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.
“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 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.

“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!”

“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: 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 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: 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.
“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’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!
“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%”

“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: 50 plus years of loving care of dogs and cats. Trained retrievers, managed several liters and secured loving homes for puppies. Safe comfortable home for dogs being sitted. My wife a nurse for over 36 years and I are both retired and in good health, enjoy walks which would include dogs under our care. Home in quiet neighborhood with nice yard for outdoor playtime with our dog sitting guests. While under our care they are treated as our family pet sharing our entire home. We will provide close supervision while in our home and on our property , walk with leach on, take loving care of visiting pet as long as with us.
“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: Ive been around animals for as long as ive been alive . Having helped take care of a wide array of animals since a very young age. I’ve helped care for mice, hamster's, cats, rats, guinea pigs , small dogs and even dogs as bit as y mastiff’s .i have experience with nail cutting ,administering medicines ,feeding, giving water and playing with all types of animals.i have a undying love for animals and want nothing more then too help take care of yours whileyour gone! Im very very flexible in my schedule i can make any accommodations needed .im willing too stay over night and make any accommodations needed too help you take care of yours dog. I always made it a point too make sure my animals felt safe and secure.always paying attention too body language and there mood so i knew how too make them most comfy.i always made sure they were properly fed, watered and got enough exercise.
About: My love for dogs started in my parents home. We had 3 different dogs growing up. I had a pet for 5 years. Be a pack leader and place pet safety 1st with a great dog walking or sitter experience. Don't have a dog now but love watching AKC competition and westminster dog show . Starting to jog now and can orient dog into the jogging routine. I have room in my large condo 1200 square feet. HVe dog bowl for water and food. Have a big green area around building to walk and jog.

“Rachel walked my dog with only a couple days notice. She was very quick to respond to my questions and was extremely detailed and courteous. She also sent me a few pictures of their walk which was a nice touch. I would definitely ask her to take care of my pup in the future.”

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 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 September 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 September 2026, there are 4,676 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.



