Dog Walkers in Windermere, FL
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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Top rated Windermere dog walkers
“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.”
“Lena is an amazing companion for your family members! She is empathetic, caring & compassionate when it comes to your furry-family & goes the extra mile to make sure it is a wonderful experience for all involved. I can’t thank her enough for being patient with us & giving me peace of mind to know Kush will have someone who genuinely cares, taking care of him. 💯% Recommended ✅👍 #LenaIsTheBest”
About: I’ve taken care of pets of all shapes and sizes since I was 10 years old. Animal lover who is reliable, trusted, available, and will treat your pets like his own family. I am a tour manager who is currently between tours. I am free to take care of your pet anytime Monday thru Friday, as I am free and available. I have a fenced yard to keep your fur baby safe in my home. I am comfortable with keeping your pet crated if required. If I need to visit your home, just leave me a detailed set of instructions and I will make sure to follow and give your pet the best care possible.
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.
About: I love animals and spending time with them! I have helped family and friends with their cats and dogs! I have experience in house visits and playing with animals. I have availability Tuesday through Friday, but might also be able to help in weekends depending on my work schedule. I’d love the chance to meet you and your furry friends! I have a cat, and he is my little buddy. He loves to be mischievous, and he keeps me on my toes! I’d love to help your furry friend at your home and keep them busy while you’re away!
“Mariluz is absolutely amazing! The moment she saw Chewbacca, she greeted him as if they knew each other for years! She is very attentive, and provide you with pictures and updates on their walks. She is also very understanding, I work from home and at times, we have an announced meetings. I had to reach out to her and she quickly rescheduled. It shows the amount of love and dedication she has for her job! So glad she came into our lives! Chewbacca absolutely loves her!! 😊”
About: Hello, My name is Journey :) I am home full time and located in Windermere. (Disney/ Universal area, Orlando Outskirts) USE CODE: JOURNF48399 for $20 off of your FIRST booking with Rover! With the help of Fernando, our friendly doggies, HUGE fenced in back yard, open availability/ extremely flexible schedule, and calm neighborhood, our home is the perfect place for your pet to stay while you are away! We are BACK in business! Currently accepting new clients and available for boarding as well as many other services :) Check out pictures on my profile to view all of the lovely stays we have had and friendships that have been made. A little bit about my experience with doggies! I adore spending time with and caring for animals. Especially doggies! I have provided the utmost compassionate care and supervision for pets in many situations and households. I have been using Rover for almost a year now! It has been such a pleasure to earn an income by caring for such lovely doggies. I love that with our large fenced in back yard, I can provide a safe environment for the doggies to play while I keep a close eye on them. It’s such a delight to watch the doggies make new friends and play until they can’t anymore. Growing up, my home was also a home to four doggies who each received so much love. One of which still lives with me. My best friend of 14 years, my Angel baby. She is quite the verbose dog so over our time together I have learned that barks are words! Such as her telling me when she needs to potty. I implement personal care plans for each pets unique needs (in accordance to their typical routine of course) keeping in mind pets may vary upon: diet, exercise routine, breed, and the anxiety that comes with being away from their best friend. I am here to make sure you and gour precious pooch (or cat) does not fret while you are away! I have experience with grooming tasks such as: bathing, brushing, nail trimming, and maintaining pets hygiene along with appearance to high standards. Which are a few services I am more than happy to provide for free upon your request! I am currently in college and my classes are fully online so I will be home all day long, comforting your little buddy. My neighborhood does not have any through traffic so it is perfect for walks and my fenced in back yard is an excellent place for them to get lots of energy out while we play! If your pooch prefers to relax I can easily accommodate to that as well. My schedule is extremely flexible as I am taking my college courses entirely online. I am home 24/7 with my two doggies, Angel and Mia. We spend all day together so they receive a lot of attention, as will your best friend ! As I mentioned before, our home and neighborhood is an excellent environment for our furry friends. With my fenced in back yard for endless playtime, street with no through traffic for safe walks, and me being home all day for good company, your pet is in great hands.
About: I have looked after dogs and cats practically all my life. I have no problem at all administering medication, sending pics to you and so on. Mainly evenings and weekends, but can be flexible and offer pretty much anytime. Let me know what you need please, and I will accommodate if at all possible! I am near the Dr. Phillips dog park for walks. There is also a park in my development I can take pooches to anytime I want.
