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.
“Alicia did a phenomenal job! She was very communicative, punctual, professional, and took some great photos of our dog on his walk. We will definitely be requesting her services in the future. We were happy that Jett did all his tricks and commands for her 😀”

About: I am an enthusiastic and active animal lover with over 20 years experience. We live across from the Loch Raven reservoir within walking distance of many hiking trails. We enjoy playing with our pets in our fenced in backyard as well as taking nature hikes on the many trails across from us. Growing up, we had a dog and two cats. Currently, I delight in taking care of our 10 year old cat and 3 year old dog! I love being active with animals and walking them. Our house and yard are very pet friendly! I also am comfortable with admin of needed meds and grooming. The pets who stay with us are welcomed as part of the family. For boarding, we can accommodate one dog per night. We do not board cats. We have a fenced in backyard with about an acre of land. We have a 3 year old dog who is friendly. We have a shy 10 year old cat who will hide from other animals that she doesn’t know. We have hens, but they are fenced in completely.
About: I love all animals. I think they are truly such gifts to the world. My experience ranges from puppies and kittens to more senior dogs. One of my regular clients has a dog that requires a little more TLC as he has thyroid and eye issues that require specific medication. I like to ensure all animals are well-loved, cared for, and have all of their needs met. I'm currently a freelancer that can work from anywhere, so I have tons of free time to ensure all pets are well-loved and cared for! I like to thoroughly discuss with my clients what their normal routine with their pets are. Are they allowed on the couch? How often do you go on walks? Dietary restrictions? How often are they fed and how much? Any medications I need to account for? Vet information for emergencies? Etc. Once I've taken all of that information into account, I'll apply all of it during my time with the pets and also supply them with all of the love and attention they could possibly need.
About: My parents got our 1st dog when I was only in Kindergarten and we grew up side by side, which is why I love dogs! Consequently, I started pet sitting about 15 years ago when I was still in high school. Taking care of my friends' and neighbors' pets helped me raise money for summer service trips. During college and into my adulthood, I cared for our family dogs as they grew old and more needy. Through the years, I have gotten to know many cute fur babies and I would love to meet yours! **Unfortunately, due to a cat allergy, I am not able to accept cat sitting requests.** I am substitute teacher on summer vacation, so my schedule is generally open. I am plenty available to spend some quality time with your pets while you're away! Please let me know if your dog is afraid of any particular people, animals, or inanimate objects i.e.( men, thunderstorms, vacuums). I will always have your dog leashed as we take walks. If your dog also uses a harness, I am happy to accommodate that as well. Sadly, if you also have cats in your home, I cannot provide you with my services due to a cat allergy. **Unfortunately, due to a cat allergy, I am not able to accept cat sitting requests.**
“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've been around animals my entire life and have always had both dogs and cats growing up. Caring for pets has always been a natural part of my daily life, and I truly enjoy spending time with them. Over the years, I've regularly dog sat and walked my neighbor's dog as well as friends' dogs. Through word of mouth, they've recommended me to other families, and I've had the opportunity to provide drop-in visits, feeding, walks, playtime, and companionship for their pets while they're at work or away. As an elementary school teacher, I'm dependable, patient, and responsible. I understand the importance of routines, paying attention to details, and making sure every pet feels safe, comfortable, and loved while their owners are away. I treat every pet like they're my own and always strive to provide reliable, compassionate care. During the summer, I have a very flexible schedule and am available for morning, afternoon, evening, and weekend pet care. During the school year, as an elementary school teacher, my availability is primarily on weekends, with occasional availability during school breaks and holidays. I always make time to provide reliable, attentive care and ensure each pet receives the love, exercise, and attention they deserve. Your pet's safety and well-being are my top priorities. I take the time to learn each pet's routine, personality, and any special needs before every visit. I carefully follow all instructions for feeding, walks, medications, and any household rules to keep your pet comfortable and maintain their normal routine. When caring for pets in a client's home, I treat both the pets and the home with the utmost respect. I make sure doors, gates, and leashes are secure, provide plenty of love, playtime, and exercise, and can send photo and text updates if wanted so you can have peace of mind while you're away. My goal is for your pet to feel safe, happy, and well cared for until you return.
“I had the pleasure of hiring Heather for daily drop-in visit's and I honestly can't say enough good things. She is incredibly reliable, kind, and truly cares about my dog like he was hers. Maverick gets so excited every time I leave for work and tell him that Heather will coming to see him—it’s clear to me just how much trust and affection has built up between them in such a short time! Communication is excellent, with regular report card updates and fun photos from their outings. It's such a relief knowing someone so responsible is helping care for my fur baby . If you're looking for someone trustworthy, professional, and genuinely passionate about animals, I wholeheartedly recommend Heather!”
“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!”

