Dog Walking Wayside

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

End
Search

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.

1 / 1
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
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.
Verified Background Check
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: Melissa M.
Verified Enhanced Background Check
Melissa M.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 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: laneise B.
Verified Enhanced Background Check
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.
Verified Enhanced Background Check
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: Anna A.
Verified Enhanced Background Check
Anna A.
from
$35
per walk
5.0 out of 5 stars
• 11 reviews
1 repeat client
20 years of experience
Fort Lee, VA, 23801

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

Profile image
Marion S.
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: Emma F.
Verified Enhanced Background Check
Emma F.
from
$20
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
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: Nicole W.
Verified Enhanced Background Check
Nicole W.
from
$10
per walk
2 years of experience
Richmond, VA, 23231

About: I’ve always loved animals and grown up around so many dogs and cats. I enjoy providing pets with great care and treating them like my own. I have experience with animals of all ages and I’ll take the time to make sure they feel comfortable, happy, and cared for! I’m currently in graduate school and have class until 11:50! I’m free before/after and free during the weekend as well. Overall, my schedule is very flexible. When caring for pets in their own home, I aim to keep them as comfortable as possible and maintaining their normal routine. I follow their feeding, walking, and playtime routines, while giving them plenty of affection.

Sitter Profile Image: Aimee B.
Verified Enhanced Background Check
Aimee B.
from
$19
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Church Hill, Richmond, VA, 23223

About: I have taken care of dogs of every kind since I was a young kid. I have cared for pets of my neighbors, friends, family members and more! I work remotely so I have plenty of availability to walk dogs throughout my day and give the pets plenty of attention. I do not have pets of my own but have plenty of availability for them :) I have a spacious apartment with no other pets to ensure the comfortability of guests! The area where I live is very residential and has lots of great walking paths for dogs.

Sitter Profile Image: Charlotte R.
Verified Enhanced Background Check
Charlotte R.
from
$38
per walk
5.0 out of 5 stars
• 18 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: Brianna J.
Verified Enhanced Background Check
Brianna J.
from
$38
per walk
5.0 out of 5 stars
• 21 reviews
5 repeat clients
25 years of experience
Fulton, Richmond, VA, 23231

About: I can’t recall a time in my life without pets. There was always at least one fluffy cat in the family, and I’ve spent at least a dozen years caring for dogs as well. I firmly believe that all animals have so much love to give and adventure to bring. I currently have a lot of weekday availability in my schedule. In the mornings, I go on walks anyways and can visit. The same goes for afternoons for the most part. In my client’s home, I will be cautious to keep doors and gates securely locked when letting an animal friend(s) outside and back in. I am sure to follow all given instructions to the T to ensure the safety and comfort of the animal friend(s).

Sitter Profile Image: Andrew C. T.
Verified Enhanced Background Check
Andrew C. T.
from
$35
per walk
5.0 out of 5 stars
• 57 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!”

Profile image
Deanna A.
Sitter Profile Image: Carley P.
Verified Enhanced Background Check
Carley P.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
22 years of experience
New Kent, VA, 23124

About: I have been around and taken care of animals since I was a child . I’ve watched friends & family dogs . I have been with dogs in all stages of there life’s from puppies to getting older . They have a very special place in my heart ❤️I also do love cats , a few years ago I recently got my own cat and every since have fallen in love with cats as well . I am currently goin back to college and have some extra time on my hands . So I’ve decided to do this in my spare time considering I absolutely love and adore dogs & cats . I am pretty open most of the time preferably in the mornings / early afternoons would work best but I am flexible. I would give your pets so much love and affection the entire time I am there . Depending on if the client has fenced in yard I would play with the dogs outside or inside the clients home, go on walks , bathing , feeding, Whatever needs you pets need I am there for it . Im very easy going and absolutely adore animals .

