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

Winfield 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: Hi! I’m Victoria , a dedicated dog lover with 10+ years of experience caring for dogs of all sizes, ages, and temperaments. Whether your pup loves energetic playtime, calm cuddles, or structured routines, I’m here to make sure they feel safe, loved, and happy while you’re away. I am currently a stay at home mom for seven dogs of my own, I have plenty of time on my hand to take care of your animals whenever you need me to stop by. I would take care of your pets, as I would take care of mine, I treat your pets like I treat mine, they are important to me. I care about them very much, and I would never let anything happen to them.
About: Hi! My name is Jenny, with over 30 years of experience in pet sitting, I have dedicated my life to caring for a variety of beloved pets. My lifelong passion for animals has provided me with a great understanding of their needs and behaviors. I have been surrounded by pets all my life, from dogs, cats, guinea pigs, hamsters, and rabbits to my current companions, goats and chickens. Known for my kindness, responsibility, dependability, and caring nature, I strive to offer the best care for every pet I look after. I look forward to meeting you and your pets and helping with all your pet sitting needs. Your furry friends will be in good hands! 🐾 I currently have a part time craft business out of my home, so I have a very flexible schedule and make my own hours, so I can very easily adapt to your schedule! I ensure that pets feel safe, comfortable, and happy in their own environment while their owners are away. I follow a personalized approach, understanding each pet's unique needs, routines, and preferences. My services include: - **Daily Walks and Exercise:** Keeping pets active and engaged. - **Feeding and Hydration:** Ensuring they have fresh food and water according to their specific diets. - **Companionship and Playtime:** Spending quality time to prevent loneliness and stress. - **Medication Administration:** If required, I carefully administer medications. - **Home Security Checks:** Keeping an eye on the home to ensure everything is in order. - **Clean-Up:** Maintaining a tidy space by cleaning litter boxes, cages, and any messes. With my responsible and caring nature, I treat every pet as if they were my own, providing peace of mind to pet owners knowing their furry family members are well-cared for. 🐾
“I can’t recommend Kristen enough! From the very first meeting, it was clear how much she genuinely cares about animals. She is always punctual, reliable, and great at communicating—sending updates and photos that give me total peace of mind while I’m away. I’ve noticed such a positive difference in my dog’s mood and behavior since we started working with her, he comes back happy, relaxed, and well-exercised every time. It’s such a relief knowing my dogs are in safe, caring, and capable hands. If you’re looking for someone trustworthy, attentive, and truly passionate about what they do, this is the person to choose. Five stars all the way!”