“Brian was great! Super punctual and a true dog lover who was more than willing and able to handle some extra accommodations for our senior dog. Would highly recommend and will definitely be using him again!”

About: I’ve taken care of dogs, both drop in and overnight visits, for two years now. I’ve dealt with small and large dogs and know how to handle them. I’ve grown up with multiple dogs in one house and know the different needs each dog requires! I am currently on break for summer from college so I am available anytime throughout the week and weekends. If you are booking day of please be aware I may have other arrangements but for the most part I should be free. Any rules and information I need are required before I enter the home. And for non emergency appointments a meeting with the dog and you present is preferred.

About: I’ve been surrounded by animal since I was a baby! Growing up, I was always asked if I lived on a farm because of all the pets we had (I did not, but it felt like one). This includes large and small dogs, cats, goats, bunnies, guinea pigs, ducks, guinea hens, snakes, a turtle, and fish. Being surrounded by all these animals while growing up has made caring for animals come naturally to me. Currently, I do not have any pets where I live, but I still consider my two cats and a large yellow English lab as my pets! Although I am new to Rover, I have years of experience of pet sitting various types of animals of all ages. I am comfortable with all types of dogs and am very active, so I would make sure to spend plenty of quality time taking them on long walks or when stopping in for a visit :) I also love spending time with cats and other animals, so I would always be free for a drop in! I am currently a nursing student on summer break, so I am free for drop-ins and walks whenever needed, and am very flexible to last-minute requests. I am available mostly during the weekdays at any time, and some weekends as well. When in your home, I will follow your normal routine with your pet closely to make sure they feel comfortable and loved, whether that is long walks around the neighborhood/on a trail, visits to the park, special treats, or anything else they might enjoy.
About: I have several years of experience providing dependable and compassionate pet care for dogs of all sizes, breeds, and personalities. I have cared for both small and large adult dogs through regular walks, drop-in visits, and pet sitting, ensuring they receive the exercise, attention, and care they need. I am comfortable handling energetic, strong dogs as well as senior dogs that require a gentler approach. My priority is always the safety, happiness, and well-being of every dog, and I treat each pet with the same love and care I would give my own. I am currently working part-time so I have plenty of time to check in on pets. Prefer morning walks and late afternoon walks.Have an open schedule. When caring for pets in clients’ homes, I make sure they stay comfortable by following their regular routines. I provide fresh food and water, take dogs on walks, let them outside for bathroom breaks, clean up after them, administer medication if instructed, and spend quality time playing with and comforting them. I also keep the home clean and secure by bringing in mail or packages if requested, watering plants, and ensuring doors and gates are locked before leaving. My goal is to give pet owners peace of mind by providing reliable, attentive, and loving care while they are away.
About: I’m currently training to be a therapist so I have a keen sense for emotions… pets included! I’ve dog sat for family numerous times and am hoping to branch out. I love being around animals, am a very easy guest, and will happily send you any pictures of your pets! I have class 1-9pm on Monday and Wednesday but am mostly free otherwise! I get up early to swim twice a week (Fri and Sat), but can go straight back if needed. I don’t do much, so I’m pretty open! I’m willing to do whatever I can to help the pet feel safe and welcomed. Whether they want to play, rest, eat, or walk, I’m happy to help them out!
About: I have taken care of all different types of dogs for varying amounts of time and looking forward to taking care of many more ! As a college student, I’m hoping to take care of your furry friend over breaks and weekends here and there when I am free ! I love a schedule and organization so if you give me instructions, I am all over that! I will try my hardest to stick to your dog’s routine!

About: I enjoy getting to know dogs and them getting to know me, becoming trusted friends. I grew up with dogs having bred Bassett Hounds as a kid with my father and have had dogs all my life. I even turned my wife into a dog lover. We now have an eight year rescued mix breed and often care for our adult children's dogs in our home. I also go to their homes every day to walk them and let them out. Your dog will love playing with me and walking with me as I really engage with them well and treat every outing as a adventure. I can't wait to meet your dog/s and begin a trusted relationship with them as with explore, play and walk.
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.
Meet local walkers who will treat your dogs like family

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 near you
Select a filter and find qualifying Windemere sitters!Sitters in Windemere average 4 repeat dog walking clients
FAQs for Dog Walking - Windemere
Frequently asked questions about Rover
The average cost for Dog Walking in Windemere on Rover is $26.64 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of July 2026, there are 4,886 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Windemere.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Windemere. On Rover:
- 93% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 97% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.