About: I have taken care of family and friends animals for the last 15 years, at least! I have experience in lovingly watching, walking, relaxing with, and bathing dogs. I have a diverse life style, making me perfect for super active dogs and super lazy dogs, willing to do whatever they need! I currently work part time at Disney and my schedule varies week to week, mostly in the evenings. I will find time for your pets any day of the week! If you have a 9-5 I would be a great fit to walk and hang with your pets while you're gone. Caring for your pets would be a priority to my day to day! I want to care for your dog the way you do. I listen to what they need and take care of them however you need!
“Erika and Damian take great care of my two dogs on their daily walks. They take amazing photos on their daily adventures and are able to accommodate my without issue. Definitely recommend this pair :)”
About: I have had a lot of experience with animals. I volunteered at the Indianapolis Humane Society where I got to take care of the dogs and walk them. I also volunteered at the Indianapolis Zoo working in animal care. I made diets for the animals and cleaned exhibits that were needed. I worked at Best Friends pet care in Carmel, IN. I maintained the facility and fed the dogs while also monitoring play time for the pups. I hope you would consider me to hang out with your pup because I make sure the dogs are my number one priority. I have two golden retrievers myself and I know how much a dog can mean to an owner. I treat every dog like they are my own. I am pretty available. I am able to come over for a little bit or sleep over whatever is easier for you and comfortable for you. I have two Golden Retrievers at my family home. many of my former coworkers ask me to watch their animals. I work hybrid! I’m able to walk animals during my breaks or before or after work. I do not allow animals in my house due to my cat. I care for the animal like I do with any animal. With love and respect. I take care of them as the owner would like.
About: Hi! I'm Jen. I have 2 years experience working in a pet daycare and vet setting. I have also volunteered with the SPCA in Orlando FL. I've had roles from administrative to pet care. I have raised two dogs of my own and have a new puppy addition to our family. I have experience with small and large dogs from my Pomeranian (Gracie) to my Lab mixes (Penny and Leia). They each have their own sweet personality. I am willing to try to work with any temperament as long as your pup is comfortable. I love to make your pup feel comfortable and like family. I look forward to getting to know your fur baby. Thank you! Please message with any questions you may have! I currently work part-time for Disney. I would love to care for your fur babies in between my work days. I have time to be attentive to your pets needs. I currently live in a townhome with a safe neighborhood for long scenic walks and there is a clean pet park across the street from us.
Loving dog walkers in your neighborhood
Search Results
Jenn H.Star Sitter
“Jenn works around my crazy schedule and is sometimes able to come at times different than when I originally booked. !”
Alyssa M.
“I'm starting to think my dog loves Alyssa more than me!”
Jamie L.Star Sitter
“Great communication and took great care of our dog! Thank you Jamie. Highly recommend and will use again.”
Reece L.Star Sitter
“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.”
Darryl W.
“My dog Nami took to Darryl right away and she came back so happy from her walk!”
Hannah M.
“I can just tell me fur baby was so excited for her walk with Hannah! Highly recommend :)”
Lena H.
“Lena is an amazing companion for your family members! She is empathetic, caring & compassionate when it comes to your furry-family & goes the extra mile to make sure it is a wonderful experience for all involved. I can’t thank her enough for being patient with us & giving me peace of mind to know Kush will have someone who genuinely cares, taking care of him. 💯% Recommended ✅👍 #LenaIsTheBest”
Ivan C.
“Ivan was amazing with my pets and has been so reliable… he has been super helpful and gone above and beyond for us. I would recommend him to anyone.”
Elizabeth R.
“I have known Elizabeth for over 14 years. Shes cared for all of my animals. Very responsible n reliable. From planned trips to on spur of the moment to help if i couldn't get home in time... i highly recommend and trust her whole heartedly!!!”
Shelley R.
“Shelley loves animals. She has helped take care of our cats and dogs many times. She is prompt and responsible and would make an excellent pet sitter. I would highly recommend Shelley to care for your pet.”
