Dog Walking Windermere Woods
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 23 pet parents in Windermere Woods have booked dog walking
Windermere Woods, 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 provide intentional, attentive care, treating every pet like my own. I don’t just “watch” pets; I engage with them, learn their routines, and make sure they feel safe, comfortable, and loved. I have hands-on experience with puppy training (basic commands, leash manners, crate and potty training), along with public access and service animal training. I’m patient, consistent, and focused on building strong habits. I’m also experienced in senior pet care, including gentle handling, medication support, and slower-paced walks tailored to their comfort and mobility. * For cat care, I respect each cat’s personality, whether they’re social or more independent. I’m attentive to litter box cleanliness, feeding routines, enrichment, and creating a calm, stress-free environment. Whether your pet is high-energy or needs extra care, you can count on dependable service, clear communication, and regular updates with photos. Pet care fits naturally into my day since I work from home, which allows me to be present, flexible, and attentive. I’m able to maintain consistent schedules for feeding, walks, potty breaks, and playtime without long gaps in supervision. Because I’m home throughout the day, pets get more than just check-ins. They get companionship, engagement, and close monitoring. I can easily adjust to their routine, whether that means midday walks, reinforcing training, or providing extra comfort for senior pets. My schedule allows me to give pets the time, structure, and attention they deserve while keeping owners updated with regular communication and photos. Your pet’s safety and comfort is my top priority. In my home, I provide a clean, calm, and pet-friendly environment with a secure fenced yard for safe outdoor breaks and play. Pets are always supervised, and I’m mindful of introductions, boundaries, and maintaining a low-stress atmosphere. When caring for pets in a client’s home, I respect your space and stick closely to your pet’s normal routine to keep things consistent. I double-check doors, gates, and leashes, and I’m attentive to any changes in behavior, appetite, or energy. Not only do I take the time to understand each pet’s needs, triggers, and preferences, and I’m experienced with puppies, seniors, and pets in training. Whether it’s reinforcing routines, administering basic medications, or providing a safe, structured environment, I aim to give you complete peace of mind with regular updates and photos.
About: I have over 17 years of hands-on experience caring for dogs. I cared for and loved my family dog for 17 years, including daily walks, feeding, bathing, basic training, and senior care. I also have experience as a dog bather, so I’m comfortable handling dogs of all sizes, personalities, and coat types. I’m very attentive to safety, cleanliness, and each dog’s individual needs, and I always treat every pet with the same care and attention I would give my own. Pet care fits pretty easily into my routine. I do work full-time, but I still have a pretty flexible schedule and can make time for your pets. I’m happy to help with walks, playtime, feeding, and giving them plenty of attention and companionship. I’m available on weekdays and weekends before 6pm, and I’m happy to work around your pet’s routine when I can. Your pet’s safety and comfort are my top priorities. I provide a calm, clean, and attentive environment and always follow owner instructions carefully. With my dog bathing and grooming background, I am confident handling pets safely and recognizing stress signals or health concerns. I treat every pet with patience, kindness, and respect, ensuring they feel secure and loved whether in my home or yours.
About: I have had my dog for 11 years she is now 12 years old. I love all type of pets. Long walks outside, belly rubs, and cuddles all day! My dog is older and I miss having a little more energy from a pup so I can work with any ages. I work M-F one day from home. I get off around 4pm but can also go home on my breaks if needed. My dog stays home with my mother. I take my dog out for walks, there are some neighbors with pets that are on leashes as well. We have plenty space for dogs to fun around and have fun!
About: Ive always been a lover of animals and my family and I have rescued multiple cats and dogs since I was little. Ive learned how to take care of even pregnant cats. I usually wake up around 8 am to feed my cats and clean their litter boxes at around 10 am. I come back at around 12 pm for a little snack and by 8 pm they have dinner and I clean the litter box for the second time. I keep a clean environment so that my cats are able to roam freely and I dont have to worry about them getting sick. Cats can get bored as well so I play with them and even talk with them.