Sitter Profile Image: Cailey E.
Verified Enhanced Background Check
Cailey E.
from
$35
per walk
5.0 out of 5 stars
• 4 reviews
3 repeat clients
13 years of experience
Richmond, VA, 23225

About: Hey everyone, I’m Cailey! Ever since I can remember I’ve had a deep passion for all types animals! There’s not a single day in my life where I didn’t have a pet to call my best friend. So I figured I should spread my love and help others by caring for their pets! Almost everyone can agree that pets are a part of the family, so I assure you that your babies will be cared for and loved just as if they were my own. I have a doggie of my own named gunner and a cat named pumpkin, whom I absolutely love and adore. They are both super welcoming and love meeting new friends! We are looking forward to meeting you and your adorable pets. We can’t wait to give them a home away from home! 🐾 Caring for pets is currently my only job, as well as my husband helps out when he’s not at work, so there won’t be a moment where your pet is left alone! With my previous experience, I can easily give any medical care your pup may need, such as medication or any daily medical treatments they may have.

Sitter Profile Image: McKenzie G.
Verified Enhanced Background Check
McKenzie G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 5 reviews
4 repeat clients
7 years of experience
Glen Allen, VA, 23060

About: Hello! My name is McKenzie! I’m a pre-med student and animal lover looking to earn some extra funds for medical school. I’ve had my own dog since he was a puppy (he's now 8 years old!). Because he has a daily medication schedule, I am experienced and comfortable handling any medical or dietary needs your dog might have. I am currently home full time and am available for daily drop ins or house sittings when needed! I am also flexible and will accept last minute bookings for no additional costs from my end. I’m currently working part time online so I will have plenty of time to play with your puppies and check in on them! I am available everyday at any time since I work online. I ensure pet safety through constant supervision, secure spaces, and by following your specific guidelines. I will take them on daily walks and doggy parks (if you wish for the parks).

Sitter Profile Image: Rachael G.
Verified Enhanced Background Check
Rachael G.
from
$15
per walk
4.9 out of 5 stars
• 12 reviews
4 repeat clients
5 years of experience
Walkerton, VA, 23177

About: I have taken care of other peoples pets since I was a teenager. I have done drop ins and over night care for dogs and cats! I know fur babies are family and I take very good care of them. I have two dogs and four cats of my own! I would love the chance to let your pet get out and potty/stretch during the day or evening while you’re away. I am currently a stay at home mom. I have a lot of free time during the week as well as weekends. I can be available during the times of 8:30am-7:30pm or additional times if needed! I can let your dogs out to play and potty in your yard, if you don’t have a fenced in area I can put them on a leash and walk them. I can accommodate most things, just let me know your needs!

Sitter Profile Image: Doris C.
Verified Enhanced Background Check
Doris C.
from
$37
per walk
4.8 out of 5 stars
• 16 reviews
5 repeat clients
3 years of experience
Bon Air, VA, 23235

