Dog Walking Wayside

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

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Wayside, 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: Sarah S.
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Sarah S.
from
$16
per walk
1 repeat client
20 years of experience
Henrico, VA, 23231

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.

Sitter Profile Image: Abbi W.
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Abbi W.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Quinton, VA, 23141

“Abbi is great! She communicates really well”

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Katherine S.
Sitter Profile Image: Darnell M.
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Darnell M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 102 reviews
39 repeat clients
14 years of experience
Colonial Heights, VA, 23834

“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.”

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David R.
Sitter Profile Image: Danielle A.
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Danielle A.
from
$25
per walk
5.0 out of 5 stars
• 35 reviews
12 repeat clients
20 years of experience
Hopewell, VA, 23860

“Prompt and communicates in a timely manner. Very polite and very attentive to my fur baby’s needs.”

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Matthew N.
Sitter Profile Image: laneise B.
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laneise B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
40 years of experience
Quinton, VA, 23141

About: Any day any time I’m here to help you with your pets needs. Several local referrals and references to provide you and your loved ones. I provide pet services everyday. All hours of the day including overnights. No need to worry just contact me. I have and breed dogs as well. Animals are always my first priority. They are treated as my own. My children play an active roll in helping with care of our furry friends.

Sitter Profile Image: Kat H.
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Kat H.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
18 years of experience
Henrico, VA, 23231

“Kat was wonderful with giving real-time updates and photos of my pup during their walk! She also made sure he had a fresh bowl of water following their walk.”

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Sophie G.
Sitter Profile Image: Divine M.
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Divine M.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
4 years of experience
Richmond, VA, 23231

“Divine takes such good care of our Winnie! She’s the first dog walker we’ve hired and she has been flexible with our schedule changes week to week, sends the sweetest pictures, and is always on time.”

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Kali N.
Sitter Profile Image: Angela C.
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Angela C.
from
$18
per walk
4.0 out of 5 stars
• 4 reviews
15 years of experience
Richmond, VA, 23231

About: I’ve been around lots of cats and dogs of all ages and a variety of breeds and personalities. I have experience working at a 4.9 stars dog daycare where I was responsible for an average of 20-30 dogs at a time. I’m happy to accommodate whatever your baby needs while you’re away. I have experience administering oral medications as well as ear and eye drops. My schedule is currently open and I drive. I am happy to work something out with you whether your needs are for weekdays, weekends, or both. I’m big on giving updates and sending pictures. I’ll leave your home exactly as I found out and with your furry friend(s) cared for and happy. Communicate as much about your friend(s) and their needs as you wish and I’ll be happy to help.

Sitter Profile Image: Allejah K.
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Allejah K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 7 reviews
7 repeat clients
14 years of experience
SOUTH CHESTERFIELD, VA, 23834

“Allejah was great . Ciroc really enjoyed her . She kept me updated and I felt safe leaving my dog with her. I would highly recommend!”

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Janayla W.
Sitter Profile Image: Lucas B.
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Lucas B.
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Quinton, VA, 23141

“Great job, The Boyz love him.”

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Shelley MARIE W.
Sitter Profile Image: Madison J.
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Madison J.
from
$22
per walk
5.0 out of 5 stars
• 12 reviews
10 years of experience
Richmond, VA, 23231

About: I was raised around cats and dogs of all sizes, from great danes to chihuahuas. I am very familiar with animal’s body language and how they communicate their needs. I have experience walking, playing, exercising, administering medications, providing comfort and company to cats and dogs of all ages and sizes. Animals have always held a special place in my heart. I would love the opportunity to care for your pets and put your mind at ease while you're away! I am currently working part-time. Majority of my availability is in the afternoons and evenings during the week. Mondays and Tuesdays I am free after 5pm, Wednesdays and Thursdays fluctuate so please reach out regardless and Fridays I am free after 1:30! My weekends are completely open! I live in an apartment, my services mainly include home visits for playing, feeding, administering medication, walking or simply providing human contact and connection for your pets!

Sitter Profile Image: Tanti B.
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Tanti B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
3 years of experience
Museums, Richmond, VA, 23230

About: I’ve been watching both cats and dogs for friends and neighbors for a few years now, and now that I have more flexibility in my schedule I would love to provide my services to others! I work fully remotely and have a ton of flexibility to take care of your pets! If i’m not on vacation, i’m usually free to help :) I live in an apartment with my two-year-old chihuahua mix, Archie! Plenty of opportunities to run around the fenced dog area or ride over to a trail or park for more activity. If i’m dropping in, i’m happy to do whatever activities your pet loves and keep their routine going!

Sitter Profile Image: Melissa M.
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Melissa M.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
30 years of experience
Chester, VA, 23831

About: I've cared and been around pets and dogs of all breeds all my life. My family has always had dogs so I have experience feeding, grooming, playing, walking, administering simple medication, and basic training. I'm a mom of 7 that works part-time, with little ones in school, so I have the means, time, professionalism, and drive to play and care for your four legged family member, when your unavailable to.... And your able to rest assure that they are well taken care of :) When caring for pets I am able to visit and care for them in their natural setting.... Of their home, so they more natural and relaxed. Please reach out if your interested in weekend boarding at my home.

Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Richmond, VA, 23234

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.