Mariluz G.Star Sitter
“Mariluz is absolutely amazing! The moment she saw Chewbacca, she greeted him as if they knew each other for years! She is very attentive, and provide you with pictures and updates on their walks. She is also very understanding, I work from home and at times, we have an announced meetings. I had to reach out to her and she quickly rescheduled. It shows the amount of love and dedication she has for her job! So glad she came into our lives! Chewbacca absolutely loves her!! 😊”
Journey F.Star Sitter
About: Hello, My name is Journey :) I am home full time and located in Windermere. (Disney/ Universal area, Orlando Outskirts) USE CODE: JOURNF48399 for $20 off of your FIRST booking with Rover! With the help of Fernando, our friendly doggies, HUGE fenced in back yard, open availability/ extremely flexible schedule, and calm neighborhood, our home is the perfect place for your pet to stay while you are away! We are BACK in business! Currently accepting new clients and available for boarding as well as many other services :) Check out pictures on my profile to view all of the lovely stays we have had and friendships that have been made. A little bit about my experience with doggies! I adore spending time with and caring for animals. Especially doggies! I have provided the utmost compassionate care and supervision for pets in many situations and households. I have been using Rover for almost a year now! It has been such a pleasure to earn an income by caring for such lovely doggies. I love that with our large fenced in back yard, I can provide a safe environment for the doggies to play while I keep a close eye on them. It’s such a delight to watch the doggies make new friends and play until they can’t anymore. Growing up, my home was also a home to four doggies who each received so much love. One of which still lives with me. My best friend of 14 years, my Angel baby. She is quite the verbose dog so over our time together I have learned that barks are words! Such as her telling me when she needs to potty. I implement personal care plans for each pets unique needs (in accordance to their typical routine of course) keeping in mind pets may vary upon: diet, exercise routine, breed, and the anxiety that comes with being away from their best friend. I am here to make sure you and gour precious pooch (or cat) does not fret while you are away! I have experience with grooming tasks such as: bathing, brushing, nail trimming, and maintaining pets hygiene along with appearance to high standards. Which are a few services I am more than happy to provide for free upon your request! I am currently in college and my classes are fully online so I will be home all day long, comforting your little buddy. My neighborhood does not have any through traffic so it is perfect for walks and my fenced in back yard is an excellent place for them to get lots of energy out while we play! If your pooch prefers to relax I can easily accommodate to that as well. My schedule is extremely flexible as I am taking my college courses entirely online. I am home 24/7 with my two doggies, Angel and Mia. We spend all day together so they receive a lot of attention, as will your best friend ! As I mentioned before, our home and neighborhood is an excellent environment for our furry friends. With my fenced in back yard for endless playtime, street with no through traffic for safe walks, and me being home all day for good company, your pet is in great hands.
Hailey M.Star Sitter
“Thanks again, Hailey! Could not thank you enough for taking care of our little old baby 🙏🏽”
Nikki W.
“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.”
Lena C.
“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!”
MARK B.
“Mark does an amazing job with Mo especially in the heat. He is very aware of the health of my pup and makes sure he is hydrated on these very hot days.”
Corisa S.
About: I have taken care of family and friends animals for the last 15 years, at least! I have experience in lovingly watching, walking, relaxing with, and bathing dogs. I have a diverse life style, making me perfect for super active dogs and super lazy dogs, willing to do whatever they need! I currently work part time at Disney and my schedule varies week to week, mostly in the evenings. I will find time for your pets any day of the week! If you have a 9-5 I would be a great fit to walk and hang with your pets while you're gone. Caring for your pets would be a priority to my day to day! I want to care for your dog the way you do. I listen to what they need and take care of them however you need!
Erika M.
“Erika and Damian take great care of my two dogs on their daily walks. They take amazing photos on their daily adventures and are able to accommodate my without issue. Definitely recommend this pair :)”
Hailey H.
“Hailey is a god-send to us and our two golden doodles—Rudy (7) and Rex (5). Hailey began sitting and training each of our dogs when they were just pups. She is loving, patient, and fun. Our dogs get so excited the minute they see her. She plays with them—throwing a frisbee or tennis ball, taking them for walks and just “hanging out” at the house. She knows well the ins and outs of caring for dogs. I would trust no one more than Hailey with my fur babies.”
Jennifer D.
“I'm blessed and proud to be the Mom of Jennifer, who is a caring and loving person. Her caring heart lead her to become a mental health counselor. She's had many years of growing up with our furry family members who brought joy to her and vice versa. She also carried that love for animals to her own home. I believe she would be a wonderful addition to the Rover family to spread happiness and love. 🐾❤️ Sincerely Loretta Fowler”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Windermere on Rover as of Aug 2025 was about $18 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, there are 4,832 dog walkers in Windermere. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Windermere dog walkers respond in under an hour.
Dog walkers in Windermere have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Windermere.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 4,832 dog walkers in Windermere on Rover, so you’re sure to find the perfect match for your dog! In Windermere, 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
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