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

Over 3 pet parents in Windemere have booked dog walking
Windemere, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Shelby was so nice and helpful, she send me pictures about Pisco and treat him very well, and follow all my instructions to take care of him ✨ I’ll definitely call her again in the future if I need more help with my pup ! Thank you so much Shelby!”

“Christine was amazing! This was my first time using rover and I couldn’t be happier. She responded quickly and communicated well at every visit. She sent me pics of my pup on every walk and my mind was at ease knowing she was getting taken care of with lots of cuddles!”

About: With several years of experience in pet care, I've had the pleasure of working with a variety of breeds and temperaments. From energetic puppies to senior dogs, I understand the unique needs of each pet and tailor my care accordingly. My hands-on experience includes daily walks, feeding, administering medication, and providing lots of love and attention. Ensuring the well-being and happiness of every pet in my care is my top priority 🤗 Balancing pet care with my daily routine is a breeze because I prioritize my furry clients' needs. I schedule walks and visits around my flexible work hours, ensuring each pet gets the attention and exercise they deserve. Whether it's early morning strolls or evening playtime, I make sure to integrate pet care seamlessly into my day! As a lifelong animal lover and experienced pet care provider, I treat every pet as if they were my own, ensuring their safety and happiness with every walk and visit. Your furry family member will always be in caring and trustworthy hands with me 🐾
About: I've cared for dogs my entire life as an owner. Ive had small dogs, terriers, and their strong will and playfulness to large dogs, ie German Shepard, and their willfulness and loyalty. I love them all and understand how to build trust with a pet. Ive also become a cat owner to tow boys bringing our home pack to 2 dogs and 2 cats. Currently I have a flexible schedule for drop ins during the day or evening. I am glad to feed them, play, and take out for breaks. Available any day except Sundays. Our home has invisible fence and our dogs are trained to remain in the years. We have also had fenced yards in the past. I can and do walk smaller dogs.
“Emily arrived on time and was so friendly and warm greeting Sadie. She definitely provided Sadie a great walk and rewarding experience. I would definitely use Emily again?”

“Casey showed good reviews on Rover! I am happy to reinforce those reviews. Casey is a personable, knowledgeable, kind and caring person about dogs. She has had the privelidge of caring for my special friend because she has earned it and deserves high accolades. I am grateful for Casey in caring for my beloved Labrador. you can't go wrong with her care.”

“Lina is amazing!!! She treats our pup like he's her family. He had poop stuck in his fur, and she worked so hard to get it out!!! We love Lina!!! She is so special!!!”

“Curtis has been walking our puppy for a few months now, she is always excited to see him. We appreciate his notes that capture our little girls personality and his flexibility to accommodate our changing schedule. Would highly recommend!”

“Shannon was prompt, kind, professional, and competent. She listened to the complicated care information well and handled things great while I wasn’t even in person with her. Will book again!”

About: I’ve taken care of dogs since I was 11 and love animals of every kind. Along with taking care of my family's pets, I have had training to become a certified babysitter for guide dogs for the visually impaired. I’m currently working part time Monday through Friday remotely, so I'll have plenty of time to play with your pets! I only work in the mornings, so afternoons or early morning walks or visits are ideal. I’m available for check-ins, walks, and boardings on weekends, and weekdays after 2pm and all day Mondays and Thursdays. I’ve grown up with dogs and am an animal lover at heart so caring for pets in my home or yours comes easily to me. To ensure your pet gets the care they need I will ensure to take them outside for plenty of potty breaks and walks, and lots of snuggle time when we're inside. I’ll also make sure to check-in with their individual feeding requirements and schedule based on your instructions.
“In the short time that Elise helped me with my dog she was very responsible and truly helpful. She was always very communicative and very positive. I will definitely look for her again. Very reliable!”

