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.
“Brian took great care of my girl, Lemon! He made sure the plan for Lem was super clear beforehand, which I especially appreciated since the schedule I gave him to complement my friend's visit schedule was not perfectly regular, and he didn't miss a visit! He also had to deal with a terrible cold spell, but when he couldn't walk Lemon for more than 5 minutes at a time (about all she can tolerate when it's that cold), he took her for two short walks to make sure she did all her business and then played ball with her in the house. We came home to a dog who, while happy to see us, was clearly doing just fine without us, which is all I can ask for :)”
About: What sets me apart is my lifelong experience with animals and my genuine love behind it. I grew up helping my mom care for our cats and cats in need and got my first dog in second grade, which taught me responsibility early on. I’m comfortable with pets of all ages, from puppies to seniors, and I treat every animal with the same care and compassion I grew up with. As of right now I’m taking a gap year and working part-time in order to figure out what I want to do. Which means I have plenty of time during the day to play with and keep your pet happy! I’ll care for your pets in your home by following the routine given, keeping yours and their space clean, giving them plenty of walks, love, playtime, and attention, and sending regular updates so you always know they’re safe and happy while you’re away.
“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’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: Hi, I’m Nora! I’ve had four dogs and one cat throughout my life, all of which have sadly passed, but subsequently I have lots of animal care experience. Not only have I cared for my families pets, but I have been dog walking and pet sitting for neighbors, friends and family since I was around 10 years old. I’ve taken care of dogs, cats, lizards, snakes, axolotls, you name it! I am able to accommodate all types of pets- senior pets, young energetic pets, social pets, nonsocial pets, etc. Shoot me a message! I work part time and have a very flexible schedule. I usually can be available, so feel free to reach out. Early mornings, late nights or just mid day and evening walks are all good! I am committed to giving your pet the best experience and to being as accommodating as I can. I will follow your lead in the style of care that your pet needs, whether that’s giving it space or staying nearby at all times. I have dealt with many types of pets, such as aggressive ones, hyperactive, shy, skiddish, etc.
“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: With over three decades of experience caring for beloved pets, I bring a lifetime of passion and expertise to your furry family members. Growing up in a home filled with both cats and dogs, I learned early on the importance of tender care and companionship for animals. For me, it’s not just about feeding and cuddling—I genuinely adore animals and delight in ensuring their happiness and well-being. What sets me apart as your pet sitter is my deep-seated love for animals, paired with decades of hands-on experience. Whether it’s a playful kitten or a wise old cat, I understand their unique needs and quirks. You can rest assured that your pets will receive not only the essential care they need but also plenty of love and attention during each visit. Let me provide your pets with the same level of care and affection that I give my own. Reach out today and let’s ensure your furry friends are content and cared for while you’re away! Pet care seamlessly integrates into my daily routine, thanks to my remote work setup that grants me the flexibility to cater to your pets' individual schedules and needs. Whether it's a regular weekday or a bustling holiday weekend, I'm here to ensure your furry companions receive attentive care whenever you need. Don't hesitate to reach out early to secure my availability! When caring for pets, I ensure they feel right at home and well-loved. With my 70-pound friendly dog as a companion, your pet will have a great playmate. My older cat and a young rabbit, though more reserved, add character to the mix. I provide a crate for comfort and a spacious yard for frequent potty breaks and lively ball games. Living near Loch Raven reservoir allows for exciting walks and adventures, ensuring your pet stays happy and active during their stay.
“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: I’ve taken care of big and small dogs starting at a young age. Neighbors have trusted me to walk, play, and sit their loving dogs. I take care of a 115lb dog of my own, but have cared for dogs all of sizes! I am energetic and love to play and give all attention to the dog as if it’s my own. I am compassionate but take the training of the dog into consideration. I love long and short walks to keep the dog in shape and healthy. I’m currently working part-time, so I am very flexible and open to many schedules! I am a full-time student at UMD from September to May. I have a fenced yard and one chocolate lab at home who loves to play. I love to play indoors or outdoors depending on weather. I can never stray away from taking a cat nap with an adorable dog and have plenty of dog beds for your animal.
About: I’ve taken care of pets since I was a kid and have always been the go-to “person” for all animals around me! I have experience training and caring for puppies as my own Pomeranian is 1! I am currently working part-time so I will have plenty of time to care for your fur babies when needed! I am open every weekend and my weekdays do vary. I have plenty of experience caring for my own puppy while managing my older dog and cat. I live in an apartment which means I am constantly finding new ways and walks to keep my dogs safe, happy, and healthy.
About: I’ve cared for all kinds of pets and personalities—2 hamsters, 2 fish tanks full of aquatic friends, 2 cats, 3 dogs, and even a few adorable bunnies! 🐾 I genuinely love getting to know each pet’s unique quirks, whether that means playtime, cuddles, or just keeping them comfy and happy while you’re away 💕 As a student on summer break, I have a very flexible schedule and spend most of my time at home. This allows me to provide frequent potty breaks, regular walks, playtime, feedings, and plenty of attention throughout the day. Because I’m home, I can keep a close eye on pets, ensure they stay safe and comfortable, and maintain their normal routine while you’re away. I have a large, fully fenced yard where dogs can safely run and play. I also have two friendly dogs and a cat. During our meet-and-greet, we can see how our dogs interact to ensure everyone is comfortable. If your pet prefers their own space, or if you would rather keep them separate, I’m happy to accommodate that throughout their stay. Your pet’s safety, comfort, and happiness are always my top priorities. I will follow your pet’s routine closely, provide plenty of attention, exercise, and affection, and make sure they feel at home while you’re away. 🩷
About: I’ve dogsat the past two summers for a dog in my neighborhood. I currently work at dogtopia, which is a dog day care. My position is a canine coach where I monitor and play with dogs all day. I am currently working a part time job so I have a lot of availability. I am available every week day from 9am to 9pm. I have a black lab (Millie) that i absolutely adore. I walk her everyday and feed her twice a day. At work I care for the dogs by playing with them, making sure there comfortable at all times, and making sure they have everything they need.
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.
“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 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.
“Elvis is doing weekly walks twice a week with our dog. He does a great job and Bodie loves him. He always sends pictures to keep us updated and takes Bodie on long and varied walks. Highly recommend!”
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?
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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 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
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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 for Dog Walking in Windemere on Rover is $26.64 per walk (as of August 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 August 2026, there are 4,718 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
- 98% 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.
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