Dog Walking Whitleys Crossroads

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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: Rachel M.
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Rachel M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
104 reviews
29 repeat clients
15 years of experience
Windsor, VA, 23487

Rachel was great! She was very kind and patient with my crazy, high-energy golden retriever! She kept me updated with pictures and videos of walks and play time! 10/10 job for certain! I will be booking with her again! 😁

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Jackie R.
Sitter Profile Image: Chainey L.
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Chainey L.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Wakefield, VA, 23888

About: I’ve owed 4 Labrador retrievers, and still currently have two, one is my duck dog and one’s my old retired boy. I love animals. We enjoy daily walks, and mental stimulation! They get plenty of outdoor time as well as one on one time! I’m currently working as an estimator from home so I have plenty of free time for animals and making sure they get the proper care they need while under my supervision! I have all necessities for animals. I have an out door dog run, I have indoor kennels, I have a designated area inside, I give mental stimulation toys and treats. I make sure the dogs are going outside atleast every two hours insuring the have there energy out and not missing any potty breaks man

Sitter Profile Image: Gabby B.
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Gabby B.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Windsor, VA, 23487

About: I enjoy fostering dogs to help get more information about their personalities and in turn help them get adopted. I have also been a dog sitter for family and friends for years. I enjoy practicing my dog training hobby. I believe the more training a dog has the happier they will be. They will know their boundaries and what makes their human happy thus creating a positive environment. I currently work full-time from home therefore daycare or walks are the most ideal services for me. If we have a good established relationship (human to human and dog to human) I am open to overnight says. I have a larger fenced yard however the fence is vertically challenged. I like and want to go for a couple walks a day. I have a daughter who loves dogs and is very good with them. She's a gentle and loves to help train, feed or just sit and pet them.

Sitter Profile Image: Nikolaas P.
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Nikolaas P.
from
$16
per walk
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Franklin, VA, 23851

Nikolaas has been amazing with our two dogs. Both our boys are older (aka stubborn) and can have a lot of energy on a leash. Nikolaas’ energy calms them and he redirects them perfectly so they enjoy their walks stress free. They enjoy seeing Nikolaas when he arrives. They became instant friends. Nikolaas was very thorough in his interview with us and asked a lot of questions. We asked a lot of questions too and feel very happy we chose him as a walker and a friend to our dogs.

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Jacinda E.
Sitter Profile Image: Virginia J.
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Virginia J.
from
$15
per walk
4.9 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Ivor, VA, 23866

About: Energetic person looking to take care of energetic dogs. I love animals and love to take care of them. I’ve owned dogs my entire life. I’ve had a variety of breeds like Chihuahua, German Shepherds, Beagle, Terrier, Retrievers. Many of my pets were abused and shelter animals. I have experience with both large and small dogs. I’m comfortable with Mastiffs and Rottweilers. Most dogs love me even ones that are typically shy around strangers. You won't be sorry hiring me. I will take care of your dogs like they are my own. I think they can sense when a good person is around. I think dogs are one of the smartest and most intuitive animals around. I love to play with dogs and love taking them on walks. We can even play fetch or cuddle, whatever they like. You can trust me with your dogs and have no worries they are being taken care of properly. I will be your pet’s BFF. My schedule is flexible and I am a non-smoker.

Sitter Profile Image: Kasie W.
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Kasie W.
from
$16
per walk
8 years of experience
Zuni, VA, 23898

About: Raised with animals big and small, I now care for 7 of my own. I’m passionate, patient, and skilled in both puppy training and senior pet care. l’m free everyday after 9am! Any day of the week I will be able to help with any needs that you and your pet will need! I prioritize safety by pet-proofing spaces and closely monitoring pets at all times. I create a calm, clean environment built on trust to keep pets comfortable and secure in any home.

Sitter Profile Image: Fallon W.
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Fallon W.
from
$15
per walk
15 years of experience
Smithfield, VA, 23430

About: Hi! My name is Fallon and I am here to give loving, patient, reliable care to your pets. I have been around animals my whole life. This includes dogs, cats, guinea pigs, and rabbits. I enjoy all of them. I have previously worked as a vet assistant . I am a frequent visitor to the Isle of Wight animal shelter, where i walk the dogs. I have also fostered both cats and dogs and found them their forever homes. I am patient, loving, reliable and have experience handling all types of breeds. Please contact me for your animal needs . Thank you! I’m a stay at home mom with a flexible schedule. I am available mostly in the mornings when my kids are in school and can do some afternoons Safety and trust with dogs come from understanding their behavior and creating a calm, respectful environment. When people interact gently, respect a dog’s space, and pay attention to signs of stress, dogs are more likely to feel secure and respond positively. Consistent routines, supervision—especially around children—and clear boundaries help build trust, reduce fear, and keep both people and dogs safe.

