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

Over 3 pet parents in Windsor Hills have booked dog walking
Windsor Hills, 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.
“Tiffany is amazing! She goes above and beyond. This is truly her passion. She loves what she do and it shows. This is my third time using Rover and she is the best one we booked for our Buddy. Tiffany, I hope you are available whenever me and my family decides to travel.”


“Thank you so much for taking care of our dogs again and for doing it on such short notice! It’s so nice having someone so reliable and trustworthy. I know they’re already looking forward to your next visit!”

About: I have over a decade of professional pet care experience as well as a lifetime of personal pet care experience. I prefer to work with the elderly or medically complex pets as I know they need special attention, adherence to routines, and a calm environment. I focus on providing fun daycare and boarding for pets that don’t do well in regular boarding facilities and require a more home-like experience. Prices are negotiable after a meet and greet. Please fill out your profile in full before meeting! Incomplete/no profile image profiles will not be given my address. I work from home so I spend a majority of my day with my pets and guest pets. Dogs are given mostly free range inside and allowed outside into the huge fenced yard many times a day. They get playtime with other pets and alone time when needed. Our yard is fenced and our house is doggy proofed to avoid trash cans, toilets, and non-chewable items from being accessed. Dogs are crated when they can’t be supervised.
“Lisa is a friendly and thoughtful dog walker that arrives on time, replenishes water bowls if needed and provides the attention, walks and treats Tut is looking forward to when he’s home for the day! Will book again”

About: I am a former dog owner who's trained a few dogs. I will treat the dog like my own! I understand the importance of routine, exercise, and cuddles! I work full time. Mostly from home. My significant other has an alternative schedule so the dog would be under 24 hour supervision. I can't wait to have a buddy with me throughout the day! I understand how anxious your paw partner may be while you are away -- I am here to console your paw partner until you are back 💕 I live in a single home with a large fenced backyard with a pool they can play in! Great parks and trails nearby. Dogs will have freedom in all rooms of the home. Dog will be supervised 20-24 hours a day. This helps me ensure pet safety and quick turnaround on any changes to health and/or behaviors.
About: I’ve taken care of dogs since i was about 14 for family and neighbors around. Growing up i’ve had dogs from pit bulls, german shepherds to chihuahuas, so i’m familiar and comfortable with all kinds! As a full-time online college student, I have a flexible schedule that allows me to dedicate plenty of time to pet care throughout the week. Since I complete my classes online, I can easily plan my day around pets needs. I am responsible, organized, and able to provide feeding, walks, playtime, and lots of love. I always make sure pets feel safe, comfortable, and loved while in my care. I follow feeding schedules, provide fresh water, keep their environment clean, and make sure they get plenty of attention and exercise. I also follow the owner’s instructions carefully and provide updates so they can feel comfortable knowing their pets are in good hands.
About: Lifelong experience caring for dogs of various breeds, sizes, and temperaments, including feeding, walking, administering basic care, monitoring behavior, and providing a safe, attentive, and comfortable environment for pets. I am currently going to college and have too much time on my hands. What better time to spend my free time than with your pups. Safety, trust, and creating a positive environment are my top priorities when caring for pets. Having been around dogs my entire life, I understand the importance of patience, consistency, and attentive care. I always ensure pets are supervised, comfortable, and treated like family while maintaining a clean, secure, and stress-free environment. I believe strong communication, reliability, and genuine compassion help build trust with both pets and their owners, allowing every dog to feel safe, happy, and cared for while in my care.
About: Hello, my name is Taijah and I’m a huge animal lover! I have been surrounded by dogs my whole life and they are a big passion of mine. I’ve spent several years on a farm taking care of dogs, horses, and chickens. I currently own two sweet fur babies that I love very much. I understand how important it is to be able to trust who takes care of your pets, so I am excited to have this opportunity to be at your assistance. Whether it’s boarding or walking your babies will be cared for and loved as if they were my own, not only because I love pets but because that’s how I would want my babies to be treated while I’m away. I’m looking forward to meeting you and your pets and taking great care of them!
About: I offer personalized, one-on-one care tailored to your dog’s unique needs, personality, and routine. With a focus on reliability and attentiveness, I make your dog’s comfort and daily schedule a priority. I strive to be a calm, loving presence your dog can trust, helping them feel safe, relaxed, and cared for while you’re away. As a full-time teacher, my weekdays follow a consistent and predictable schedule. I am available for afternoon visits after school, evening care, as well as overnight stays when needed. On weekends, holidays, and school breaks, I have more flexibility and can provide extended care, additional visits, or longer stays. This structure allows me to offer reliable, attentive pet care while maintaining clear communication and consistency for your pet. I care for pets with a focus on comfort, routine, and individual needs, whether in my home or in my client’s home. I follow each pet’s normal schedule for feeding, walks, playtime, and medication, and I take time to learn their preferences and personality. In a client’s home, I respect their space while providing attentive, one-on-one care and keeping pets in a familiar environment. I prioritize safety, cleanliness, and calm interactions, and I communicate regularly with updates so owners can feel confident their pet is happy and well cared for.
“Divine takes such good care of our Winnie! She’s the first dog walker we’ve hired and she has been flexible with our schedule changes week to week, sends the sweetest pictures, and is always on time.”

