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: Shannon A.
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Shannon A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 46 reviews
22 repeat clients
12 years of experience
Henrico, VA, 23238

“Shannon was huge help walking our dog Nora after my foot surgery. She was responsible, communicative, and took some cute pictures of Nora during their walks! We will definitely book again.”

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Meagan M.
Sitter Profile Image: Cyrus S.
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Cyrus S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
14 years of experience
Henrico, VA, 23238

About: I’ve cared for dogs my entire life, growing up in a home with multiple pups of all sizes. From feeding and bathing to long walks and playtime, I’ve always been hands-on in making sure they’re happy and well cared for. In addition to dogs, I’ve also raised birds, turtles, and fish, so I’m comfortable caring for a variety of animals. I understand that every pet has its own personality and needs, and I always aim to make them feel safe, loved, and at home. I currently work from home so I’m able to provide physical comfort and stimulation via petting and playing with toys. We also have a dog park where I can take your pet for off leash running around and fetching. I have experience providing oral medicine for dogs. I allow dogs on furniture and free roaming in the house, but if you have a crate and wish to bring it just let me know. Please provide any instructions on feeding schedule or items.

Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
12 years of experience
Montpelier, VA, 23192

About: I've grown up with dogs my entire life and I adore them. I have two dogs of my own, a 12 year old Border Collie mix and a two year old Australian Shepherd, and I volunteer down at the Richmond Animal Shelter every week so I'm used to handling a variety of dogs! I have a very flexible schedule and I would love to work with dogs of any activity level, age, or size! I definitely understand the importance of frequent potty breaks, consistent meal times, and lots of love and playtime! Also, punctuality is something that I take very seriously so you won't have to worry about me being late! But most importantly, I know how special your dog is to you and I will look after him or her as if he or she were my own! I look forward to getting to know both you and your sweet pup! :)

Sitter Profile Image: Dominic P.
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Dominic P.
from
$18
per walk
10 years of experience
Henrico, VA, 23233

About: I am a professional baseball player and an absolute animal lover. I grew up with a very energetic pup, and now have 2 cats that I absolutely adore. I also have plenty of experience dog/cat sitting for neighbors/family/friends. Excited to meet and play with all kinds of new animals! P.S. i do realize I am new to this and don’t have any reviews, you you may br hesitant to book me. I promise I will not fall short of your expectations! Still waiting on my first review to get things kick started. I play professional baseball for the Pittsburgh Pirates. I am string and capable of handling even the most energetic of pups. I am obligated to training/working out from 9 am until around noon each day. I have the rest of the day to myself, which means plenty of time for the animals! My cats are absolutely spoiled. Between toys, cats trees, the best food, pets, (and sometimes butt smacks for the little cat), there is no shortage of love for the cats in my household. I will cater to every pet owners needs, as well as the animals needs. I will bring love and effort into every household i step into.

Sitter Profile Image: Alexis M.
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Alexis M.
from
$20
per walk
5.0 out of 5 stars
• 40 reviews
17 repeat clients
2 years of experience
Glen Allen, VA, 23059

“She was great with Keira”

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Susan K.
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: Alexandra K.
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Alexandra K.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 54 reviews
24 repeat clients
4 years of experience
Glen Allen, VA, 23060

“Alexandra is a great Dogwalker. As soon as the car pulls up, Finn is whining at the front door for me to let her in. That says a lot for me. When we open the door, he runs out to greet her so so happy!”

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Catherine C.
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: Rachel H.
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Rachel H.
from
$25
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
20 years of experience
Henrico, VA, 23233

“Very reliable and great !”

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Bronwyn M.
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: 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: Caitlyn S.
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Caitlyn S.
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Henrico, VA, 23294

“Thank you for caring for him on such short notice!”

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Christopher B.
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: Evan T.
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Evan T.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
10 years of experience
Richmond, VA, 23229

About: I’ve had 3 terriers since I was boy and have looked after them my whole life. I’ve also pet sat for my neighbours so I know how to deal with all types of pets. I’m currently enrolled at Emory university but am here for the summer and have lots of free time. I’m looking for work but have a very flexible schedule and can work meet your needs. I’m gentle and playful with dogs and want them to feel safe while also having fun. I’ll always listen to what I’m told by the owners and will take great care of them.

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: Lothrop "Ajax" G.
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Lothrop "Ajax" G.
from
$28
per walk
3.8 out of 5 stars
• 14 reviews
2 repeat clients
30 years of experience
Henrico, VA, 23294

About: For much of my life, I have lived with pets. For the past 20 or so years being single and work travel has made that difficult. I have filled that void by caring for my friend's pets. It has been a huge benefit for them as well as myself. This is my attempt to formalize this as I am relatively new to Richmond. My schedule is my own and I can prioritize your pet as my priority with appropriate notice. My friends and clients have appreciated my flexibility. One aspect I love about pet sitting and walking is the walking portion. If appropriate, I love taking your dog on long walks in the wonderful public parks around Richmond.

Sitter Profile Image: Daniel F.
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Daniel F.
from
$16
per walk
18 years of experience
Richmond, VA, 23226

About: Ive grown up around dogs and cats. And I am also a volenteer at RAL. I connect with animals at a deep level and deeply care about the well being of all animals. I would love to do buisiness If you are looking for a reliable and compassionate caretaker for your pets. I currently have open availability except for saturday mornings and mondays as a whole just let me know what times work best for you and I will and Ill let you what works. Respect for your home and the care of your pets is my number 1 priority. You can expect me to never wear shoes in your home. Always clean up after myself and most importantly take excellent care of your pets.

Sitter Profile Image: Caitlin L.
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Caitlin L.
from
$25
per walk
5.0 out of 5 stars
• 23 reviews
10 repeat clients
30 years of experience
North Chesterfield, VA, 23235

“Caitlin did a great job taking care of our Wheaton Terrier with last minute notice. Highly recommend her for dog walking.”

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Mark S.
Sitter Profile Image: Sierra M.
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Sierra M.
from
$20
per walk
4.9 out of 5 stars
• 17 reviews
7 repeat clients
10 years of experience
Carver, Richmond, VA, 23220

“I cannot recommend Sierra highly enough! My dog, Mickey, ran down the hall to meet her on her second visit. He’s never done that. She obviously had Mickey’s seal of approval immediately. Sierra is conscientious, very communicative, and extremely kind. She has my complete trust and respect, because she treats Mickey as if he were her own. To me that is the absolute best quality in a dog walker! Choosing Sierra as your dog walker is the absolute correct decision! Having Sierra walk your dog will keep you worry free and happy while your pup gets good exercise, has fun and is treated like family 😃”

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Meghan
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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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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 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 - 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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