Sitter Profile Image: Robert B.
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Robert B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Suffolk, VA, 23434

About: Hey there! I'm a proud military member and animal shelter volunteer with 10+ years of experience caring for pets of all kinds—dogs, cats, and even the little critters! From playful puppies to sweet seniors, I’ve got the skills to handle it all. Need meds given or special diets followed? No problem! I’m all about keeping your pets happy, healthy, and stress-free. I’m big on communication, so you’ll always know how your fur-babies are doing. With me, it’s not just pet sitting—it’s personalized, loving care that gives you total peace of mind. Let’s make sure your pets have a tail-wagging good time while you’re away! Pet care is a central part of my daily and weekly routine. Each day, I dedicate specific times for walks, feedings, playtime, and any special needs such as administering medications or training sessions. I schedule my work and personal activities around my pet care responsibilities, ensuring that each pet receives consistent and attentive care. My flexible schedule allows me to accommodate various needs, whether it's daily visits, overnight stays, or extended care. This dedication ensures that every pet in my care feels loved, safe, and well-attended to throughout the week. In my home, I create a safe and welcoming environment for pets by providing a designated area with comfortable bedding, toys, and plenty of space to roam. I maintain a consistent routine for feeding, walking, and playtime, ensuring each pet feels at home. I also have a secure backyard for supervised outdoor activities. When caring for pets in a client’s home, I follow the owner’s instructions closely to maintain the pet’s usual routine. I ensure their environment is clean, provide fresh food and water, and engage in regular play and exercise. I also send daily updates and photos to keep owners informed about their pet’s well-being. My goal is to provide personalized, attentive care that meets each pet’s specific needs, whether at my home or theirs.

Sitter Profile Image: Jane C.
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Jane C.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
17 years of experience
Suffolk, VA, 23434

About: My first two pets were 2 doggies at 9 months old. I had them for 17 years until they left for doggy heaven October 2024 and February 2025… I am not ready to fully commit again quite yet so decided babysitting and loving on others’ furbabies will help the healing. Work from home all week. Will be able to take care of them in home and overnight if needed! I will accomodate to all requests and needs. Will appreciate details such as age, allergies, health, likes and dislikes. Will treat your baby/babies like they are my own. Will walk them as I have a dog friendly neighborhood as well as a newly built dog park. The backyard is also fenced.

Sitter Profile Image: Kelsie R.
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Kelsie R.
from
$18
per walk
5.0 out of 5 stars
7 reviews
10 years of experience
Suffolk, VA, 23434

About: I’ve had animals my whole life. My babies have gone through lots of moves with the military with me and we are finally able to have the animals we want but not the space, so until we have the space, I’d love to help other people take care of their fur babies! I currently work part time, and i’m a home school mama. So my schedule is very flexible to come help take care of your babies when you can’t! I would love to help take care of your fur babies when you can’t! I know how I want my babies taken care of so I’m happy to do what’s needed to help with yours! I have very weird, particular fur babies, so no judgement if you do as well! happy to do what’s needed to make the fur babies happy!

Sitter Profile Image: Madison T.
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Madison T.
from
$18
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
13 years of experience
Suffolk, VA, 23434

About: I have 13 years of pet care experience from owning 5 dogs. I also taken care of many dogs for friends over the years. I am constantly on the internet looking for different ways to keep dogs healthy and live a long wonderful life. I currently work part-time, which means my schedule is quite flexible. I can easily adjust my work hours to accommodate your fur baby’s needs. I’ll ensure that your furry friend is well-cared for throughout the day, including feeding, walking, playing, cuddling, and making sure they’re happy while you’re away. I will follow the instructions that are given to me very carefully because every dog is different. I do recommend having us meeting before you leave so I can bond with your fur baby with you there so they are comfortable with me. If you have a certain route you like to take your fur baby for walks or if you have a dog park where your dog can play with other dogs (if they are social) let me know! Otherwise I will walk your fur baby for a minimum of one hour and maybe even take them with me for small store runs in the area (with your permission ofc!).

Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$20
per walk
5.0 out of 5 stars
4 reviews
5 years of experience
Suffolk, VA, 23434

About: What makes me different is the level of care, patience, and versatility I bring to every animal I look after. I’m not just here to cover the basics—I focus on making sure each animal feels safe, understood, and genuinely cared for. I’m experienced with a wide range of animals, from dogs and cats to large and farm animals like horses, goats, and chickens. This means I’m comfortable handling different routines, environments, and responsibilities with confidence. I also have a strong understanding of pets who need extra support, including seniors and those with anxiety. I take a calm, gentle approach, move at their pace, and prioritize building trust so they feel secure while you’re away. I pay close attention to small details—changes in behavior, appetite, or mood—so nothing gets overlooked. Combined with reliable communication and consistent updates, you can feel confident your animals are in capable, caring hands. Animals have been a constant part of my life, and caring for them is something I take seriously and genuinely enjoy. I provide reliable, attentive pet sitting for families who want their pets to feel safe, comfortable and loved while away. Whether it is daily walks, playtime, medication, or simply keeping them company, I focus on creating a calm, lovable and predictable routine that helps them feel secure. I’ve worked with dogs of all sizes, cats with all different personalities, small and large animals who need gentle, constant care. I pay close attention to behavior changes, eating habits, and comfort levels so you always know how your pet is doing. Communication matters a great deal, so I send updates, photos, and notes to keep you connected. My goal is simple, to treat your pet like they are my own and make those time away as stress-free as possible! I provide loving, reliable sitting, giving your pet a safe, calm, and comfortable place to stay while you’re away. I treat them as part of my own pets. Keeping routines consistent and their environment peaceful.

Sitter Profile Image: Ashley R.
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Ashley R.
from
$16
per walk
5.0 out of 5 stars
6 reviews
20 years of experience
Suffolk, VA, 23435

About: Hi! My name is Ashley, and I have been around animals my entire life. I have experience caring for small, medium, and large dogs with a variety of personalities and energy levels. Whether your pet loves long walks, playtime, or simply having company, I am happy to provide the care and attention they need while you’re away. I am also comfortable around cats and understand that every pet has their own routine and preferences. I know how important it is to find someone you trust with your furry family members, and I will treat your pets with the same care, patience, and affection that I would give my own. I look forward to meeting you and your pets! My availability is Wednesday evening through Sunday evening each week. I am available for walks, drop-in visits, and pet sitting during that time and will do my best to accommodate your pet’s routine and needs. I don’t currently have a pet in my home, but I have spent my life around dogs and have experience caring for pets with different personalities, sizes, and energy levels. I understand how important routines are for animals, and I strive to provide a safe, loving, and comfortable environment while they are in my care.

Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$35
per walk
10 years of experience
Windsor, VA, 23487

About: Hello! My name is Kelsey. All of my life I have felt at home with animals (of ALL kinds). My dream is to one day run my own dog rescue. Until then, I've chose to submerge myself in doing what I love most. And that's being with animals. I have 4 cats and 3 dogs (along with my husband and son) at my home. They are so very spoiled and loved. I would absolutely love to be your pet sitter and more importantly...your pets friend when missing their human. I have several years of dog training experience, although I am NOT certified yet. (Worked with dogs at a boarding and training facility and also in a few dog boarding and daycare facilities.), so I have a decent amount of knowledge when it comes to helping with training and dogs with small temperament issues. I also have experience with senior dogs. I also have experience with reptiles, fish, rodents, AND farm animals. So please don't hesitate to ask about that! (Also, PLANTS!) I will stay overnight, as needed, as long as I'm available and my families schedules allow it. I am currently in school for my Bachelor's degree. I have plenty of time when I am not studying. My schooling is mainly online so I'm flexible when it comes to when and where I study and do my school work, so I can always bring it with me if needed. My son has football practice and games throughout the week, but I can always schedule accordingly to make sure it works and his father is home from work. I will always try to make it work and be accommodating. I care for all of my clients pets as if they were my own. Plenty of attention, love, affection, and respect. Many people forget that pets need respect like the rest of us, and I always make it a point to respect my clients pets boundaries and certain routines that they are use to.

