Dog Walking Winstead Crossroads

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Sitter Profile Image: Victoria D.
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Victoria D.
from
$20
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
12 years of experience
Rocky Mount, NC, 27804

Max loved Victoria. He taught her the entire path he walks and brought her back to the apartment. He had a great time and Victoria was good with him. I recommend her. She came before the appointment, met Max and the two seemed to bond.

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Todd Picknell T.
Sitter Profile Image: Janine D.
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Janine D.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
155 reviews
61 repeat clients
20 years of experience
Bailey, NC, 27807

Hank and I really appreciate Janine! She works with my Schedule and last minute bookings. Hank loves her and looks out for his walks!

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Jessica W.
Sitter Profile Image: Cheryl M.
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Cheryl M.
from
$20
per walk
5.0 out of 5 stars
331 reviews
88 repeat clients
25 years of experience
Nashville, NC, 27886

Cheryl is 10+/10. She is accepting and the BEST in caring for my deaf sweet, sometimes determined Jack Russell mix who has her own mind. We were truly blessed when Cheryl came into our lives.

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Sarah B.
Sitter Profile Image: Kelly M.
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Kelly M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
58 reviews
16 repeat clients
40 years of experience
Rocky Mount, NC, 27803

Always a great day for a walk with Kelly!

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Susan W.
Sitter Profile Image: Kassie K.
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Kassie K.
from
$25
per walk
5.0 out of 5 stars
7 reviews
5 repeat clients
15 years of experience
Elm City, NC, 27822

About: I've worked in a nursing home and coached youth sport camps throughout my young adult years. I grew up with dogs and I now have two of my own; a 4 year old mini-cockerpoo, who is very playful, friendly, and submissive, and a 2 yr old Australian-labradoodle. I live an active lifestyle and am very affectionate so you can find us at the dog park, on walks/runs, or all cuddled up together! I am available for services every Friday, Saturday, and Sunday, usually with 3 days notice. I am very active and like to bring my own dogs to the dog park almost daily, so I aim to prioritize and maximize their activity needs. I live in a house with long leash extensions for my dogs to play in our spacious yard (working on a fence soon). I aim to take them to the dog park daily and they are very playful, friendly, submissive, active, and cuddly so I can take him on both the small and big dog side. I am very engaging, energetic, loving, and caring so I like to give my all to the dogs and create a fun and safe environment for them to exert all their energy and cozy up to me when they’ve got nothing left.

Sitter Profile Image: Carley R.
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Carley R.
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Wilson, NC, 27896

About: I have a blue heeler that loves to play with other dogs. I am a very out going person I take my dogs with me to let them run and have fun When I do go run earns that are pet friendly I carry the dogs with me or I will take them on day trips to a nature park and go hiking. I will also wash, groom, cut nails and give medicine if needed. I’ve worked with and lived with dogs and horses my entire life. I work at a vets office. I have always loved caring for animals. I've watched many family friends dogs including their farm animals for weeks at the time. I will also watch over farm animals as well I treat every animal like it is my own. I work at a veterinary hospital. I would still be able to care for any pets that you have. I would be able to do up to 4 times a day check ins for those who want to do drop ins I always check the area the dogs play to make sure there is nothing harmful and check each pet for anything new or unusual after coming back inside I will send pictures of them having fun

Sitter Profile Image: Jessica C.
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Jessica C.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Wilson, NC, 27893

About: I have always loved caring for animals and treat every pet like a member of the family. While I don’t currently have any pets of my own, that allows me to provide your dog with my full attention and a calm, comfortable environment during their stay. My home features a secure fenced-in patio with pet-friendly turf for outdoor time, and I’m fortunate to have a large dog park directly across the street as well as another dog-friendly area within my neighborhood. Whether your pup enjoys playtime, walks, cuddles, or simply relaxing, I can tailor their care to their individual needs. I have experience caring for dogs of different sizes, ages, and personalities, and I have also volunteered with animal shelters, giving me a strong understanding of dog safety and behavior. My goal is to make sure your pet feels safe, loved, and comfortable while you’re away. I understand how important it is to trust someone with your furry family member, and I would be honored to provide reliable, attentive care for your dog. I look forward to meeting you and your pup! I am currently a nursing student and stay at home mom. This allows me to give your fur babies my full attention and lots of love and interactive play! I believe every pet is happiest when their normal routine is maintained as closely as possible. Before each booking, I take time to learn about your pet’s feeding schedule, exercise needs, favorite activities, medications, and any special instructions. In my home, pets receive plenty of supervision, attention, playtime, potty breaks, and a clean, safe environment. Dogs have access to a fenced-in patio with pet turf and can enjoy walks or trips to the nearby dog park if approved by their owner. Cats are provided with a quiet, comfortable space, fresh water, clean litter boxes, and enrichment activities tailored to their personality. When caring for pets in a client’s home, I respect both the pet’s routine and the owner’s home. I follow all care instructions carefully, provide regular updates and photos, maintain feeding and medication schedules, clean up after pets, and make sure they receive plenty of attention and affection while their family is away. My priority is always making pets feel safe, comfortable, and loved while giving owners peace of mind.

