Dog Walkers in Windsor Hills, VA
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Windsor Hills dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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’ve taken care of dogs/cats for friends and family for as long as I could remember. I am always looking for ways to play with dogs and other animals, because who doesn’t want unconditional love and affection from fur babies. I’ve volunteered with animal shelters for three years whether that be playing with the dogs up for adoption or taking them out for a fun day with lots of walks and attention! I’m currently available anytime during the week or weekends to care for your animals whenever they need some additional love whether that’s for just a quick potty break or a nice long walk! Taking care of your pets in your home means always respecting the rules you have in place to ensure consistency is a daily and followed routine. I will treat every pet as if they were my own with love and care as I know they are essential in your home.
“Emily was simply outstanding. She went above and beyond to take care of my dog and kept me up to date on everything happening with her. I would absolutely recommend her 100% to anyone who needs dog care/services!”

About: I am very flexible with hours. I am an active person and happy to play with your pet and walk them as much as needed. I grew up in the cold, so weather doesn't bother me walking or driving. I also am willing to work with your hours and do what is best for your pet. I also am always happy to send pictures and check in so you know they are living your best life. I can be flexible but I am a morning person so early walks are okay with me. I can also drop in easily through the day with little issue. I grew up with large dogs (lover (100lbs) and 2 cats, and am the current owner of a Bernese Mountain dog who I love. I love all animals but tend to lean to bigger dogs. I like cats butdon't currently own one due to my husband. I am newer to rover but have spent a lot of time caring for my own pets but also dog sitting for others in their homes over the last 7 years.
“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!”

“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!”

“Darnell has been wonderful. He has communicated well and his very respectful/trustworthy to my house. Aurora is also enjoying her time as well(she looks for walks around the same times during the weekends when it’s just us).I’m thankful for Darnell and recommend him for your pet care needs.”

About: I have taken care of family and friends’s dogs before. I own a 9mo old male doberman and I’ve taken care of him since he was 2 months old. I potty trained him and we run over a mile every weekday when the weather allows. I used to take care of my mom’s senior schnauzer who used to have frequent seizures during his last year of life. I gave him his medicine and we used to walk twice a day. I’m currently working part-time so I have plenty of time to spend with and to take care of your fur babies. I am mostly available during the weekends and weekdays after 5pm. I might also have some weekdays off, based on my week’s schedule. I have a male 1y/o Dobbie who is very friendly and playful. When in home I can take the dogs to the dog park. Typically, I take the dogs to the dog park 3 times a day. We play and cuddle together on the sofa.
About: I have pets of my own and have been pet sitting for over four years. I would love the opportunity to come visit your dog during the day. From the tiniest little pup to the largest or oldest pup I love take care of them. I cant wait to meet your furry friends and take care of them like they are my own. I am currently working part time so some weekdays I will not be available until after 4. Most weekdays( when im not working)I will be available anytime during the day. I am available on weekends as well. I will always leash pets on walks and do my best to ensure their visits or walks are fun and safe for your fur babies.
About: I've taken care of many pers over the years..seems like I'm the on call pet/house sitter for all my family,friends and co workers..semi retired now and would love to spend time with your babies I'm semi retired and have plenty of spare time to spend time sitting for your pets...I know how important is is to have safe reliable hands to leave your precious babies in..as a pet owner myself it's just like leaving your kids..lol I can keep your pets on their own schedule and dont have to disrupt their routines..this way to make it as easy as possible to keep them comfortable in their own surroundings..available for daily walks,trips to the dog parks,bathing,play time,overnights,weekly or longer
About: Hi- I'm Rikki & Pearl is my adorable, furry shadow. Since delivering her eight puppies, I knew I had found my calling of caring for animals. I pamper animals with holistic care that leaves them feeling squeaky clean and Zen. I’m also dog CPR certified so if tails stop wagging, I’m the lifesaver ready to jump in with treats, belly rubs, and superpowers. I also have extensive experience in senior dog care, ensuring that older pups receive the extra love, attention, and specialized care they deserve. Our home, Pearl's Palace, is like an animal "spa" surrounded by a welcoming community of pet-loving neighbors. With round the clock attention and care, we hope you and your pets find our home as comfortable as we do. Please feel free to ask any questions you may have, Pearl makes a great secretary! From the moment your pup arrives, they’re welcomed like family. Mornings often start with a friendly sniff-and-greet, followed by some outdoor play or a stroll around the neighborhood to stretch those legs. If the weather’s nice, supervised pool time keeps things exciting (and doubles as a workout). Midday brings rest in a shaded spot or inside the home, with fresh water always available. Throughout the day, dogs enjoy a mix of play, cuddle breaks, and light grooming—nail checks, brushing, or a spritz of my handmade lavender-infused conditioner for relaxation and bug protection. Afternoon activities may include fetch, enrichment games, or lounging by the pool while soaking up the sun. Evening winds down with a final potty break, gentle pets, and plenty of praise before pick-up or bedtime, so your dog heads home happy, relaxed, and maybe just a little spoiled. I have a tall privacy fence and a Great Dane to keep your pets company. Walks are regular and so is meeting new dog friends. Instructions for in-home care are followed as specified below. *Now Available* LIVE feed to owners so you can talk to them and check in!

About: Hi! I’m Charlie and I’ve always loved animals, honestly probably more than people and I do like people just not as much as pets 🐾 I know how important it is to trust someone with your pet, so I treat every animal like they’re my own and I’m really attentive to their routines, comfort, and little details that keep them happy. Whether it’s walks, feeding, playtime, or just keeping them company, I’m reliable, communicative, and will keep you updated so you always feel at ease. Your pet is family and I’ll treat them that way 🤍 I work remotely so I am pretty flexible. On the weekends I am free, during the week I can adjust my schedule based on the pet(s) needs. I have pet sat for several people before and I am experienced with all types of breeds and animals. From scooping litter boxes to taking dogs for a walk I can do any tasks.
“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.”

About: I love dogs, they are my favorite people. All shapes and sizes, whenever I spend time with them, they just make my heart happy. When they’re with me they’ll be taken good care of. Whether it’s long walks, games of tug of war, endless belly rubs, and lots of cuddles. I will love your pet as if they were my own. In addition to raising two dogs of my own, I’ve cared for friends and neighbors’ pets while they’re at work or away. I know how hard it is to leave your pet behind whether it’s while you’re at work or on vacation but when they’re with me you won’t have to worry because they’ll be well cared for and loved. I work full time Monday through Friday from 8am-5pm but only live 5 minutes from my work. I am able to go home midday and have evening and weekends free to spend lots of time with your fur babies. I make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the apartment if no need to crate. My apartment provides a fenced in yard for them to have safe and fun outdoor time. I work full time Monday through Friday from 8am-5pm. I am able to have evening and weekends free to spend lots of time with your fur babies. I will make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the house if no need to crate. My house provides a fenced in yard for them to have safe and fun outdoor time.
About: I love all animals but I’m a dog lover through & through. Yes.. Even the stinky butt, stinky breath, so ugly that they’re cute, accident prone, jumper, barker, puller, escape artists, babies too. I was raised with 2 boxers who have made their way across the rainbow bridge. I raised a super mutt for 6 years who has also crossed over. I now have a Rottie mix who was adopted through Chesterfield Animal Shelter going on 4 years ago. She is, in addition to my human babies, my dog child. She is the best of friends with my kids. If you ask my oldest how many brothers and sisters he has, she is included in his total … 😂 I have 10+ years of experience walking/pet sitting neighbors, family and friends dogs but im in my second year of pet sitting full time. I can’t express enough the joy it has brought me. I’ve worked with puppies, seniors & everything in between of all sizes. I’m familiar with giving oral medication and have learned how to properly perform CPR on dogs. I fully understand & respect that each animal is different & has their own needs and personality. As well as their owners. This is why my care goes beyond maintaining. I’m full of patience and love & It’s important to me that i strive for comfortability. I have taken on pet sitting full time! My regular returning clients are a priority but i still have plenty of open room for new clients! I understand that for each pet, their wants and needs may vary. I am big on respecting what makes everyone the most comfortable and cared for. I strive to leave your pet feelings enriched and at ease by the end of my visit.
Windsor Hills dog parents share their Rover experiences
Carlita is so sweet, attentive, and patient. During the meet and greet she was very kind to Bo. She was flexible with the time change for the walk. I asked for a few extra favors like making sure he had water and giving him a treat after the walk and she made sure of everything. I would highly recommend her.

How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in Windsor Hills is $20
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windsor Hills average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Windsor Hills on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 2,186 dog walkers in Windsor Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 85% of Windsor Hills dog walkers respond in under an hour.
Dog walkers in Windsor Hills have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Windsor Hills.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 2,186 dog walkers in Windsor Hills on Rover, so you’re sure to find the perfect match for your dog! In Windsor Hills, 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.