About: Hi! I’m a lifelong animal lover with hands-on experience caring for both cats and dogs of all sizes, including my two cats and my 80 lb English yellow lab. Animals have always been a huge part of my life, and I genuinely love getting to know each pet’s unique personality, needs, and routines. I’m patient, attentive, and dependable, and I like to think I have a special connection with animals and an instinct for understanding what makes them feel comfortable, safe, and happy. Whether your pet loves playtime, long walks, cuddles, or simply calm companionship, I’ll make sure they feel cared for and loved while you’re away. I’m available for dog walks and drop-in visits for cats and dogs, and I treat every pet like family! Lastly, I am also comfortable giving pets medications as my dog Gigi has allergies and takes some medication and supplements. Also I have had to give medicines for multiple cats over the years including inhaler treatments. Currently my elderly cat Mrs. Norris is 17 and living with cancer. She is taking a few medicines to keep her comfortable before it’s time. We have lots of snuggles on her heated blanket, look out the window and bask in the sun. I understand the extra care and love your older animal needs. I look forward to getting know your fur babies!! You could say: Pet care fits naturally into my daily routine because I am currently home while my children are out of school. I genuinely enjoy caring for animals and have the time and flexibility to provide consistent attention, exercise, feeding, companionship, and general care throughout the day. Caring for pets complements my lifestyle and is something I find both rewarding and fulfilling. I care for pets by following their regular routine, including feeding, providing fresh water, exercise, potty breaks, playtime, and lots of attention. I make sure pets feel safe, comfortable, and loved while in my care. When caring for pets in a client’s home, I follow all instructions provided, keep the home tidy, and provide updates so owners know their pets are doing well. I am dependable, attentive, and genuinely enjoy spending time with animals.
About: I have had dogs since I was 5, and I started working at a doggy daycare when I was 18. My senior year of highschool I was an intern at a local animal hospital and I loved it! I would love to spend the summer with your dogs and provide whatever services and help you may need! I am currently unemployed for the summer, so I can spend any time needed with your dogs. I have applied for jobs, so if my availability changes you will be notified but as of right now I am free to do anything. I have a huge (not fenced in) backyard. Since working at the doggy daycare, I have experience in helping dogs into crates, doing specific food for the dogs, attending to their personal needs, and making sure they have hours of entertainment and love.
About: I have always had dogs and cats growing up, which peaked my interest in animal care. In high school I worked as a kennel technician at a boarding kennel and gained an internship at the local veterinary office. now in college, I am studying animal science to hopefully get a degree in veterinary medicine, and continue to pet sit for my friends and family including both cats and dogs. I'm currently home from college for the summer, and home most of the time! I do have a car, and am available almost any time of the day. I have pets in my home that are not socialized, so I would not be able to pet sit in my own home, but I am happy to make the trip to the comfort of their own home.
About: I have been an animal lover my whole life. I have previous work experience at a kennel. Most importantly, I am certified in pet CPR and First Aid. I am currently a college student, so my summer is completely free for all your animals. If you would like to schedule a meeting with me beforehand let me know! I have a 3 acre yard with an invisible fence. My neighborhood is a very nice place to take walks in. I also believe your pets should be comfortable, so if I come to your home I will make sure to take care of everything.
“Jen and John are so reliable! We needed a dog walk with only one week notice. They responded within a day. The dogs love them! They walk and play every time.”

About: I’ve taken care of my neighbors dogs for as long as I can remember. I also have a loving dog of my own therefore making me a great sitter for you and your pets! I have also been pet sitting through facebook this summer which has given me lots of experience. :) I’m a rising sophomore at JMU and am home for the summer looking for any pet sitting jobs! I have an extremely flexible schedule and can work weekdays as well as weekends. I would feed them, play with them, make sure they stay out of trouble, and occasionally reward them with treats! I would also take them outside to use the bathroom frequently as well as long walks or playing :)
About: I have always had a cat and dog of my own growing up but I love all animals big and small. Whenever my family, friends, and neighbors need pet care I am always their first call! I always feed my pets, take them to the vet, and give them plenty of love especially when I am home from college for the summer. I have walked, fed, and cared for animals of many kinds. I love keeping them company while their owners are busy and I am willing and able to clean up after them.
About: Ive been taking care of my neighbors, friends, and families pets for a little over 6 years now. Over the years I have learned many things about pets and how to calm them down and gently direct them in the right path. I also have lots of experience with senior dogs who need more attention to detail than younger dogs. Pet care fits into my daily routine quite well. Im a sophomore at frederick community college taking only one in person class, so my hours are almost always completely available! I am the dominant pet care taker in my home with two dogs (my angels). I care for pets in my clients home by greeting them and let them get to know me. If the client has a fenced in yard for me to take the dogs out and play thats amazing, but if not I take the dogs for nice walk to get them exercise and some entertainment. I am all for following directions so just let me know what you need and ill handle it!
About: With over 20 years of hands-on experience, caring for animals isn’t just something I do—it’s been a lifelong passion. From a young age, I’ve been surrounded by animals and have dedicated my life to understanding and supporting their needs. I am a certified veterinary assistant and have worked professionally as a veterinary technician in a veterinary office in Utah, giving me a strong medical background and the ability to recognize and respond to a wide range of health and behavioral concerns. My experience also includes working in multiple kennels across many states where I cared for both dogs and cats of all breeds, sizes, and temperaments. This has given me the skills to handle everything from energetic puppies to senior pets requiring extra patience and care. At home, I’m a proud pet owner myself. I have a 13-year-old Chihuahua that I’ve raised since he was a puppy, as well as an 11-year-old pit bull mix I rescued from a shelter in 2017, and my beloved cat I adopted in 2023. My own pets have given me firsthand experience with aging animals, rescue care, and the importance of providing a safe, loving environment. When you trust me with your pet, you can feel confident knowing they will be treated like family—with compassion, experience, and the highest level of care. I am open most days, as I homeschool my child. Saturday afternoons are usually reserved for personal time but I am available in the morning and night. I can let your dog out in your back yard, take them for a walk, clean litter boxes, do playtime, give food, water, and medications on their schedule.

