Dog Walkers in Windemere, MD
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windemere dog walkers
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: 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.**
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 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: I have had dogs and cats my whole life, multiple breeds all sizes. I often grt to know the neighborhood animals as well, never enough animals to love. I currently have 2 dogs and 3 cats. I currently work a hybrid schedule between office and home, often early in the morning til 3pm but its flexible. I have a teen and a 8 year old. I used to have a fenced in yard however I now do not, I often walk my two dogs 60lbs each together, my dogs are couch potatoes and love to be lap dogs. My cats roam around cuddle on the couch or beds unless they hear food or treat bag.

About: I've taken care of dogs and cats my entire life and have never gone a day without an animal in my home. I love connecting with animals, making them feel safe, and respecting their boundaries. I've also had multiple dog care professionals in my life, groomers and trainers, who have helped me understand the better the basics about dog care and general wellbeing. Though my experience is mostly with cat and dog care, I am excellent at following instructions and feel comfortable proving care for all animals! I have a completely free schedule! I can accommodate pretty much any schedule for pet parents! This includes any pets that do better with solo care! I care for your pets the same way I care for mine, with love, respect, and immense care. Any care needs you have, walks, feedings, crating, I can accommodate! After 3 years as a teacher in k-12 environments, wrangling a few animals will be much easier than the 30 I'm used to!
“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 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.
“First time ever hiring a dog walker to check in on my pet while I was away, now I feel silly for always boarding my dog. Elise was incredibly professional, caring, responsive, and punctual. Got back to me same day to schedule a pre-meet to make sure I was comfortable before reserving the booking, took good notes to learn about my and my pet's needs, then did exactly what she promised to do. Even immediately checked in with me on the correct course of action when something happened I hadn't anticipated. I can absolutely see why she as such a high rating and star status! Will definitely try to book with her for any future pet care needs!”

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!
“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!”
About: I’ve taken care of 3 dogs in my life. I’m a very responsible pet owner and make sure they are treated with good care. I offer lots of love, responsible care, and a deep commitment to the happiness and well being of my pets. If you want the best possible life for your beloved animals, you can trust that I am the ideal pet owner who will go above and beyond to ensure their happiness and health. I’ve had to look out for family friends dogs before and have had a blast doing it! I’m currently working part time at an ice cream shop but it should not get in the way of taking the best care of your pet. I have a house full of plenty of land and plenty of places to walk to and take them to. I would love to show them around and take them wherever they would like to go. I would always put my pets safety first.
“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!”

About: I have well over a decade caring for fur babies! With me, you can trust your babies will be in terrific hands. From growing up with my own pets, and caring for others, I have tons of experience I have dogs, cats, frogs, and fish. My babies are cared for and loved on daily. I am happy to accommodate your pets schedule to keep their routine as close to normal as possible. I understand how stressful it can be having someone care for your pets. At my home, you can have piece of mind that we have a fenced in yard. If caring at your home, I can offer drop in visits, or stay there. Daily check ins will be provided.
“Absolutely fantastic! Reliable, caring, and our pups adore her. Always on time, great communication, and she goes the extra mile—literally. Highly recommend to anyone who wants peace of mind and happy dogs!”

Over 9 pet parents in Windemere have booked dog walking
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Windemere is $20
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 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.
Sitters in Windemere average 4 repeat dog walking clients
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 Windemere on Rover as of Jun 2026 was about $20 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 Jun 2026, there are 4,872 dog walkers in Windemere. 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 Windemere dog walkers respond in under an hour.
Dog walkers in Windemere have an average of 14 years of experience. Dog walkers with repeat customers have an average of 4 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 Windemere.
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 4,872 dog walkers in Windemere on Rover, so you’re sure to find the perfect match for your dog! In Windemere, 93% 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.




