Dog Walking Windy Run

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Windy Run, 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.

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Sitter Profile Image: Natasha S.
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Natasha S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 18 reviews
2 repeat clients
15 years of experience
Rockville, VA, 23146

About: I’m a stay at home mom with three dog crazy kiddos! I’ve always had dogs my entire life, and spent part of my young adulthood working as a vet tech. I have experience walking dogs for my neighbors growing up and taking care of friends’ critters. I’m home most of the day so your pup will get plenty of attention and opportunity for exercise and play time. My family and I love hanging out at home in our backyard when weather is nice and spending time with our animal crew. Nowadays, I live on three acres with my family including a little schnauzer and a flock of chickens. Your pup will be able to go on long walks and adventures as our neighborhood has lots of trail options! My kids are in school most of the day, and are very responsible and good with all animals. Your pup will get lots of socialization and love with us. Your fur baby will be in good hands with us!

Sitter Profile Image: Carolyn H.
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Carolyn H.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 20 reviews
6 repeat clients
5 years of experience
Richmond, VA, 23233

“Carolyn is a reliable drop-in/walker for our 5yo boxer keeping us informed with pics of our happy pup.”

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Mark W.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 244 reviews
84 repeat clients
15 years of experience
Henrico, VA, 23238

“Taking care of my babies well!”

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Zijian W.
Sitter Profile Image: Nazneen A.
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Nazneen A.
from
$20
per walk
5.0 out of 5 stars
• 25 reviews
13 repeat clients
6 years of experience
Richmond, VA, 23059

“Max is friendly, efficient and meticulous 😍”

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Gail G.
Sitter Profile Image: Andreea M.
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Andreea M.
from
$30
per walk
5.0 out of 5 stars
• 217 reviews
84 repeat clients
20 years of experience
Richmond, VA, 23238

“Andreea was wonderful with our 11 month puppy. She made sure that our puppy got lots of exercise, even during days of cold downpours. Thanks so much,Andreea, for Lucy's TLC.”

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Ellen D.
Sitter Profile Image: Michaela W.
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Michaela W.
from
$18
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Glen Allen, VA, 23059

“It's been such a joy working with Michaela. My dog has been loving his daily walks with her and its been lovely having the peace of mind that he is well taken care of. Her communication is excellent and I enjoy receiving her pictures of his walks. Thank you Michaela!”

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Megan T.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 173 reviews
65 repeat clients
20 years of experience
Henrico, VA, 23229

“Mark took great care of our puppy. He was very quick to respond to my request (it was somewhat short notice) and was a lifesaver. He kept us updated and paid attention to our dogs needs. I highly recommend Mark and will be using him in the future.”

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Celine D.
Sitter Profile Image: Natalie P.
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Natalie P.
from
$12
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Short Pump, VA, 23233

About: I'm a life-long dog lover that will provide great care to your dog! I live in a great pet-friendly neighborhood, with a dog park nearby. My family has always had dogs, growing up - so I'm very comfortable around them. If I'm house sitting, know that your dog and I will be taking several walks to get some exercise and having many playing sessions! Also, I don't think I've met one dog that didn't like me :). Hope to hear from you soon and I look forward to meeting your dog!

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$16
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
12 years of experience
Henrico, VA, 23233

About: I’ve had cats all my life. I’ve recently lost my 16 year old soul cat Coco to cancer and I’m not ready to adopt again quite yet, but I’d love the opportunity to care for your fur babies. I work part time so I have plenty of time to take care of your pets! I have a flexible schedule and can work any time of day. I can come take care of your pets any time of day. I’m comfortable with all forms of pet care, including administering medication. Happy to care for pets with special needs.

Sitter Profile Image: Camila M.
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Camila M.
from
$20
per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
4 years of experience
Richmond, VA, 23228

About: All my life, I have helped animals in trouble or strays, turning them into truly loved and cared for pets. I spent most of my life living on a farm, volunteered for two years at an animal shelter which I still support financially My husband and I take care of the furry friends, He work from home and I work in the mornings, weekends we are in home but some we travel so we prefer to you book in 2-3 days in advance I have a spacious two-bedroom apartment with a balcony covered in artificial grass. Within my complex, there’s a pet play area and plenty of space for walks by the lake—always on a leash. There’s also a flat wooded area with natural grass for pets to enjoy

Sitter Profile Image: Akash R.
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Akash R.
from
$30
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Midlothian, VA, 23113

About: I’m a lifelong dog lover and have cared for dogs throughout all stages of life. My days are flexible and I’m easy to get a hold of, so you can expect your pup to get quality care and attention however they need it! I’m currently in between jobs and grad school, so my days are very open! I am up early and live an active lifestyle, so walks and playtime (and chill time) are more than welcome! I am available to care for your pet at my home or from yours. I do have a 10 year old Westie at home who gets along with others just fine! However if you prefer the individualized attention, I am more than happy to care for your pet from the comfort of their own home.

