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.
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.
“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!”
“Rachel has a great way with dogs,clearly. She has started walking my new lab / Jindo (Holly) from Korea (only 6 weeks in the US). The prior petsitter i used did not have success leashing her. Rachel on the other hand, seems to have an intuitive way with dogs, & Holly seems to be accepting her. Highly recommended:) Maureen”
“Christine is great with the dogs. I needed help because I had foot surgery and can’t walk them, and she walked them when my husband went on a business trip. The pups were so excited to see her each day! We would request Christine again in the future”
“Great and reliable dog walking. He is great with communicating and answering any concerns you have while away. My pup loves him, and Curtis seems to genuinely enjoy their time together as well. I would recommend Curtis 1000000%”
About: Taking care of animals is the best thing in the world. I have worked on farms for several years with equine, dogs and cats. I'm a cat mom, but walking and taking care of dogs has been the best job ever. I've walked all types of dogs from the smallest to the biggest, from puppy pit bull to old lady poodle and everything in between 🥰 For me animals are everything! Pet care is my main daily focus. I have an open schedule and very flexible hours and availability. Don't hesitate to reach out. I am confident we can make it happen. I offer walking and taking care of pets in the client's home. What exactly I'll help you with depends on what your pets need. Need someone to come and go, or someone to stay all day, or overnight (Friday through Sunday)? Do your pets need meds? Do they love lots of cuddles? 🥰 Whatever it is, I'm there for it! Because it's all about the animals!
About: I have owned all sorts of pets my whole life. I love dogs, cats, amphibians, reptiles, fish and small mammals. I would love to show your pet some love. I am a homeschooling, stay at home mom of 3 older kids. I can do any time of the day or night. Our schedule is flexible to your needs. We live in a wooded area which is great for dog walks. We are able to provide your fur baby with lots of love and enrichment. Small mammals and reptiles are welcome to stay at our house.
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: 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.
“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!”
About: Our house always had fishes, dogs, birds, guinea pigs or rabbits growing up. Being an only child I grew up watching National Geographic channel and always brought home a stray dog or a random animal I found. Needless to say when I became an adult I was constantly volunteering at dog shelters and always dog sitting my friends dogs or my neighbors pets. I love showering dogs with affection but I am also strict when it comes to following rules and setting boundaries. I rescued my dog when he was only 2 weeks old and have bottle fed him, researched his breed and trained him accordingly. I like to do activities according to the dog’s breed, personality and energy level. I am currently a full time grad student commuting from MD-DC, so I am fully available during the weekends and evenings to shower your fur babies with love and care! I have a friendly 2 year old dog and own 1 med sized crate and 1 large sized crate if needed. I also own a self powering treadmill for dogs as well if your baby does not like the rain but still want to run. I drive an suv that is equipped with dog covers in the back seat for the dogs to lay down and enjoy car rides.
“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: Hey! My name is Kyla, I have about 9 years of animal experience. I just graduated with a degree in Animal Behavior & currently work at a veterinary clinic! I have knowledge on medications, and experience with many different medical conditions. P.S. Your pets will receive photoshoots during their time with me!😊🐾 I just graduated college and I am working at a vet office part time, so i definitely need more animal time fit into my schedule!🫶🏽 I make sure to be very generous of the animals space as a lot of animals are protective and make sure they are as comfortable as possible!
The median cost per walk for dog walking in Windemere is $20
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
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Schedule a free in-person Meet & Greet to find the perfect fit
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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 of Dog Walking in Windemere on Rover is $27 per walk as of October 2026. Most bookings cost between $9 and $27 per walk. 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 4,690 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 a map of the walking route , 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 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
- 97% 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 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 Meet & Greet .
walkers on Rover set their own cancellation policy , 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.
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