About: Hello, pupper owners! My name is Kelsey and I am a University of Maryland alum. I graduated in 2017 and have worked mainly in State and Federal government positions since. I would love the opportunity to make some extra cash by caring for your loved ones. I recently parted ways with my previous employer, the Social Security Administration, and am currently working a part-time remote position as I continue to search for a new position. During this time, I would love to care and tend to any needs that you and your pup may have. I worked as the Supervisor at Shady Spring Pet Retreat in Woodbine, MD for years and have worked with almost every breed of dog, as well as an array of other animals including cats, farm animals, amphibians, etc. When it comes to animal care, I have a diverse amount of knowledge and the experience to accompany it! Most importantly, I absolutely love animals and cannot wait to spend time with your furry family members!
“Just in the few walks we've scheduled with Lin, I can already tell she's the best dog walker we've ever had. Our dog looks forward to their walks together! I've also noticed how much better our dog walks on leash with us - she's not pulling as much.”
About: I grew up on a farm so I have had animals of all sorts since I was little. I ran an equine boarding facility for 2 and a 1/2 years caring for up to 25 horses at a time. I am currently halfway through my degree to become a vet technician. My husband and I own 3 horses 2 dogs 4 cats and and 4 fish. I love taking our dogs for walks and hiking. Our cats enjoy playing with toy mice, the laser point, and eating treats 😋 We foster cats, so I have dealt with cats of all shapes and sizes! I also have worked with dogs that have a more aggressive/cautious personality. I am willing to work with them as well! Your animals will be in great hands! 😊 I currently work part-time so late morning to late afternoons are the best! My classes are in the evening and we take our dogs on walk in the morning before my husband goes to work. Midday walks and dropins are perfect! We have about 1/2 an acre fenced in backyard that our dogs love playing in and our cats love to play with toy mice, the laser pointer, and eating treats! One of our dogs is older so I am completely comfortable with older dogs and puppies! Since we foster cats and kittens I am familiar with cats of all shapes and sizes!
About: I will treat your pet as if it is my own and will make sure they stay calm and happy while you are away!! I have experience with older dogs and puppies! I am available almost all summer.I am a full time college student working on my Bachelors of science but I am home for the summer. Pet sitting can be fit into my schedule as needed. I can let the dogs run outside for a while in a fenced yard, I can take them on walks through the neighborhood, I can practice commands, or just give some snuggles.
About: Taken well care of both dogs and cats for well over 10 years. Experienced with caring for chickens as well. Experienced in large and small dogs. Happy to take your pups for walks and provide one on one time. Free Mondays-Fridays with occasional appointments. Caring for your pets is my priority to ensure their needs are met. Open to routine care for pets and vacation planning. Keep pets to their scheduled routines to complete their daily goals of meal times, exercise, rest, and socialization. Pets are family and they need to receive care to keep them at their healthiest.
“Liz was attentive, caring and punctual. She has a love of dogs and it shows in her interactions. She took the time to walk my dog as well as make sure he was settled in before she left. We would definitely use her again!”

The median cost per walk for dog walking in Winfield Woods 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.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying Winfield Woods sitters!Sitters in Winfield Woods average 4 repeat dog walking clients
FAQs for Dog Walking - Winfield Woods
Frequently asked questions about Rover
As of June 2026, there are 11,487 sitters on Rover offering Dog Walking across Winfield 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 Winfield Woods. 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 Winfield Woods.
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 Winfield Woods. On Rover:
- 90% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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.