Sitter Profile Image: Daniela U.
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Daniela U.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
9 years of experience
Suffolk, VA, 23437

About: I have many years of experience caring for both dogs and cats. I have a senior dog that I adopted in 2015 and in 2020 I helped raise a puppy from 8 weeks old. They were both raised with kittens as well. Through these experiences, I have learned how to care for different animals of different age groups. I currently work 9 am-5pm Monday through Thursday so I am available after 5pm those days. On Fridays, I am available from 8 am-1pm. I am available all day Saturdays and Sundays. I have a spacious apartment that is pet friendly and equipped with two dog parks and a lake with plenty of walking area. My pets are friendly and love play dates with new friends!

Sitter Profile Image: Nancy B.
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Nancy B.
from
$16
per walk
5.0 out of 5 stars
1 review
35 years of experience
Suffolk, VA, 23434

About: I grew up with and have worked with animals all of my life - dogs, cats, horses, guinnea pigs, hamsters, cattle, etc. I became a licensed veterinary technician 13 years ago and love seeing the furry faces that bring so much joy to so many. I have experience with all ages of animals, but have a special place in my heart for older kids. If you need help with your fur-child, I’m here! I’m between things right now, figuring life out. I’m pretty open besides when I have my daughter. I’m currently dog-less so seeing your puppy will really make my day! I want the time you are away from your pup to be as comfortable as possible. I will do whatever it is that will accomplish that. A schedule is so very important to them so let’s keep it!

Sitter Profile Image: Ashley R.
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Ashley R.
from
$20
per walk
5.0 out of 5 stars
1 review
13 years of experience
Zuni, VA, 23898

About: I have 3 dogs of my own, varied ages, and even a pig! But I have been around animals as long as I can remember. My partner won’t let me get any more animals, so I would love to care for all of yours instead! I am a teacher and looking for summer, and break, work. I am practically available all day! I would be a fool to not do something that I love to occupy my days. I have a very energetic 1 year old, fully vaccinated, puppy that would love to run around with your fur babies. She has a bigger brother and sister, so size is not a problem for her. I also have 2 cats of my own so have experience with both.

Sitter Profile Image: Robbyn W.
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Robbyn W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
3 reviews
4 repeat clients
3 years of experience
Suffolk, VA, 23434

Robbyn was excellent! She was reliable and responsive. She would answer my questions at all hours of the day. She allowed my dog to go at his own pace and even picked up on his little nuances like wanting to carry his own leash. Highly recommended!

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Christine W.
Sitter Profile Image: Angie S.
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Angie S.
from
$30
per walk
5.0 out of 5 stars
21 reviews
11 repeat clients
40 years of experience
Suffolk, VA, 23434

Angie is fantastic! She’s so good with our dog and makes sure to fill us in if there were any behavioral or stool issues we need to be aware of!

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Hanna C.
Sitter Profile Image: Melody & Matthew D.
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Melody & Matthew D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
83 reviews
42 repeat clients
10 years of experience
Suffolk, VA, 23434

About: For over 10 years, we've cared for dogs of all shapes, sizes, and personalities — each one holding a special place in our heart. Whether it’s mealtime, playtime, bath time, potty training, or giving medications, We make sure every tail keeps wagging and every pup feels safe, loved, and at home. With a flexible work-from-home schedule, I’m here to give your dog plenty of love and attention throughout the day. I’m usually only out briefly in the mornings for school drop-off and in the evenings for kids’ sports — My husband is home during the evening time to keep your pup company. It’s a team effort to make sure your dog feels safe, happy, and loved Our 1,650 sq. ft. home and fenced-in yard offer plenty of space for dogs to run, play, and relax. We’re happy to adapt our home to meet your dog’s unique needs during their stay, making sure they feel safe, comfortable, and loved — just like part of the family. For added peace of mind, we have security cameras outside and cameras inside our home, so even if we’re away for a short time, we’re still keeping an eye on things to ensure everyone’s safety

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

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Sitters in Whitleys Crossroads average 3
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FAQs for Dog Walking - Whitleys Crossroads

Frequently asked questions about Rover

As of July 2026, there are 2,084 sitters on Rover offering Dog Walking across Whitleys Crossroads. 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 Whitleys Crossroads. 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 Whitleys Crossroads.

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 Whitleys Crossroads. On Rover:

  • 95% of walkers can help with special care needs
  • 99% 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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