About: Anyone who knows me will tell you I’m an animal lover through and through. I grew up with a Boxer, a Boston Terrier, and two Persian cats. Outside of my time being a student athlete in college, I got into pet sitting, and after graduating, I finally got my own goofy Boxer, Kovu. You’ll spot him in my photos! However, the fun doesn’t stop there. You’ll also notice Kovu’s best friend— the tuxedo cat, Miss Kitty (government name Amore), who is my roommate’s cat. My day to day is full of animal antics! I’m responsible, hardworking, and attentive, and I treat every pet as if they were my own. You can count on me to provide active, loving, and trustworthy care for your furry family members. Having gained experience through dog and cat sitting on platforms like Rover I am adept at following pet owners' instructions and swiftly forming connections with new animal companions. I have also administered medication to dogs while working on Rover. I have experience in caring for special needs dogs, demonstrating my ability to provide the specialized attention and care. I always prioritize safety and comfort first. In your home, I follow your routines and instructions carefully so your pet feels secure and relaxed in a familiar environment. I keep any doors and gates securely closed (for dogs), monitor food and water, and make sure they get plenty of attention and exercise. I’m attentive to behavior cues and will provide updates and photos so you always know how your pet is doing.
About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.

“First time ever using the app so I was really nervous about it, but DAMACIA made me feel completely at ease. She listened to all my concerns and how to take care of my sweet boy because he is hard of hearing. She took him on a walk around the neighborhood and Maximus seemed to enjoy it. Now that the walk is over my sweet boy is passed out on the couch probably for the rest of the day. Will definitely be using her services in the near future.”

About: I have taken care of many of my family and friends dogs when they go on vacation. I love going on walks with my dog and pup-cup trips to Starbucks I am a nursing student at UVA. I have clinicals in Richmond 2-3 times a week but am able to provide care any day of the week, and I am available most weekends. We do not lay any food, or harmful objects out for the dog. We have plenty of toys and a lot of space for the dog to roam around downstairs and upstairs.
About: I’ve cared for both dogs and cats for over 7 years, starting with my own dog who’s been with me since I adopted him when he was 1 yr old. While I haven’t done formal training or grooming, I’ve handled daily care routines like walking, feeding, playing, and making sure pets feel safe and loved. I care for every pet as if they were my own. Whether it’s companionship or daily care, I bring patience, affection, and a calm presence to every visit. I work full time but work Monday and Thursday’s from home so I can hang out with them all day! I can check in on your pet those days along with weekends! Would love to take them on a walk. I do my best to keep their routine as normal and comfortable as possible. I follow your instructions closely whether it’s feeding times, walks, playtime, or medication needs. I also provide regular updates and photos, so you can feel confident they’re in good hands while you’re away.

About: I’ve had pets nearly my whole life and have been known to struggle to walk past an animal in need. This means rescuing an injured squirrel, a Cooper’s hawk, an opossum, and more, going the extra mile even when it was deeply inconvenient for me to do so. I also grew up attending zoo camp and then volunteering at a zoo from age 5 to 14, caring for a wide range of animals. I have worked with high energy pitties, a blind and anxious German shepherd, birds, cuddly kitties, fearful kitties, diabetic kitties, rabbits, and others. I have administered shots, IVs, medications, eye drops, and more. I am persistent and typically can win over even the shyest and most anxious fur baby. I have a genuine love for caring for pets and would be honored to care for yours! I am currently carefully thinking about my next full time role and working part time. My partner is an immigrant seeking employment during a time when that is extremely difficult due to the political situation. Any supplemental income is incredibly helpful for me as we navigate. I have a reliable vehicle, plenty of time to play with your pets, and love to love on them. I have a reliable car and I keep my word. I am communicative, honest, and truly love animals. I take direction well and understand that every pet has their specific needs. I don’t cut corners and do my best to provide top notch care, always.
The median cost per walk for dog walking in Windsor Hills is $20
Dog parents share their Rover experiences - Windsor Hills
Maryuith was able to take Roman out on a last-minute walk today, and she did a wonderful job. She was very communicative and sent us photo updates. She even made sure he had water without us having to ask. We are definitely looking forward to having Maryuith care for Roman again in the future!

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 - Windsor Hills
Select a filter and find qualifying sitters offering dog walking.Sitters in Windsor Hills average 3 repeat dog walking clients
FAQs for Dog Walking - Windsor Hills
Frequently asked questions about Rover
The average cost of Dog Walking in Windsor Hills is $18 per walk as of November 2026. Most bookings cost between $18 and $36 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 November 2026, there are 2,398 sitters on Rover offering Dog Walking across Windsor Hills. 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 Windsor Hills. 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 Windsor Hills 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 Windsor Hills. On Rover:
- 90% of walkers can help with special care needs
- 94% 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 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.