Sitter Profile Image: LaMia S.
Verified Enhanced Background Check
LaMia S.
from
$15
per walk
10 years of experience
Henrico, VA, 23231

About: I have had all sorts of animals throughout my life. I’ve never worked with dogs professionally but I’ve had multiple family dogs ranging from Chihuahuas to Pit bulls and I loved and cared for all of them. I currently have 2 Pit bulls that are loved and happy. I also often help pet sit in the neighborhood. During the school year I will be in class from 8 to 3 but after that I have plenty of time to walk and/or care for your pet. I have no other priorities so taking care of your fur baby will be my main focus. I am typically well liked by dogs and I am patient with dogs that are still in training so if needed I can go at your dogs pace making them more comfortable.

Sitter Profile Image: Alexandria W.
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Alexandria W.
from
$15
per walk
12 years of experience
Petersburg, VA, 23805

About: I’ve always enjoyed caring for dogs and have experience taking care of my own as well as helping with others. In a effort to getting outside, staying active, and working toward my own fitness goals. I figured, why not accomplish two things at once?! Let me help you feel confident your pup or pups are cared for while getting some extra steps in myself! I’m dependable, attentive, and will treat your dog with the same care I’d want for my own. Please reach out if my schedule is blocked we maybe able to work something out. I currently work full time in Richmond however I am in the office 2-3 days a week. Depending on those days, I can do lunch drop ins, however morning and evenings I am absolutely available. I am also in school so most weekends I am in the area! I am happy to do whatever is needed to care for your pet. If there are additional needs outside walking and feeding the dog please let me know. I am happy to confirm what I am comfortable doing.

Sitter Profile Image: Taylor M.
Verified Enhanced Background Check
Taylor M.
from
$20
per walk
10 years of experience
Richmond, VA, 23231

About: I have always had a love for animals since a small child. My exposure and interest for neighborhood animals and pets brought on opportunities for pet sitting in my community growing up. This love grew into a passion/career as I have been working as a Veterinary Assistant for 10 years and received my bachelors in Agriculture at Virginia State University in 2020. My schedule is currently flexible until October 19, 2026 allowing me plenty of time to tend to your pet(s) in need! After September, I will be available Monday-Thursday 6pm to 9pm and Friday- Sunday 9am to 10p. I have my own fur baby by the name of Sebastian. He is a 6 year old Yorkshire Terrier who loves to socialize with people and pets. We currently live in a suburban neighborhood that will make you feel safe to leave your fur babies in my hands.

Sitter Profile Image: Daeshard b.
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Daeshard b.
from
$23
per walk
5.0 out of 5 stars
• 2 reviews
13 years of experience
Petersburg, VA, 23803

About: With 13+ years of dedicated experience caring for dogs and cats, I specialize in providing safe, structured, and deeply compassionate care. From training energetic puppies to managing medical needs for senior pets, I treat every animal like family As a disabled veteran with a lot of time for pet care. I bring discipline, structure, and calm patience to managing your dog or cat’s routine, medication, and unique needs. I treat the client's home with the utmost respect, maintaining cleanliness, following security protocols and keeping a low profile. Special needs and senior aniamls are not a problem

Sitter Profile Image: Kendall V.
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Kendall V.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
12 years of experience
Shockoe Bottom, Richmond, VA, 23223

About: I am a huge animal lover with lots of pet care experience! I grew up with pets and have had a few of my own in my adulthood. Sadly, my senior pup, Ruth, just passed away at around 13 years old. I miss her presence and am hoping to fill my extra time with caring for other people’s pets. I am familiar with pet medication administration and senior pet care. I look forward to meeting your fur babies! I am a lawyer with my own business, so I do not work a traditional 9 to 5 and have a flexible schedule. This allows me to provide pet care during the week and on weekends! I am responsible and detail-oriented. Since I have these traits, I will always pay strict attention to your instructions for your pet and be respectful of your home.

Sitter Profile Image: Jamie R.
Verified Enhanced Background Check
Jamie R.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
20 years of experience
Chester, VA, 23831

About: I've had dogs and cats all my life. From pound puppies to pure bred, from puppy to 17+ years old and everything in between. Currently I have 2 Great Danes, a 1 year old female named Willow and a 2 year old male named Otis, and my oldest pound puppy a 17 year old girl named Spazzy. There are also 3 cats in the house. I've had multiple dogs trained and I'm currently working towards a dog training degree myself. I am able to administrator medication and do minor grooming. I have been around animals my entire life and nothing makes me happier than an animal. I am currently a stay at home mom. I have a 14 year old daughter who also adores all animals. I like taking my pups for walks whenever weather permits and when it's icky out we stay inside and play or snuggle up on the couch. Regardless of whatever fun activity we do we do it together and I'm available 24/7 to ensure your pet gets the same level of love, affection, and care as my own. I do not have a fenced yard and although I am located out in the country with a large area to run people do speed past the house so leashes will be used unless otherwise requested. My dogs are fed on a twice daily schedule and I can maintain that or feed on whatever schedule you currently work on with your pet. I am also able to administrator medication to your pet and provide minor grooming if need be. Whatever you and your pets need I'll do my absolute best to provide in a safe and loving environment.

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

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Popular requests for dog walking - Wayside

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wayside average 3
repeat dog walking clients

FAQs for Dog Walking - Wayside

Frequently asked questions about Rover

As of October 2026, there are 2,434 sitters on Rover offering Dog Walking across Wayside. 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 Wayside. 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 a map of the walking route , 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 Wayside 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 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 Wayside. On Rover:

  • 94% of walkers can help with special care needs
  • 97% 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 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 Meet & Greet .

walkers on Rover set their own cancellation policy , 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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