About: I have 3 dogs of my own varying in breeds, ages and sizes and I’ve taken care of neighbors, friends, and families dogs of every kind since i was 10! I’m currently enrolled in classes at a University so I have a lot of free time around my classes to take care of your dogs part-time! My schedule can be flexible! I have 3 dogs which I care for, so I’m ready to play with your pups and give them the attention they need, and care for older dogs who need more calm attentive care!
About: With 8 years of pet-sitting experience, I've cared for animals of all ages, sizes, and personalities! From energetic dogs who love long walks and playtime to senior pets who prefer a slower pace, I understand that every animal has their own unique needs. I have experience caring for multi-pet households, including dogs, cats, and small animals. I'm comfortable managing different feeding schedules, exercise routines, and daily responsibilities. I also have hands-on experience administering medications to both dogs and cats, including oral medications, eye drops, and topical creams or ointments. I understand how important it is to follow medication instructions carefully and keep pets comfortable throughout the process. Whether you need a drop-in visit, a walk, or overnight care, my goal is to maintain your pet's usual routine while giving them the attention and affection they deserve. I know how much trust it takes to leave your pets in someone else's care, so I prioritize communication, reliability, and regular photo updates. I treat every pet with the same patience, kindness, and care I'd want for my own! I offer flexible scheduling for drop-in visits, dog walking, and overnight house sitting in your home. I understand that every pet has their own routine, and I do my best to accommodate their usual feeding times, bathroom breaks, exercise, and daily activities. Whether your dog needs a midday walk, your cat needs some company while you're away, or your pets need overnight care, I'm happy to discuss their schedules and individual needs ahead of time. My priority is providing consistent, dependable care that works for both you and your pets! Your pet's safety, comfort, and well-being are always my top priorities! I provide care in your home, where your pets can stay comfortable in a familiar environment and maintain their normal routines. I carefully follow instructions for feeding, medications, exercise, and any special care requirements. I have experience administering oral medications, eye drops, and topical treatments to both dogs and cats, and I always prioritize patience and gentle handling. I'm also attentive to securing doors, gates, and leashes, monitoring pets for unusual behavior, and keeping their environment clean and safe. Whether I'm visiting for a walk, stopping by for daily care, or staying overnight, I'll treat your home with respect and provide regular updates so you know your pets are safe, happy, and well cared for!
About: The care I give is very loving. I have taken care of many friends and families pets including at home care and drop-ins about 3 or more times a day. I currently own my own cat who is very loving and playful and I love her so much. I care for all the animals I look after as they were my own. I’ve been around cats and dogs since I was a little kid and always thought they were so special. I am very flexible with times you’re pets will be needed to be taken care of and I am more than willing to take them on walks and stop in to check on them more than 4 times a day to reassure you that your pet is in great hands! I am up very early and have a very flexible mid day break, I also am available during the afternoon and all weekends as well. I care for them just the same as any other day. I want to try and keep their schedule as normal as possible for them.
“Alyssa was able to accommodate my last minute booking request and was great with communication before and during service. My dog is highly anxious and she did wonderful with her! She took the time to ask questions and get to know her and what she needed.”

About: I bring a combination of reliability, experience, and genuine love for animals that sets me apart from other sitters. I have experience caring for pets of all ages, from energetic puppies and kittens to senior pets with special needs. I am trained in providing medication administration, gentle handling for anxious pets, and creating structured routines to keep pets happy and healthy. My attention to detail ensures that every pet receives individualized care, and I communicate regularly with owners to give updates and peace of mind. Whether it’s playtime, training support, or senior pet care, I tailor my approach to meet each animal’s unique needs. I work full-time during the weekdays, but I am available evenings and on weekends to provide care for your pets. During these times, I dedicate focused attention to feeding, exercise, playtime, and companionship. I can follow your pet’s specific routines and make sure they receive the care and interaction they need while maintaining a structured schedule that keeps them happy and comfortable. When caring for pets in my home, I provide a safe, clean, and comfortable environment where pets can feel relaxed and happy. I follow feeding schedules, administer medications if needed, engage in playtime and exercise, and offer plenty of affection and attention. When caring for pets in the client’s home, I treat the space and pets with respect, following all owner instructions carefully. I maintain routines as directed, ensure pets have fresh water and food, and provide companionship and exercise. I also keep the owner updated with regular messages or photos, so they feel confident their pets are safe and well-cared for while they’re away.
The median cost per walk for dog walking in Windemere is $20
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Windemere
Select a filter and find qualifying sitters offering dog walking.Sitters in Windemere average 4 repeat dog walking clients
FAQs for Dog Walking - Windemere
Frequently asked questions about Rover
The average cost of Dog Walking in Windemere is $27 per walk as of October 2026. Most bookings cost between $9 and $27 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 4,634 sitters on Rover offering Dog Walking across Windemere. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Windemere. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Windemere after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
Yes, you can find walkers who have experience with handling special pet needs in Windemere. On Rover:
- 89% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.



