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: Kelsi N.
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Kelsi N.
from
$24
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Crozier, VA, 23039

Kelsi is great. Our dogs loved her and it is quite obvious she loves what she does!! Would recommend or refer her without hesitation!!

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Backy T.
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: Nazneen A.
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Nazneen A.
from
$20
per walk
5.0 out of 5 stars
17 reviews
11 repeat clients
6 years of experience
Richmond, VA, 23059

Max is friendly, efficient and meticulous 😍

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

Carolyn is prompt, responsive and does a great job! We appreciate her so much!

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Caitlin C.
Sitter Profile Image: Natasha S.
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Natasha S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
15 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: Riley O.
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Riley O.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
93 reviews
46 repeat clients
7 years of experience
manakin sabot, VA, 23103

Easy to work with and good communication!

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Rachel C.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
159 reviews
63 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: Cyrus S.
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Cyrus S.
from
$15
per walk
5.0 out of 5 stars
9 reviews
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: Alyn G.
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Alyn G.
from
$18
per walk
5.0 out of 5 stars
4 reviews
11 years of experience
Glen Allen, VA, 23059

About: Hey there! I'm Alyn and I absolutely LOVE spending my free time with pets!! I adore both cats and dogs and have over 10 years of experience caring for many pet personalities. With my own pets, I've cared for senior pets, dogs with special medical needs, reactive dogs (my current baby), anxious cats, and playful puppies. I've also worked at an animal shelter, where | provided care, walks, and enrichment to the dogs there. I learned so much about dog/cat body language, care, health, training, and even went on to teach this to children at their educational summer camps! I'd love to be your dog's best friend and make sure they have a safe and amazing time with me while you're away! I currently have ample availability to take on new clients and provide consistent services! I'd love to help with dog walks, drop-ins, and any other care that you need! Typically the earliest I start is 9am and the latest around 8-9pm. Need a bit earlier/later? Reach out! I'd love to work with you! The safety of your pets is of outmost importance to me and I pride myself in providing a safe and appropriate environment at all times. When in a client's home, I'm always sure to be mindful and adhere to the instructions agreed on prior. Rest assured your pets will be treated just as they are when you're there...well, perhaps a bit more spoiled: P

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

Taking care of my babies well!

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Zijian W.
Sitter Profile Image: Esther H.
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Esther H.
from
$17
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Richmond, VA, 23229

About: I am a certified veterinary assistant.I graduated from a vet science class where we perform animal care on the pets we have: bunnies, cats, guinea pigs, grooming dogs, etc. I used to work at Dogtopia so I know how to handle dogs. I am currently enrolled in Tuskegee University to become an Exotic and Avian Veterinary. I am currently a freshman in college 10 hours away so I will only be available during my breaks: (maybe Thanksgiving), Christmas, and most of summer. I have 2 ESA cats . One is a black domestic shorthair named Shadow The Hedgehog . The other is a tabby named Silver The Hedgehog

Sitter Profile Image: Shany D.
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Shany D.
from
$22
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Glen Allen, VA, 23059

About: I take care my sisters dog time to time. I had a pet for 10 years and gave it care and support. I am very patient. I am always available after work to dog sit and my weekends aren't super busy. I am reliable and will meet needs of clients. And work hard. I will give it love and support. I am patient and kind. I love taking walks. I have jogged a half marathon. I am friendly

Sitter Profile Image: Andreea M.
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Andreea M.
from
$30
per walk
5.0 out of 5 stars
213 reviews
83 repeat clients
20 years of experience
Richmond, VA, 23238

Andreea was great with both of our dogs. She even got our younger pup to warm up to her quickly and explore outside of her comfort zone a bit. She has a calm yet friendly demeanor, which was perfect for our dogs.

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Joyti K.
Sitter Profile Image: Mary D.
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Mary D.
from
$16
per walk
7 years of experience
Richmond, VA, 23233

About: Hello, I would love to watch your pet. I recently graduated from W&M, and I’ve taken care of many dogs over the years. I have experience with senior dogs as well as puppies. I am currently staying at home before I head to Portugal in a month, so I will dedicate a lot of time to your pet’s needs. I make sure that your pet is happy and well-taken care of by sitting with them and going on long walks together. I am respectful of your home.

Sitter Profile Image: Shannon A.
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Shannon A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
41 reviews
21 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: Kelly S.
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Kelly S.
from
$25
per walk
4.9 out of 5 stars
146 reviews
81 repeat clients
12 years of experience
Maidens, VA, 23102

Kelly was great with our new shelter dog Mindy. Kelly was prompt to respond to messages and very easy to schedule with. It was clear from our meet and greet that she is a true dog lover! Poor Mindy was terrified on her first day and wouldn't come out of her crate, but on the second day, Kelly was able to coax her out and take her for a walk. Have already re-booked!

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Priscilla E.
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: 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: Bailey O.
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Bailey O.
from
$17
per walk
8 years of experience
Glen Allen, VA, 23059

About: I'm a dedicated pet sitter with over 8 years of pet care experience. I've worked professionally at a dog daycare for 2 years and have volunteered with animal shelters for the past 4 years, where I helped train dogs and worked with pets of all ages, sizes, breeds, and temperaments. I am Pet First Aid certified through the American Red Cross and experienced in administering medications when needed. Whether your pet is a playful puppy, a senior dog, or a nervous rescue, I strive to provide patient, attentive care tailored to their individual needs. I offer drop-in visits and dog walking, and I treat every pet as if they were my own. I understand how important communication is while you're away, so I provide regular updates and photos to help you feel confident that your pet is happy, safe, and well cared for. I have a flexible schedule and am available most days of the week for drop-in visits and dog walks. I respond promptly to booking requests, typically within an hour, and do my best to accommodate each pet's needs and routine. Availability may vary slightly based on my work schedule, but I keep my calendar updated and encourage owners to reach out with any questions about specific dates. When caring for pets in a client's home, I focus on maintaining their normal routine and providing a safe, comfortable environment. I carefully follow feeding, exercise, medication, and care instructions while ensuring pets receive plenty of attention, enrichment, and affection. With 8 years of pet-sitting experience, 2 years of professional dog daycare experience, 4 years volunteering with animal shelters, and Pet First Aid certification through the American Red Cross, I am comfortable caring for pets of all ages, sizes, and personalities. I also provide regular updates and photos so owners can feel confident their pets are in good hands.

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! :)

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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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  • 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.

Meet local walkers who will treat your dogs like family

  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 September 2026, there are 2,281 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 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 Windy Run.

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 Windy Run. On Rover:

  • 94% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 99% 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.

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