pets and home. We highly recommend her! Thank you Ava!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Adam C.
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Sitter Profile Image: Adam C.
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16. Adam C.

We are all living in a dogs world
Orlando, FL, 32819
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$15
per walk

Amazing ! My dog already loves him!!! Great communication and very trustworthy!

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Sitter Profile Image: Taryn N.
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Sitter Profile Image: Taryn N.
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17. Taryn N.

Worry free pet care!
ORLANDO, FL, 32819
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$15
per walk

I can't recommend Taryn highly enough for any and all dog walking and watching services. She's not only incredibly skilled with handling all types of dogs, including the more challenging ones, but she also has the biggest heart and treats each and every pup she works with as her own. I trust her implicitly with my fur babies, and I wouldn't hesitate to leave any of my kiddos with her. She goes above and beyond to ensure the well-being and happiness of every dog in her care. If you're looking for someone who is not only skilled but also compassionate and trustworthy, look no further than [Name].

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Delainie G.
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Sitter Profile Image: Delainie G.
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18. Delainie G.

I love my fur babies.
Orlando, FL, 32835
4.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$15
per walk

Delainie is amazing with dogs! She loves them all as her own. She is responsible and has the experience to handle any situation that arises. She is also kind and empathetic. I trust Delainie completely to care for my four dogs and that’s saying a lot because there are not many I trust with my four best friends.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Naif A.
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Sitter Profile Image: Naif A.
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19. Naif A.

Universal area Dog Brother!
Orlando, FL, 32835
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
13 repeat clients
from
$15
per walk

We can't speak highly enough about Naif's compromise with our baby Odi. We scheduled him for walks. He was very organized about the walks and his availability. We spoke about our needs along the walks and he helped us feel comfortable and at ease. Very communicative which we always appreciate. Thank you Naif!

Sitter Profile Image: Danielle H.
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Sitter Profile Image: Danielle H.
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20. Danielle H.

Pet parent ready to care for yours!
Ocoee, FL, 34761
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
12 repeat clients
from
$16
per walk

Danielle is a great dog walker! She’s always on time, has great attention to detail, and follows all my instructions. I would trust her to walk and care for my dogs any time!

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Windermere Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Windermere are rated on average 5 out of 5 stars based on 186 reviews.

Rover also offers Dog Walking in:

Rover also offers other services in Windermere:


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!

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.

And even better: the price of dog walking in Windermere, FL might not be as much as you thought. Whatever your price range, you'll find a dog walker on Rover for almost any budget. Interested in finding out what the typical Rover dog walker expects as a dog walking fee? Visit our average dog walking rates to see the general fees before checking out an individual dog walker's rates.

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.

Need to find a dog walker near Windermere, FL? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Windermere walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Windermere, FL to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

In other words, when you use Rover to find Windermere dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Dog Walking