Sitter Profile Image: Victor M.
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Victor M.
from
$15
per walk
5 years of experience
Wilson, NC, 27896

About: I have been a life long pet owner. From Dachsunds, Jack Russell Terriers and Chihuahuas I've cared for many breeds. I was taught by my father from a young age how to properly care for a pet. I earned my degree in December and have struggled with finding jobs in that field. As someone who already cares for a dog at home, I'm looking to incorporate pet care into my routine to be able earn a little extra money and to be able to help people who have jobs with their own pet care. I'd like to be able create a safe environment not only for pets to play but for them to learn. Building a connection with an animal is very important. To earn their trust and respect is an important step in this line of work for me. Keeping the pet safe from both physical and emotional harm is a necessity.

Sitter Profile Image: Caitlyn E.
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Caitlyn E.
from
$15
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
8 years of experience
Wilson, NC, 27893

Caitlyn has been great with my fur baby! We are new to the area and I was concerned if I would find another dog walker as great as our previous one. She has been wonderful!

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D W.
Sitter Profile Image: Katlyn B.
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Katlyn B.
from
$28
per walk
5.0 out of 5 stars
15 reviews
6 repeat clients
15 years of experience
Rocky Mount, NC, 27804

About: I have taken care of dogs since I was a kid. From hand nursing, administration of medicine, to helping them recover after surgery. I love and respect animals and their owners. I want to provide any service I can to make a pet or owner’s day easier! I work part time from 2-6 on week days. Other than those hours, I will be able to commit every moment to your pups or cats. I have a fenced yard that is big enough for running laps, trees and plants to smell, and plenty of squirrels to entertain your dog. I have two loving pups of my own, a black lab and a 40lb rescue mixed breed. I can let them socialize or keep them separated up to your standards. My home is baby proofed for a 2 year old, so the dog can not get into anything that a toddler can’t! I have a large size crate available in my home for your convenience.

Sitter Profile Image: Allison P.
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Allison P.
from
$25
per walk
10 years of experience
Nashville, NC, 27856

About: Hey! I’ve been a dog lover since I was a kid and have grown up surrounded by them. At one point, I had four dogs at once, so I’m used to all kinds of energy and personalities! I have three of my own dogs, so I know how important it is to leave your pet with someone who genuinely cares. I’m all about making sure your dog feels safe, happy, and loved whether we’re going for walks, playing, or just relaxing. Looking forward to meeting you and your pup! I have a flexible schedule and can accommodate a variety of pet care needs. I’m available for walks, drop-ins, and sitting throughout the week, including weekends. I do my best to keep my availability up to date and can often work with short notice. Your dog’s routine is important to me, so I’m happy to follow feeding schedules, walk times, and any specific care instructions to keep them comfortable and happy. Your dog’s safety and comfort are my top priorities. I always make sure pets are in a secure, supervised environment and follow any instructions you provide closely. I take the time to understand each dog’s personality, needs, and routine so they feel safe and at ease. In my home, your pup will be treated like family with plenty of attention, care, and a calm environment. I also have my own dog, so I’m experienced in maintaining a safe and positive space for multiple pets. I’m attentive on walks, mindful of surroundings, and committed to building trust with both you and your pet every step of the way.

Sitter Profile Image: Ileana L.
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Ileana L.
from
$22
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Rocky Mount, NC, 27804

About: -experience in small animal care/reptile care -experience administering some medications -some experience handling high-energy breeds -experience with epilepsy and anxious dogs -experience in positive reinforcement training I am currently working full-time, work half days on Fridays, and free on weekends. If local, I can check in on your babies during my lunch breaks! I offer dedicated, reliable pet care right in the comfort and security of your own home. My service is designed to keep your pet’s routine as normal and stress free as possible while you’re away :)

Sitter Profile Image: Isabel W.
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Isabel W.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Rocky Mount, NC, 27803

About: I’ve taken care of dogs and cats as long as I can remember. I love working with animals. I care for all their nutrition needs and I love on them as they want. My work schedule is pretty flexible, I have more availability during the day, but mind stopping later at night if that means I can care for them! Weekends will vary, but I’m happy to help if you reach out earlier in the week and I’ll be more likely to be available! I prefer to meet animals before my first visit especially dogs. I am available to feed and clean up and change litter boxes as needed! I am happy to play with them and I’m available to stay longer per a visit by case to case discussion!