About: Lifetime of experience with dogs and cats, 5 years of furster care for puppies (training, love, and preparing them for their forever homes), and puppy love. I work full time, but making sure they start and end their day with love is important. Walks in the evening and weekend adventures are options. I have a fenced in yard for watching my parents animals. My own never miss a day of snuggles and play. If your furbaby stays at my home it will need to be cat friendly and would be safe downstairs where there is plenty of room to play. Giving all animals a safe space.
About: My love for dogs span over 50 years. As a young girl I’ve always nurtured my pets as well as others. Now as and adult having my own provides me an opportunity to extend care, love and attention to other fur babies. I offer flexibility that can fit into a day, weekly, or evening routine. I have one fur baby who loves companionship sothere is plenty of toys and things to do while he is in my home. In addition, my family loves animals so they offer plenty of hugs and attention as well. My yard is big yard with a deck and fenced in backyard offering plenty of space to run around and sun bathe. My neighborhood is quiet offering peaceful walks several times a day.
About: I have been a pet sitter for various platforms and have loved my experience of meeting new people and learning about their pets. I would love to get to know you! I am a senior in college and have been pet-sitting for about one year. I am independent, communicative, and flexible. I am studying wildlife conservation and have a plethora of experience getting my hands dirty. Pet Care is very important to me. I am in my senior year of college, so I often have services available on days when I do not have classes. It is serious work; pet care is just as critical as childcare, so I'd like to ensure that I give enough time and attention to the pets that I am working with I am very hands-on throughout my pet-sitting experience. I love getting to know each personality of the pet that I am watching and learning new things about each person that I meet. I am very communicative throughout and a quick learner.
About: Family, friends and neighbors have tristede to feed, watch, and take care of their beloved pets while they're out of town, or when they need a sitter unexpectedly. I have cared for both cats and dogs, and enjoyed spending time with animals. I currently work from home, leaving me with a flexible schedule allowing me to drop-in and check on your pets throughout the day, as well as leaving ample time in the morning and evenings to go for walks! Since I work from home, I am available to offer frequent bathroom breaks, and am available to keep your pets company while they're staying with me.
About: I’ve always had a special love for animals, especially dogs. I truly believe pets are family, and they deserve patience, love, attention, and someone who genuinely enjoys spending time with them. I love getting to know each pet’s personality, whether they’re playful and full of energy, shy and needing extra time to warm up, or just looking for some extra cuddles and companionship. I understand how important it is to feel comfortable leaving your pet with someone you trust. I’m experienced with caring for dogs through my own love and connection with animals, as well as spending time with pets belonging to friends, neighbors, and family. I’m comfortable with small to medium sized dogs and enjoy providing walks, playtime, potty breaks, feeding, and lots of love and attention. My goal is for your pet to feel safe, happy, and cared for while you’re away and for you to have peace of mind knowing they’re in good hands. I have a flexible schedule that allows me to give pets the time and attention they deserve. I enjoy spending time with animals and would love to make pet care a part of my routine. I’m someone who loves creating a calm and comfortable environment, and I enjoy taking the time to make pets feel safe and cared for. I’m happy to follow your pet’s normal routine, whether that includes walks, playtime, feeding, or simply keeping them company. I know every pet is different so I always take the time to learn what makes your furry friend feel comfortable and happy. Your pet’s safety and comfort will always come first. I know how much trust it takes to leave someone with your furry family member, so I take that responsibility seriously. I carefully follow your instructions, respect your home, and make sure your pet feels comfortable and cared for. I pay attention to details like their behavior, routine, and any changes they may show. I’m especially mindful with smaller and calmer dogs, making sure walks are safe, playtime is enjoyable, and your pet gets plenty of love and attention. I’ll also keep you updated with pictures and messages so you can relax knowing your pet is happy and being cared for.