About: Hi! My name is Doris, and I truly enjoy caring for animals and making sure they feel safe, happy, and loved while their owners are away. I understand that pets are family, so I treat every dog with the same patience, attention, and kindness I would give my own. I was the proud dog mom of a Miniature Pinscher named Penny, and I adored her like family. Caring for her was a meaningful part of my daily life. Every Sunday, I prepared her fresh meals—meal-prepping wet food to mix with her dry kibble to ensure a balanced and enjoyable diet. I built my routine around her needs, including walks before leaving home and as soon as I returned, along with consistent activity throughout the day to keep her happy and engaged. I personally trained her, and she was crate-trained, comfortably settling in at night. She knew a variety of commands, including roll over, paw, other paw, along with all basic obedience cues. During the time I wasn’t actively caring for Penny, I invested in learning more about dog behavior by reading books and educating myself on different breeds, temperaments, and training approaches. This allows me to adapt my care style to meet each dog’s unique needs. I’m also an aunt to a husky named Rocky and a terrier mix named Marty, so I’m familiar with varying energy levels and personalities. Whether your dog is high-energy, routine-driven, or more relaxed, I adjust my approach to ensure they feel comfortable and understood. I provide a safe, calm, and clean environment and only accept pets from one family at a time to ensure focused, attentive care. I am very mindful of each pet’s routine—whether that includes specific feeding schedules, multiple walks per day, medication, or limits on how long they can be left alone. I maintain a structured schedule and am typically available before and after work, as well as on weekends. With advance notice, I can accommodate more involved care needs. My goal is to provide consistency so your pet feels at ease and at home. I also believe communication is key, so I provide regular updates, photos, and videos to keep you connected and reassured while your pet is in my care. My goal is always to create a calm, safe, and loving environment where pets feel comfortable, cared for, and genuinely happy. 🐾 Pet care is something I intentionally plan around and prioritize in my daily routine. I tailor my care based on each dog’s specific needs—such as the minimum number of walks per day, how long they can be left alone, and whether they require medication at set times. I’m typically home in the evenings and fully available on weekends. With at least two weeks’ notice, I can also request time off for bookings that require more daytime attention. When I do step out, it’s usually for short periods (5 hours or less), and I return home for the remainder of the day aside from occasional errands. I genuinely enjoy being active and spending time with animals, so I make it a point each day to incorporate walks, playtime, feeding, and quality one-on-one attention. My goal is always to ensure pets feel safe, happy, and comfortable while their owners are away. I also make it a standard practice to send regular updates, including photos and videos, so you can feel connected and at ease while your pet is in my care. In terms of availability, I maintain a structured schedule and am typically available before and after work, as well as on weekends. If your pet has specific timing needs, I’m happy to discuss and accommodate when possible. For bookings that require a higher level of care—such as frequent walks (e.g., every 2 hours) or detailed routines—I kindly ask for at least two weeks’ notice. A meet and greet 2–3 weeks prior to the scheduled stay is strongly preferred to ensure I can fully prepare and provide the best experience for your pet. My priority is always your pet’s safety, wellbeing, and making them feel as relaxed and at home as possible. 🐾 I provide a safe, calm, and clean environment for every pet in my care. To ensure the highest level of attention and safety, I only accept pets from one family at a time. This allows me to maintain a clean space and give your pup(s) my full focus, especially since managing interactions between unfamiliar dogs can require extra supervision and quick response in case of emergencies. When pets come from the same household, I’m able to rely on the dog parents’ insight into their behavior and routines, which helps me provide more personalized care from the start. I live in an apartment with a secure balcony, a dog park, and a safe, walkable neighborhood with night lighting for added visibility during walks. The building also has secured cameras at the entrance for an extra layer of safety. Whether in my home or a client’s home, I ensure pets are always supervised, comfortable, and following their usual routines for feeding, exercise, and rest.

Sitter Profile Image: Madison J.
Verified Enhanced Background Check
Madison J.
from
$20
per walk
4 years of experience
Williamsburg, VA, 23185

About: I’ve dog sat for family, friends, and clients that resided in Philadelphia, New Jersey, and Virginia. My clients have relied on me to check on, walk, and feed their little family members. I have a little bundle of joy named Mochi. Taking care of him is my favorite thing to do. He makes me realize that I have what it takes to care for pets of all different backgrounds. :) I’m currently working transitioning into a new job and looking to use all my free time to take care of your little family member!❤️🐱🐶 🏡 Trust, Safety & A Comfortable Environment 🐾 Your pet’s safety and comfort are my top priorities! Whether your pet stays in my home or I come to yours, I’ll provide a clean, calm, and caring environment where they can feel comfortable and secure. I’ll follow your instructions closely, respect your home and routines, and make sure your pet receives plenty of attention, supervision, and care. You can have peace of mind knowing your furry family member is in a safe and loving environment while you’re away. ❤️🐶🐱

Sitter Profile Image: Riley O.
Verified Background Check
Riley O.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 98 reviews
47 repeat clients
7 years of experience
manakin sabot, VA, 23103

“Easy to work with and good communication!”

Profile image
Rachel C.
1 / 1
View more

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

Book with peace of mind

  • 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.

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.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 November 2026, there are 2,394 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 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:

  • 90% of walkers can help with special care needs
  • 94% 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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge