Dog Walking Winstead Crossroads

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

End
Search

Over 2
pet parents in Winstead Crossroads have booked dog walking

Winstead Crossroads, 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: Kelly M.
Verified Background Check
Kelly M.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 61 reviews
17 repeat clients
40 years of experience
Rocky Mount, NC, 27803

“Always a great day for a walk with Kelly!”

Profile image
Susan W.
Sitter Profile Image: Cheryl M.
Verified Background Check
Cheryl M.
from
$20
per walk
5.0 out of 5 stars
• 356 reviews
91 repeat clients
25 years of experience
Nashville, NC, 27886

“As always, a wonderful walk. Cheryl is always so conscientious about Recon‘s health. On hot days, she always makes sure that she brings his water bottle and water dish on those walks. And she always checks the pavement if they have to cross pavement to make sure it’s not too hot for his paws. And she gives my old boy plenty of time to just lay and roll in the shade of a tree on the grass.”

Profile image
Veronica C.
Sitter Profile Image: Crystal R.
Verified Background Check
Crystal R.
from
$19
per walk
3.6 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Rocky mount, NC, 27803

About: I have started dog sitting for dogs 3 years ago it's a wonderful experience. I still have the first dog I ever dog sit the owner coudnt take care of him. So I also have a trained dog that cares for dogs with me to so the other dogs see the example of my skills through my dog Murphy. I'm a fun loving women who loves dogs making sure their cared have fun doing it. I make sure they are on a regular routine by what the owner saids. I have a dog of my own and know when its time to eat , play and use the bathroom and show love I make sure I provide what they need. I follow what the owner gives me information about them. Let them play and enjoy themselves so they will feel comfortable

Sitter Profile Image: Will Lucas F.
Verified Enhanced Background Check
Will Lucas F.
from
$30
per walk
5.0 out of 5 stars
• 5 reviews
7 years of experience
Wilson, NC, 27893

About: I’ve been dogsitting for 7 years and have cared for dogs of all breeds and sizes. What sets me apart is my reliability, communication, and genuine love for animals. I treat every pet like my own and work to keep them comfortable, happy, and on their normal routine while you’re away. I have a very flexible timeframe which allows for me to care for the dog(s) at a very high capacity. I typically only take on house sitting roles but I have the time to take on any role. I will only be able to take care of your pets in my clients household. I will specialize in House Sitting where I will replicate your typical routine with the animals.

Sitter Profile Image: Kristen W.
Verified Background Check
Kristen W.
from
$35
per walk
5.0 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Rocky Mount, NC, 27801

“Kristen has a wonderful personality and made me and Gye, my 1 year old Akita, feel secure about her services. Nothing but good vibes. Her knowledge of greeting him, and handling him worked very well. She was extremely flexible, responsive and professional in our phone, text and email conversations. She followed the protocol left for her with no problems at all. I highly recommend her and will look to connect with her again. Thanks Kristen!”

Profile image
Yvette R.
Sitter Profile Image: Sam C.
Verified Background Check
Sam C.
from
$24
per walk
5.0 out of 5 stars
• 14 reviews
3 repeat clients
7 years of experience
Rocky Mount, NC, 27803

About: Hi there! My name is Samantha I have a 6 years (and still counting) of experience working in animal care. I get the chance to care for dogs and cats everyday and nothing makes me happier! I previously worked at The Humane Society of Eastern Carolina & Woofs-N-Purrs Animal Rescue helping to get their animals adopted! Because of that, I’m confident that I would be a great fit for you and your wonderful pet/pets. I am comfortable handling any size pets as well as any breed. I understand how hard it can be to leave your fur baby’s behind whether that be for a couple hours or a couple days I would absolutely love to spend time with and love on your pets!! I’m currently a full time online student studying Business Marketing & I work with animals! I would love to spend my free time with your pets. When caring for your pets, I will follow any care instructions that you provide for me. I have owned animals my whole life and I’m very confident in my handling skills.