Sitter Profile Image: Keith B.
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Keith B.
from
$24
per walk
5.0 out of 5 stars
• 13 reviews
4 repeat clients
41 years of experience
Henrico, VA, 23294

About: I am a life long dog and cat lover. Many different breeds growing up and young adulthood. For the last 20 years I have owned 4 Chesapeake Bay retrievers. 2 from pups, last 2 as rescue/re-home. I have been told many times " I have a way with dogs as other's pets act calmer around me than most. I truly enjoy their company and giving them my attention. I am a retired carpenter and now a retired measure tech. I have flexibility in my schedule that allows me to meet many different request. Seeking new clients. I am only looking for care in clients homes. My personal environment is prohibitive as I care for my elderly parents. They care for my pup as their own while I am away.

Sitter Profile Image: Jenna S.
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Jenna S.
from
$30
per walk
5.0 out of 5 stars
• 11 reviews
1 repeat client
8 years of experience
Glen Allen, VA, 23060

About: I'm an experienced caregiver for all types of animals. From dogs to horses to raccoons, I provide top-notch care to all furry (or scaled) friends. Though I've watched and had all types of pets in my life, I truly discovered my passion for animal care while working as the Head Trainer at Peace of Mind K9 in Manassas, VA. I provide enriching, fun, and safe activities for every animal I work with, meeting the individual needs of each one. Over my almost 10 years of experience, I have become proficient in administering medication, puppy training, and senior care. When your pet is with me, I can assure you they will be showered with love and attention, stimulated, safe, and spoiled! I am a part-time college student so I am looking to fill my free time with loving your pups! I have a flexible schedule, so I am able to make my schedule work for you. I am an attentive and observant person. Safety is extremely important to me, so on walks I try not to interact with other dogs or people (unless specifically granted permission) to ensure the safety of your pups and myself.

Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 32 reviews
11 repeat clients
10 years of experience
Henrico, VA, 23294

About: 🐾 Hi there! I’m a certified veterinary assistant, dog lover, and dedicated caretaker with a passion for providing the best care for your furry friends! 🐶 With years of experience in pet sitting and walking, I ensure your pups get plenty of love, exercise, and playtime. Safety and happiness are my top priorities! Let’s make tails wag together! 🐕❤️ Pet care is a big part of my daily routine! I make sure to set aside time for walks, playtime, and feeding. On a weekly basis, I like to plan some fun outings to parks or dog-friendly places to keep things exciting. When caring for pets in a client's home, I follow their instructions carefully, ensuring their pet's needs are met according to their specific routine. Safety and comfort are my top priorities in both situations.

Sitter Profile Image: Simone A.
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Simone A.
from
$18
per walk
10 years of experience
Richmond, VA, 23226

About: I worked as a pet care specialist at a pet resort and worked there for two years. I love animals of all shapes and sizes. I am used to giving medications, dealing with different breeds, feeding and walking as well as temperament levels. I have a dog of my own who is my world. I promise to treat your pet like they are my own and to be organized and caring when it comes to every aspect of taking care of your pet. I have been around all types of dogs and cats as well. I’m willing to take the time to learn about your pet and do whatever care they need in order to be comfortable and safe. I will always do my best at all times. I work full time during the week but am available for overnight stays during the week and weekends as needed. My work schedule is 8-5pm. While Petsitting in the clients home, I always make sure to be aware of my surroundings and others while out and about on walks as well as maintaining the safety of the clients home.

Sitter Profile Image: Anna F.
Verified Background Check
Anna F.
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
15 years of experience
Henrico, VA, 23233

About: I have 15+ years of experience taking care of dogs and I own one myself. I have a 6 year old female shih-tzu. She is family to me and I know how scary it can be to leave your dog in the hands of someone else so I promise to take care of your dog as if they were one of my own. I specialize in taking care of small and medium dogs but I have experience working with large dogs as well. I also have worked with dogs of all ages and multiple dogs at once. Feel free to message me if you have any with questions! While I can’t be with your pet 24/7 due to my own personal circumstances, I do have plenty of time to spare and can be flexible with my schedule. I don’t offer pet care in my home but I do offer pet care in your home. To care for your pet I will follow the instructions you provide for me.

Sitter Profile Image: Tori S.
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Tori S.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Richmond, VA, 23226

About: I've been around dogs my entire life: Owned 4 and raised/trained 16 service dogs in training for children with disabilities. I run half marathons, so I'll run with your pup if that's what they like! I have plenty of toys that I've collected over the years for your dog to play with! I love teaching dogs new tricks and commands, and would love to work with your fur baby so they can show you something special when you return! I take pictures constantly, so you will always have an update on your pup. I am comfortable with all breeds, and have the most experience with labs, goldens, and doodles. I am happy to give your pup a bath for a small fee so they come back to you looking and feeling great! I also have experience teaching basic commands to your dog, and would be more than happy to discuss training programs if that’s something you’re interested in! I also have experience with kittens and cats, having had 3 of my own. I'm comfortable with super friendly cats, or cats that want to keep to themselves. I will make sure your cat has food, water, and a clean litter box while you are away. In addition I can offer care for any gardens/houseplants that you have as well! While I work during the week, I am still committed to providing the best care for your pets. This will especially be true for pets that are use to having their people work during the day! This will provide a routine for your furry family member while you are away! While I live in an apartment, I am close to a park if your dog is friendly and enjoys going for walks! I am also very comfortable caring for cats and all that that entails while the cat stays in your home, usually where they are the most comfortable.

Sitter Profile Image: Madison N.
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Madison N.
from
$20
per walk
4 years of experience
Midlothian, VA, 23113

About: Hi! I'm a passionate pet sitter with professional experience working in both a boarding kennel and a veterinary clinic. During my time at the kennel, I cared for pets of all ages—from young puppies and kittens to senior pets—and worked with a wide variety of breeds, personalities, and energy levels. I also have experience caring for pets with medical conditions and special needs, including administering medications and providing attentive, individualized care. Working in a veterinary clinic has further strengthened my knowledge of animal health and behavior, allowing me to recognize when a pet may need extra attention and provide confident, compassionate care. Whether your pet loves long walks, playtime, cuddles, or simply sticking to their normal routine, I'll treat them like one of my own. My goal is to keep your pets happy, safe, and comfortable while giving you peace of mind with regular updates and photos throughout my visits. 🐾 I currently work full time at the veterinary clinic but I can pop in multiple times a day to check on your furry friend(s) or I can also stay the night at your house 😊 When caring for your furry friends in their home, my goal is to keep them comfortable, safe, and on their normal routine as much as possible. I provide feeding, fresh water, walks, litter box or potty breaks, playtime, and plenty of companionship and attention based on each pet’s personality and needs. I also have experience working in both a veterinary clinic and a boarding kennel, so I’m comfortable caring for pets of all ages, breeds, and temperaments, including those with medical conditions or special care instructions. I understand that pets feel most secure in their own environment, so I take the time to make them feel calm and cared for while you’re away. I can administer medications if needed and will closely follow any instructions you provide to ensure their health and well-being. During each visit, I’ll also check that everything is safe and in order in your home, and I’ll provide regular updates with photos and messages so you always know how your pets are doing. My goal is to give you peace of mind knowing your furry family members are in caring, capable hands. 🐾

Sitter Profile Image: Vincent K.
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Vincent K.
from
$23
per walk
25 years of experience
Huguenot, Richmond, VA, 23235

About: I have owned dogs and cats most of my life. I currently have 5 - 4 Jack Russells and 1 Frenchie. I will care for you dogs or cats like they were my own I have a very flexible schedule and would be able to come to your home at most anytime of the day or week to help. Your pets health and safety is a priority. If you are away my goal is for you to enjoy that time and not worry about your pets at home.

Sitter Profile Image: Ashley D.
Verified Background Check
Ashley D.
from
$15
per walk
5.0 out of 5 stars
• 31 reviews
9 repeat clients
20 years of experience
Midlothian, VA, 23114

About: I have taken care of dogs and cats of all kinds since I was a little kid. I would babysit neighbors kids and take care of their animals while they were away. Friends, family, and neighbors have all relied on me to walk, feed, and bathe their best friends. I have experience in caring for animals of all ages! I will give them plenty of love, play time, walks, snacks (if its okay with you), and will treat them as if they are my own. I live in an apartment complex with its own dog park and I am a frequent visitor to Ruff Canine Club and Barker Field dog park as my 1 year old Brussels Griffon loves to play there! I have two 13 year old kitties who are very chill. They have been around dogs their entire lives and are unphased by them.

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The median cost per walk for dog walking in Windy Run is $20

Dog parents share their Rover experiences - Windy Run

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5.0 out of 5 stars

Wendy is wonderful with our 4yo furbaby. She visited in advance of the first walk so that our girl could get to know her and run through all the details. Lucy enjoyed every walk with Wendy and gives her a two 🐾 up! Thank you Wendy!

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Ellen D.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Windy Run

Select a filter and find qualifying sitters offering dog walking.

Sitters in Windy Run average 3
repeat dog walking clients

FAQs for Dog Walking - Windy Run

Frequently asked questions about Rover

As of October 2026, there are 2,271 sitters on Rover offering Dog Walking across Windy Run. 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 Windy Run. 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 Windy Run 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 Windy Run. On Rover:

  • 91% of walkers can help with special care needs
  • 95% 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 .

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.

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