Dog Walking Wayside

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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: Madison G.
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Madison G.
from
$15
per walk
4.3 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Prince George, VA, 23875

About: I currently run a small, scale sanctuary where we focus on roosters, but residents include dogs, cats, bunnies, ducks and hens, too! In my eyes, animals are family. I know what it's like to trust someone with your baby and home. I provide the care that I would want for my animals in each visit. I'm not much of a runner, but I can run for a little and can walk for miles. I don't mind doing some grooming if you need additional help with that while you're away. I’ve lived with animals my whole life, and volunteered in a variety of roles with different species and breeds. If you’re interested, let’s chat to see if it’s the right fit.

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: laneise B.
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laneise B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
3 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: Kendall V.
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Kendall V.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
12 years of experience
Shockoe Bottom, Richmond, VA, 23223

About: **Hablo español!** 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, recently 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: Isaiah M.
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Isaiah M.
from
$20
per walk
5.0 out of 5 stars
• 6 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: Allison F.
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Allison F.
from
$18
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Northern Barton Heights, Richmond, VA, 23222

About: I’ve had pets nearly my whole life and have been known to struggle to walk past an animal in need. This means rescuing an injured squirrel, a Cooper’s hawk, an opossum, and more, going the extra mile even when it was deeply inconvenient for me to do so. I also grew up attending zoo camp and then volunteering at a zoo from age 5 to 14, caring for a wide range of animals. I have worked with high energy pitties, a blind and anxious German shepherd, birds, cuddly kitties, fearful kitties, diabetic kitties, rabbits, and others. I have administered shots, IVs, medications, eye drops, and more. I am persistent and typically can win over even the shyest and most anxious fur baby. I have a genuine love for caring for pets and would be honored to care for yours! I am currently carefully thinking about my next full time role and working part time. My partner is an immigrant seeking employment during a time when that is extremely difficult due to the political situation. Any supplemental income is incredibly helpful for me as we navigate. I have a reliable vehicle, plenty of time to play with your pets, and love to love on them. I have a reliable car and I keep my word. I am communicative, honest, and truly love animals. I take direction well and understand that every pet has their specific needs. I don’t cut corners and do my best to provide top notch care, always.

Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$30
per walk
4.9 out of 5 stars
• 45 reviews
14 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: Sarah A.
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Sarah A.
from
$20
per walk
5.0 out of 5 stars
• 1 review
21 years of experience
Church Hill, Richmond, VA, 23220

About: I grew up with three dogs and two cats, so I come from a very pet friendly background! I have cared for dogs personally and professionally too. Experiences in walks, feeding, playtime, administering medication, and building trust with new animals. I am I remote worker, so I have a ton of flexibility in my schedule. I would love to include caring for pets in my weekly routine! I can easily crate your dogs, if needed to keep them safe and comfortable. I’d also love to schedule a meet and greets to build trust with both owner and pet before beginning services.

Sitter Profile Image: Kaylon W.
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Kaylon W.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Richmond, VA, 23223

“Amazing service provided from Kaylon! Kaylon was super experienced , friendly and a great help.”

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Celeste M.
Sitter Profile Image: Avery M.
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Avery M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Richmond, VA, 23220

About: I have cared for dogs starting in middle school, for a variety of neighbors, friends, and family members. I really enjoy spending my time with dogs, whether that be walking, playing, or just relaxing together. I currently am participating in a program with America's Vet Dogs, where future service dogs are trained by inmates at local prisons, and individuals/families sign up to take 1 dog every weekend for a year, to provide the experiences out in the world that these pups need to become amazing service dogs! This is my second year my mother and I have been a part of this program, and I have learned so much about dog training that I never knew before! I feel confident that this experience with training and taking care of a dog that isn't mine has made me a qualified pet sitter. I am currently in grad school, so I have free time during the day to walk or drop in on pets! I can be quite flexible with my availability and schedule because of the nature of my grad program. In your home, I will ensure that your pet is safe and cared for always. Whatever your home situation, I can easily accommodate to your dogs and cats the best care, making sure that they feel loved and are having fun! I love to get outdoors, and can easily handle active dogs with lots of walks and playing!

Sitter Profile Image: Kaity P.
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Kaity P.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
The Fan, Richmond, VA, 23220

About: I’ve had pets my entire life growing up. In terms of dogs had a yellow lab, golden retrievers, mutts. I’ve also had many cats growing up and a wide variety of other pets, such as Guinea pigs, hamsters, hermit crabs and even pigme goats. I have also been very active in taking care of all of my families pets. I currently have 2 dogs and 3 cats. One of my dogs is a Newfie mix and almost pulls my arm off whenever I walk him. So if I can handle walking him I’m sure I can handle waking any dog! I have also worked at a petting zoo and on a private farm taking care of animals. I am a huge animal lover and will take the best care of your pet! I’m currently working part time and in graduate school online so I will have plenty of time to care for your pet! I’m available weekdays and weekends! When I am stopping in for a home visit or walk I will be sure to follow any and all instructions left for me and take superb care of your pet! I always make sure to leave the house neat and clean, send updates throughout my time with your pet and give them lots of affection!

Sitter Profile Image: Charlotte R.
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Charlotte R.
from
$38
per walk
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Richmond, VA, 23223

About: Please ask to see my Trusted HouseSitter profile for additional reviews and information! I provide pet care in Richmond and Charlottesville and the surrounding areas, though I am also happy to travel to other states with advanced notice. I have a breadth of experience caring for my former pets and my home, as well as house and pet sitting for friends and for my clients. I grew up on a farm and cared for goats, horses, cows, dogs, cats, sheep, and poultry. I make an excellent house/petsitter due to my experience with and love for animals and my tidy and loving personality! ** I charge $45 / night for 1-6 night house stays, but have a sliding scale for longer sits (negotiable at the time of request). I am open to traveling farther distances for 1+ week sits. I am attending VCU for my MSW M-F from 8-4, so I have limited availability for midday potty breaks/check-ins during the week, but I have open availability most evenings and weekends. For boarding requests, my partner works from my home and is available to offer potty breaks/check-ins for pets while I’m at school. I’m happy with staying overnight for housesitting or sharing my home for boarding! I have the utmost care and respect for my clients pets and homes and treat them as if they were my own. I make sure to communicate expectations as best as possible to make sure we’re all on the same page.

Sitter Profile Image: Olivia A.
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Olivia A.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
15 years of experience
Mechanicsville, VA, 23116

About: Hi! My name is Olivia, and I’ve been caring for dogs and animals for as long as I can remember. Growing up around pets gave me a natural love for animals, and over the years I’ve helped care for dogs and cats of all sizes, ages, and personalities. I have experience with walking, feeding, playtime, administering medications, and maintaining each pet’s normal routine to help them feel safe and comfortable while you’re away. What sets me apart is the genuine love and care I give every animal. I treat every pet like family and truly enjoy spending time with them, whether that means long walks, playing fetch, or simply keeping them company in their home. I currently have a very open and flexible schedule while I wait to begin my career as an Emergency Medicine Physician Assistant in late August. Because of this, I’m able to dedicate plenty of time and attention to your pets throughout the day. My flexible availability allows me to accommodate walks, drop-ins, overnight stays, and last-minute scheduling needs whenever possible. I love staying active, so spending time outdoors walking and caring for dogs is something I genuinely enjoy during this transition period before starting work. Providing a safe, loving, and trustworthy environment for pets is my top priority. I understand how important it is to feel confident leaving your pet in someone else’s care, and I always strive to create a calm, dependable, and comfortable experience for both pets and owners. I live in a pet-friendly environment with plenty of safe areas for walks and outdoor time, and I carefully follow each owner’s home instructions regarding routines, medications, feeding schedules, and special needs. I’m attentive, responsible, and communicative, and I’ll always make sure your pet receives the love, attention, and care they deserve while you’re away. 🐾

Sitter Profile Image: Andrew C. T.
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Andrew C. T.
from
$35
per walk
5.0 out of 5 stars
• 56 reviews
20 repeat clients
32 years of experience
Richmond, VA, 23224

“Andrew was amazing! He was so loving and gentle with my dog. I have zero complaints and look forward to booking with him again!”