Sitter Profile Image: Marsalis H.
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Marsalis H.
from
$22
per walk
20 years of experience
Wilson, NC, 27893

About: Hey! I’m Mars, your dog’s new favorite guy 🐶😎 I’m a fun, reliable, and caring dog sitter who treats every pup like family. Whether it’s walks, playtime, cuddles, or keeping their routine on track, I make sure your dog feels safe, happy, and loved while you’re away. I know how hard it is to be away from your dog, so I send photo and video updates to keep you smiling and worry-free. Your pup will get plenty of attention, good energy, and tail-wagging fun the whole time we’re together. Your dog won’t just be watched — they’ll be cared for like one of my own. I can’t wait to meet you and your furry best friend 🐕✨ I’m currently working full-time Monday through Friday and I’m off on the weekends so I have plenty of free time to attend to your dog! I have a fence yard and one dog that’s very friendly, but for my preference, my dog will be in a separate area than your dog, because your dog is the number one priority and safety as well I live alone, so your dog is like part of the family, I also recommend you provide your own crate. And provide any special toys that your dog enjoys playing with that will make his/her stay enjoyable.

Sitter Profile Image: Cierra T.
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Cierra T.
from
$18
per walk
5.0 out of 5 stars
33 reviews
14 repeat clients
13 years of experience
Rocky Mount, NC, 27803

Cierra is the BEST! She was on time and punctual. Our pooch took to her very well. She shared photos of our pooch enjoying her walk! Absolutely would refer her and will be booking again soon. Thanks Rover, Cierra is Awesome!

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Pamela P.
Sitter Profile Image: Michael C.
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Michael C.
from
$25
per walk
5.0 out of 5 stars
7 reviews
7 repeat clients
10 years of experience
Bailey, NC, 27807

About: Hello I am K9MIKEE, I am a professional dog trainer & have been for almost 10 years, I also board dogs for things like family vacations, day boarding/training & anything you may need, I can assist you, I handle all animals with love safety & care, just as I would want someone to handle my dogs. I am a professional dog trainer so I have dogs for training & also dogs for strictly boarding as well so I understand how to safely handle & care for animals on a regular every day basis. You can feel safe working with K9MIKEE, any service you choose there will always be pictures & sometimes videos so you won’t feel too much away from your loved one, you won’t be there physically but you will get to know that they are doing well while you’re away !

Sitter Profile Image: Kirsten P.
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Kirsten P.
from
$25
per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Wilson, NC, 27896

About: I have taken care of dogs under 6 weeks up to senior dogs. Family and friends trust me with their fur babies and always suggest me to their friends! I work part-time so I will have plenty of time during the day to care of your babies! My hours are pretty flexible from week to week. My house has a fenced in yard with a large sheltered kennel. I have two friendly dogs at home to keep other dogs company and an Xlarge crate for all size dogs! I currently work full time and off every other weekend. When you book me for house sittings you can assure your home is safe with the line of work I do. I have 2 dogs myself and enjoy spending my time with them! 😊 I have a fenced in yard with 2 friendly dogs that love company! I can easily crate my animals comfortably in my dedicated ‘dog room’ if need be.

Sitter Profile Image: Crystal Y.
Verified Enhanced Background Check
Crystal Y.
from
$16
per walk
10 years of experience
Wilson, NC, 27893

About: I love all animals. I have 2 dogs an American Terrior pit and a shihtzu. They are almost 3 years old and a senior. I have watched my friends animals while on vacation or emergencies. I do have references from them as well. I will care for your babies like I do mine. My dogs get along with other animals even cats. I have a large fenced in backyard that I play with my dogs in with there ball and other toys. I love to play with them and will have a small pool for them to play in while I’m outside never left by there self outside. I’m very protective over animals insuring to keep them safe. I have a set schedule in the morning from 5-6am letting dogs out to go potty and run in my fenced in backyard. Then feed them from 7-8am and feed again around 4-5pm. They do get snacks in between that time. I give my babies slamming skin treats and other treats for dogs only. I have a large fenced in yard and I’m always outside with my babies and anyone else babies to ensure safety. As well as playing with them outside.

Sitter Profile Image: Kendal D.
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Kendal D.
from
$15
per walk
3 years of experience
Elm City, NC, 27822

About: I have grown up taking care of animals for as long as I can remember. Not just my own, but any neighbors or family members as well. Whether it comes to feeding, walking, exercise, bathing, or simply just loving on them. Our pets deserve the world! I am currently going back to school to be a full time student and would love to work with animals while working on my degree. I am free most days and am flexible with my schedule. At any time I drop by for your animal I will complete any and all task for them as needed. If they need feeding, walking, a bath, etc. I have experience with older pets as well.

Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$26
per walk
5.0 out of 5 stars
62 reviews
26 repeat clients
50 years of experience
Spring Hope, NC, 27882

Jennifer is such a wonderful person and our dog loves her so much. She is kind and goes above and beyond. we have 4 cats and she changes all water dishes when she comes each time. and if there is a mess of any kind always cleans it up for us unasked. She goes above and beyond.

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Andrea S.
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The median cost per walk for dog walking in Winstead Crossroads is $20

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Select a filter and find qualifying Winstead Crossroads sitters!

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

Frequently asked questions about Rover

The average cost for Dog Walking in Winstead Crossroads on Rover is $14.43 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 1,184 sitters on Rover offering Dog Walking across Winstead 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 Winstead 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 Winstead 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 Winstead Crossroads. On Rover:

  • 87% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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