About: I have 2 dogs back home so I love to babysit, walk dogs. Dogs tend to love me:)! I have babysat and walked friends pets! I am in college, but I was thinking in between classes I could walk dogs and babysit some days! Tuesday and Thursdays are easiest days! I will play with them, let them out, walk them, and watch them 24/7. And just spend as much time with them, and feed them!
About: I’ve been taking care of pets for 14 years now, including my own and many friends, neighbors, and family. I work as a veterinarian. I’m willing to bathe your pets in addition to their basic needs. I know how to administer injections and other medications your pet may need. I take my currents pets out 3 times a day, and feed twice daily. I like taking them to parks once to twice a week if the owner is okay with that. I would take them out as many times as you see fit before and after class. If your pet is social they can play with my 10.5 year old and 3yr old. Both are very dog friendly and easy going. I do request them meeting outside before I bring them in. I do not believe in leaving your pets with mine while I am gone. Therefore the will be seperate when I must leave.
About: I currently work Full-time as a dog groomer and animal care specialist.This includes working closely with animals to provide care while away from home or rehabilitation for emotional needs as well as making them look their absolute best . I've volunteered at the ASPCA rehabilitating sheltered animals from cruelty cases. This often included reading and musical enrichment programs, socializing dogs and cats and walking dogs. In my free time I also walk dogs and try to take on any opportunities that allow me to work with animals in order to be able to build experience and further my knowledge for animal care.I have a strong passion for animals and hope to become a future Veterinarian and Exotic Animal Specialist.Ive been taking care of animals for about 10 years professionally, but before hand I have gained experience through sitting and boarding close friends and families pets.I love to spend time at the park enjoying nature. I currently work full time as a dog groomer, but always available to the pups to tend to their needs. It's always a pleasure to hang with the pups as I'm around animals 24/7 and have 2 dogs of my own. The pups are always in my best interest as my home is theirs. They are allowed in the bed for a good snuggle along with on furniture for a good movie time.
About: All Dog and Cats are welcomed !! I’ve had a dog since I could remember. Every time I come across any other dogs they become so clingy and don’t leave my side. Dogs are an emotional support for me personally. I’m very gentle, caring , patient and a little too generous with treats I’m working full time as of right now. I Also will start early in the morning for feeding , play time and walks. I can also make the dogs as part of my weekly routine I have a large room for playing and zoomies. There is also nice parks around for walks. I don’t have a fence as of right now but it’ll be one soon
About: I have several years of hands-on experience providing reliable, attentive, and loving care for dogs of all breeds, sizes, ages, and personalities. Pet care is what I do full-time, so your pet’s safety, comfort, routine, and happiness are always my priority. I strive to create a home-away-from-home experience where every pet receives plenty of attention and individualized care. I have experience caring for puppies, senior dogs, high-energy breeds, shy or anxious pets, and dogs that require additional patience or special accommodations. I’m comfortable following detailed feeding schedules, administering medications when needed, maintaining crate and potty routines, and following any specific instructions provided by pet parents. I also have extensive experience caring for multiple dogs and prioritize safe introductions, supervised play, separate feeding, cleanliness, and making sure every pet receives one-on-one attention. Throughout their stay, pets receive regular potty breaks, outdoor time, exercise, playtime, affection, and plenty of opportunities to relax. I provide photo and video updates so you can enjoy peace of mind knowing how your pet is doing while you’re away. In addition to boarding and daycare, I also offer grooming services, convenient airport pick-up and drop-off, and airport parking with transportation assistance. I’m located directly across from the airport, making my services especially convenient for pet parents traveling out of town who want to drop off their pet and/or vehicle in one convenient location. Every pet has their own personality and needs, and I take the time to learn what makes each one comfortable. My goal is to provide a safe, clean, dependable, and loving environment where your pet is treated like family from drop-off until it’s time to go home. Pet care is not something I do on the side—it is my full-time focus and a major part of my everyday routine. Because I dedicate my schedule to caring for pets, I’m able to provide consistent supervision, attention, exercise, playtime, potty breaks, feeding, and plenty of affection throughout the day. I have a flexible schedule that allows me to accommodate boarding, daycare, drop-ins, extended stays, and pets with specific routines or special needs. I structure my day around the pets in my care and make sure each one receives individual attention rather than simply being left alone for long periods. Whether your pet is energetic and loves to play or prefers relaxing and receiving one-on-one attention, I adjust my routine to what makes them happiest and most comfortable. I also provide regular photo and video updates so pet parents can stay connected and feel confident that their pet is enjoying their stay. Safety, cleanliness, comfort, and supervision are always my top priorities. I understand that trusting someone with your pet means trusting them with a member of your family, and I take that responsibility seriously. I provide a secure, comfortable, home-like environment where pets can play, relax, and receive plenty of attention while maintaining their normal routines as closely as possible. I carefully supervise interactions between pets and take the time to understand each pet’s personality, temperament, energy level, and individual needs. Introductions are handled gradually and responsibly, and pets can be separated whenever necessary for feeding, sleeping, relaxing, or simply having their own personal space. Feeding is handled individually to help prevent food-related issues, and I closely follow all instructions regarding meals, medications, crate routines, allergies, behavioral needs, and special care. Pets receive frequent potty breaks, supervised playtime, exercise, fresh water, comfortable rest periods, and lots of affection. I also keep pet parents updated with photos and videos throughout their stay. My goal is for every pet parent to leave knowing their pet is in capable hands and for every pet to feel safe, loved, comfortable, and genuinely at home while in my care.
About: Hello! My name is Kiley and I am an animal lover that has been caring for animals for as long as I can remember. Growing up, my family has always had some kind of pet that has either been my own or that I have helped care for. I currently have 2 cats of my own and I cannot wait to find the joy in taking care of yours and caring for them as my own as well! I am available for services such as drop-in visits and taking your pets out for a walk. I am a recent college graduate and looking to do something else that I truly enjoy and have a passion for! I am currently working part time so I have plenty of time to come help take care of and play with your sweet furry friends! I have a spacious apartment that I let my two cats run all over and play in and I can take care of your pets however you prefer!
About: I have a lifetime of experience caring for a variety of animals, including dogs, cats, reptiles, fish, and chickens. While I'm comfortable with animals of all sizes, I'm most experienced with large dogs, and have no problem managing pups who weigh well over a hundred pounds. I also have experience training puppies, and am currently learning the basics of canine massage. Around me, your fur baby will always be happy, well-loved, and protected! I'm currently unemployed outside of pet-sitting and dog walking, so my schedule is generally pretty open. Most of my availability is in the morning and early afternoon, but I'm quite flexible as it relates to scheduling. Please let me know if you require my services outside of my typical hours, and I'll be happy to try and accommodate you! When taking clients on walks, I'm careful to ensure their safety and comfort. I often bring booties with me to protect their feet on hot days, and make sure I'm stocked up on water and pet parent-compliant treats before embarking on walks. While walking, I let dogs sniff around as much as they like, and provide a gentle guiding hand and a vigilant eye to protect them from harm. Before I leave, I check to make sure all entrances are locked in order to maintain the safety of my clients and their home.
The median cost per walk for dog walking in Windermere Woods is $20
Dog parents share their Rover experiences - Windermere Woods
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.
How to book dog walking

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 - Windermere Woods
Select a filter and find qualifying sitters offering dog walking.Sitters in Windermere Woods average 4 repeat dog walking clients
FAQs for Dog Walking - Windermere Woods
Frequently asked questions about Rover
The average cost of Dog Walking in Windermere Woods is $16 per walk as of October 2026. Most bookings cost between $13 and $16 per walk. On Rover, 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 5,847 sitters on Rover offering Dog Walking across Windermere Woods. 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 Windermere Woods. 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 , 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 Windermere Woods 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Windermere Woods. On Rover:
- 88% of walkers can help with special care needs
- 94% 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 .
walkers on Rover set their own , 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.