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Deanna A.
Sitter Profile Image: Katlyn B.
Verified Enhanced Background Check
Katlyn B.
from
$15
per walk
5 years of experience
Petersburg, VA, 23803

About: I’ve been a kennel tech for the last 5 years now ,I’m currently a manger of a doggy daycare!I love working with animals look forward to meeting them and taking care them like they are my own :) I am available through different times of the day to let your dogs out to walk them or drop and visits for them, I’m pretty much open after 11:30 on the weekend I will come and let them out /play with them how you tell me and based on what your dog likes to do like play ball etc .

Sitter Profile Image: Desiree D.
Verified Enhanced Background Check
Desiree D.
from
$32
per walk
2 repeat clients
6 years of experience
Richmond, VA, 23222

About: I have over 5 years of hands-on experience caring for dogs in structured, multi-dog environments, including high-energy and working breeds. I currently manage a multi-dog household and am actively involved in dog sports and conformation, which has given me a strong understanding of routine, behavior, conditioning, and proper handling. I am comfortable working with: • High-energy and active breeds • Puppies needing structure and consistency • Senior and special needs dogs • Multi-dog households • Dogs requiring medication My care style focuses on structure, safety, and clear communication. Dogs in my care receive consistent routines, appropriate exercise, and calm, confident handling—not just supervision. I am best suited for clients who value reliable, knowledgeable care and want their dogs maintained in a structured environment while they are away. Pet care is a consistent and structured part of my daily routine. I plan my schedule around the dogs in my care to ensure they receive timely walks, feeding, exercise, and attention. I maintain reliable availability for bookings while ensuring each dog receives focused, individualized care and a consistent routine. I prioritize safety, structure, and clear communication in every home I enter. I follow each dogs routine closely, including feeding schedules, medications, crate use, and exercise needs. Dogs are always handled securely on leash unless otherwise specified, and I am attentive to environment, behavior, and stress signals. My goal is to maintain a calm, consistent, and safe environment so your pet feels secure while you’re away.

Sitter Profile Image: Haley K.
Verified Enhanced Background Check
Haley K.
from
$21
per walk
10 years of experience
Chesterfield, VA, 23832

About: I love all animals! I believe animals can sense energy, and animals always respond well to my presence because I am patient. I grew up on a farm so horses, dogs, cats, birds. My pets live like kings 😂 I work remotely so my schedule is flexible. Over night stays are fine. I work remotely and have hot spot so my schedule is flexible. I am available 7AM-3PM (depending on area). Fridays/Saturdays available all day. I would prefer pet sitting at the pet’s home to ensure they feel comfortable, low stress. Evenings I can stay extended amounts of times as long as y’all don’t mind me working remotely on my hot spot at the home. Outside/feeding schedules will be no problem because my work is flexible.

Sitter Profile Image: Tina L.
Verified Enhanced Background Check
Tina L.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
24 years of experience
City Center, Richmond, VA, 23219

About: I have had a passion for taking care of animals since I was 5 and I’ve always lived in a house with dogs. I didn’t get to interact with cats until college because my family had allergies but the second I met one I fell in love with them too! I’ve been volunteering at the SPCA since I was sixteen so I have a lot of experience with all sorts of animals. I know pets are just part of the family and I am excited to help take care of your family! I am available on weekends due to work but I am willing to work with clients and find a schedule that works best for you. I have lots of experience with animals and I know that you need to let them move at their own pace and make sure they are the focus of the interaction. I’ll go out of my way to ensure all animals in my care are comfortable and have a safe relaxing environment.

Sitter Profile Image: Katie G.
Verified Enhanced Background Check
Katie G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 23 reviews
12 repeat clients
25 years of experience
Moseley, VA, 23120

“Katie has the magic tough with our fur babies! Always a reliable support!”

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

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  • 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.

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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

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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 2,408 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 , 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 , 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 Wayside. On Rover:

  • 90% 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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