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.
“Absolutely amazing experience. Work and day to day has been made so much more enjoyable and I have so much appreciation for the patience my pup is experiencing. I will be a regular for quite some time. Thank you again Phyllis!”

“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”

“Got along very well with my mini poodle, she may be his new best friend 🧡 they did great together from the moment they meet at the meet and greet, she did an awesome job”


“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!”

“Crystal was so accommodating and great with our 2 dogs while I was away. She provided me with updates and made being away from my babies a lot less stressful. We will definitely be booking with her again! Thank you for everything, Crystal!”


About: Animals have always been a big part of my life. I have over 5 years of experience caring for dogs of all breeds, sizes, and personalities, including my own pets and my professional experience as a kennel attendant at a pet daycare. I’m experienced with walks, feeding routines, baths, medication, and providing care for pets with different needs and temperaments. I understand that every pet has their own personality and routine, so I take the time to make sure they feel safe, comfortable, and cared for. My goal is to give your pet the same attention, patience, and love I would give my own. I have a flexible schedule that allows me to give pets the time and attention they deserve. I plan my days around making sure each pet gets proper care, playtime, walks, and check-ins without feeling rushed. I treat every pet like they’re my own. I focus on keeping them safe, comfortable, and following their normal routine so they feel relaxed while their owner is away. I pay attention to their behavior, needs, and any instructions provided to make sure they receive the best care possible.
“I selected Alicia to help us with Karmas walks during my hip replacement surgery recovery. She and Karma became fast friends immediateky. Eighteen walks later it was sad to say goodbye. Alicia is very kind, prompt, flexible and trustworthy just to make a few. We are blessed to have been able to have her help us!”


“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 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.
About: I promise you trust, communication, comfortability, and great care! I love pets! I grew up with a Golden Retriever named Skippy! I now own my beautiful mut mix of Lab, Pit and Blood Hound. His name is Maverick! He's 2 and such a loving, happy dude! I currently dog sit my mom's 3 Boston Terriors whenever she needs to go out of town and have been since I was a teenager. I also take in my best friend's older pit bull, Cookie, and her and Maverick get along wonderfully! There's plenty of space to walk dogs around my apartment community, along with a fenced in tennis court area where they can run free! I work full time AT HOME so I'm flexible just looking to make some extra money I work from home Monday through Friday, and am available most weekends, so I have lots of time and flexibility to care for your doggos! I live in an apartment but it's very dog friendly! I will ensure your dog gets lots of attention and love! I have access to lots of trails, open pet areas, and a fenced in tennis court where they can run free and we can play fetch! My dog is very friendly and has lots of experience around other dogs. I do have a large dog crate if that is required or necessary.
“Darnell is incredible! Our dog loves to see him each day. He is very sweet and makes me feel better when I’m at work knowing my pup is ok at home. Thank you so much!!!”

About: I’ve owned and cared for furry (scaled and feathered!) friends my whole life. From cats and dogs, to guinea pigs and bunnies, to fish and birds. I even have experience caring for sugar gliders and a ball python. I’ve worked as a pet uber (with a company called Leash) and volunteered at shelters, socializing events, and cat rescues for several years, so I’m used to interacting with all kinds of pet personalities and ages. From shy snugglers, to loyal guardians, to spunky characters, to goofy adventurers, I love them all! You can trust I will love on your baby and treat them with as much care as I do my own fur babies. My schedule is fairly flexible right now since my medical retirement from the Army in October. I’m currently working on an online M.S. in psych and substitute teaching in my boyfriend’s town (Clarksville, VA) whenever I’m available. Since it’s a long commute and I’m typically called the morning of, I try to keep Monday and Tuesday open to sub if needed. I am more than willing to do virtual and in person meet and greets to learn pet needs and routines. I prefer to meet in person to get acquainted with your pet while they feel safe in your presence (but I’ve never met a pet I didn’t click with and love immediately.) I’ll accept any additional written/typed outlines detailing your pets care if that’s easier than leaving notes in the app. You name it and I’ll do it; whatever is best for you and your fur baby. Dogs under my care will enjoy long walks and dog parks trips where applicable. If you have a puppy (or dog) in training, I love to partner in their learning using whatever commands you prefer. Kitties under my care will get lots of playtime with wands and lasers, as well as tons of snuggles.
About: I’ve been watching neighborhood and family pets since I was 13, both cats and dogs, elderly and young. I know when to give attention or whether to give them space. Hey! You can also call me Jaxon (he/him.) I’m auditioning for local theatres in Richmond, so my schedule is rather flexible. Weekends and weekdays are currently open, with room for rehearsals and show dates. I’d cater to whatever the pet needs. Some animals like to explore, so I’d supervise as they do so. Others are more reclusive, so I’d keep watch from a respectful distance.
About: Very loving and passionate about fur babies! We own a personal farm whom we take love and compassion to care for them! I have experience with home pets along with outside pets. i am a very active women who can keep up with any active pet. Looking forward to meeting new lovely fur babies! Available during the day, Monday through Friday. Can do some evenings and will also be available weekends depending on times client want the service done. Prefer to care in clients home, although could do at my house. We do own some land where they could roam while potty but as stated before, prefer to go in clients home.
The median cost per walk for dog walking in Windsor Hills is $20
Dog parents share their Rover experiences - Windsor Hills
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.
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
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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 for Dog Walking in Windsor Hills on Rover is $17.76 per walk (as of August 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 August 2026, there are 2,410 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 your 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 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 Windsor Hills.
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 Windsor Hills. On Rover:
- 94% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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.






