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: Joseph W.
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Joseph W.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Chester, VA, 23836

Joseph does a great job with my feisty pup.

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Connie C.
Sitter Profile Image: Meredith K.
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Meredith K.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Prince George, VA, 23875

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.

Sitter Profile Image: Abbi W.
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Abbi W.
from
$15
per walk
4.8 out of 5 stars
6 reviews
2 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: Hope G.
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Hope G.
from
$16
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Quinton, VA, 23141

Hope is delightful, polite and prompt. She was very patient with our somewhat over friendly year old border collie/golden retriever mix who is really trying to learn to be a good boy...but has lots of puppy energy. Highly recommend.

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Jeannine U.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$16
per walk
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: Darnell M.
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Darnell M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
101 reviews
38 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: 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: Allejah K.
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Allejah K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
6 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 years of experience
Quinton, VA, 23141

About: I have had many pets in my life ranging from dogs and cats, to turtles and parakeets. With this, I can promise I am used to all the different personalities pets can offer. Whether they are energetic or apathetic I can promise you your pet is in safe hands. I am currently on break from college and am doing this as a way to make some extra money. I also play semi-professional soccer in Richmond, Va so I schedule any dog care activities around any practices or games. As a pet owner myself, I can follow any special instructions that are required for your pet. Whether its giving medication, feeding instructions, walking habits, etc. I promise to prioritize your pets needs as if they were my own.

Sitter Profile Image: Anna A.
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Anna A.
from
$35
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
18 years of experience
Hopewell, VA, 23860

She is terrfic. She has been wonderful with our old girl.

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Marion S.
Sitter Profile Image: laneise B.
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laneise B.
from
$25
per walk
5.0 out of 5 stars
1 review
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: Danielle A.
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Danielle A.
from
$25
per walk
5.0 out of 5 stars
35 reviews
11 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: Rangeen A.
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Rangeen A.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
38 reviews
11 repeat clients
10 years of experience
Richmond, VA, 23237

About: I am a former dog owner who's trained a few dogs. I will treat the dog like my own! I understand the importance of routine, exercise, and cuddles! I work full time. Mostly from home. My significant other has an alternative schedule so the dog would be under 24 hour supervision. I can't wait to have a buddy with me throughout the day! I understand how anxious your paw partner may be while you are away -- I am here to console your paw partner until you are back 💕 I live in a single home with a large fenced backyard with a pool they can play in! Great parks and trails nearby. Dogs will have freedom in all rooms of the home. Dog will be supervised 20-24 hours a day. This helps me ensure pet safety and quick turnaround on any changes to health and/or behaviors.

Sitter Profile Image: Theresa M.
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Theresa M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
25 years of experience
Richmond, VA, 23222

Very accomdating.

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Robbin S.
Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$13
per walk
5.0 out of 5 stars
3 reviews
6 years of experience
Monroe Ward, Richmond, VA, 23220

About: I’ve had dogs growing up and had to take care of them a lot as well as having experience as a kennel tech over some summers! I’m currently off over the summer while school is out so my availability is very open. I can take care of your pets when ever you need me. I have an apartment that I am more than happy having pets stay in however there is no yard. I am happy to stay with them and house sit.

Sitter Profile Image: Melissa M.
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Melissa M.
from
$25
per walk
5.0 out of 5 stars
1 review
1 repeat client
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: Emma F.
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Emma F.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Mechanicsville, VA, 23111

About: I've been taking care of dogs and cats of all breeds, sizes, and temperaments. From high-energy puppies to senior sweethearts, I treat every pet like they're my own. I'm comfortable with administering medication, handling special dietary needs, and giving extra gentle care to shy and anxious pets. If I'm caring for your pet in your home, I'm tidy, respectful, and will make sure your pet feels safe and loved in their own space. You can count on me for prompt communication, regular updates, and lots of pictures! Let's set up a meet-and-greet! I'm currently out of school for the summer, so I have plenty of time on weekdays and weekends to care for your pets! I go back to school mid-August and will continue taking on gigs on the weekends then. I'm very tidy and respectful and you can trust me to take care of your pet in your home in a safe and gentle way.

Sitter Profile Image: Nicholas P.
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Nicholas P.
from
$20
per walk
10 years of experience
Sandston, VA, 23150

About: I’ve taken care of dogs since I was 13 and have always had a love for animals, I’ve dealt with all kinds of personalities so I’m very open as well. I am currently working on building a clientele as a personal trainer so I have a lot of free time to walk and dog sit. I have a fenced yard and extra dog crates if needed. I do have a lot of animals in my house but enough space to keep them separated if needed.

Sitter Profile Image: Jill G.
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Jill G.
from
$25
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Church Hill, Richmond, VA, 23223

Jill is great with my pup! I always come home to a tired and happy dog. Jill also communicates excellent. Thank you!

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Lindsey C.
Sitter Profile Image: Chelsea W.
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Chelsea W.
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
14 years of experience
New Kent, VA, 23124

About: I believe that all fur babies deserve to be spoiled just as I spoil my own! I love to give treats and usually have dog treats with me anywhere I go. I do have a full time job but I have a very flexible schedule and work from home. I begin my visits as early as 630 am and can do visits until 10pm in the evening. I work from home so I can adjust my schedule to accommodate your needs. I have open availability on the weekends. I know the stress being away from my furbaby in the past I couldn't relax because I worried about her safety the whole time I was gone. Which is why I keep you in the loop about your pet when they are in my care, you won't have to hunt me down to make sure they are having fun. We make sure that we practice safe departures so that your dog is safe and

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

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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?

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  • 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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Sitters in Wayside average 3
repeat dog walking clients

FAQs for Dog Walking - Wayside

Frequently asked questions about Rover

As of July 2026, there are 2,412 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 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 Wayside.

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 Wayside. 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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