Sitter Profile Image: Caitlyn B.
Verified Enhanced Background Check
Caitlyn B.
from
$15
per walk
6 years of experience
Rocky Mount, NC, 27804

About: I've taken care of large and small animals all my life, I grew up taking care of my aunt's horses with her, and I've pet sat and house sat for the past couple of years and have been very successful. I am no longer a college student so my schedule is way more open! I love all animals small or large! I am currently looking for a part-time job, I will always be available on the weekends and I should be available in the mornings and late mornings almost every day. I have a big fenced-in backyard, and I own two friendly dogs and an indoor-outdoor cat that stays away from most people and other dogs who come to visit so there is no worry about him if you're worried about your animal around cats.

Sitter Profile Image: Yessie V.
Verified Enhanced Background Check
Yessie V.
from
$18
per walk
8 years of experience
Kenly, NC, 27542

About: Growing up I always wanted a pet for my own and I finally got my first puppy at 10 yrs old. I really think that helped me be responsible. And have so much love for pets I take of my pets like if they were my children. Whenever I have free time I like to help others with there pets. I don’t have a job right now so I can work any hours of the week. Full time would be much better, and preferred I have a flexible schedule. I try to build trust with people pets if they seem uncomfortable I try my best to get them out of their shell but I won’t force them to do anything they don’t want to

Sitter Profile Image: Brianna T.
Verified Enhanced Background Check
Brianna T.
from
$15
per walk
4.9 out of 5 stars
• 8 reviews
3 repeat clients
6 years of experience
Kenly, NC, 27542

About: I have taken care of many dogs since I was a kid. I currently have 4 of my own and treat them as children lol. I currently don’t work a lot so I have plenty of time in my day to assure your pets are getting the time they need. I will make sure your pets are in good hands I will be watching them ensuring their safety first. while also making sure they have loads of fun!

Sitter Profile Image: Hannah C.
Verified Enhanced Background Check
Hannah C.
from
$15
per walk
2 years of experience
Wendell, NC, 27591

About: I’m currently a veterinarian assistant who has a Great Pyrenees, German Shepherd, Tortishell Kitty, and a cute little bearded dragon. I’m experienced with administering medications and basic grooming. I’m a firm believer that all fur and furless babies deserve love and respect and I treat them all like my very own. I am a full time Veterinarian Assistant during weekdays, but I can still swing by and say hi to the little babies. I can board or home visit anytime during the weekends! I have a fenced in yard and a sweet German Shepherd who LOVES playing with pups and is extremely gentle with kitties. I also have the ability to keep pups or cats that might not be too happy with another dog in a separate area. I enjoy recording most of my interactions with fur babies and sending the videos to you!

Sitter Profile Image: Milika C.
Verified Enhanced Background Check
Milika C.
from
$25
per walk
5.0 out of 5 stars
• 47 reviews
15 repeat clients
8 years of experience
Zebulon, NC, 27597

About: I am a work from home mom who loves pet sitting. I started this journey a few years ago, and has had the privilege of hosting several dogs of all ages, personalities and sizes. My children absolutely love animals, especially dogs, so there will be lots of cuddles and love from us. I take dog sitting very seriously, so I am very careful, and I always aim to please my pet parents, so I am always sending pictures, videos, and making sure your baby is happy and well taken care of. I am big on staying fit and healthy, so I take daily walks to get my steps in. I am very accommodating, so nothing is ever too much for me. I’ve had pet parents ask me to scramble eggs for their fur babies and put it on top of their dog food, and I’ve also had pet parents tell me to only feed their fur baby with a spoon, so please don’t hesitate to ask for any special request, because I aim to please! I work from home during the week and I have lots of down-time allowing me to interact and play with your fur baby . I am off during weekends and holidays I have a big house with an unfenced yard, and a loving family that will play and love on your fur baby. We will take daily walks, play outdoors, and have lots of play time and cuddles.

Sitter Profile Image: Madison S.
Verified Enhanced Background Check
Madison S.
from
$30
per walk
15 years of experience
Wendell, NC, 27591

About: I have had dogs my whole life ranging from 175 to 50 pounds. My family also breeds dogs so I’m comfortable with all ages. I have dog sat for numerous family and friends and love all animals so your pet will get treated as if they were my own. I’ve also took care of dogs that take medication, are on special diets. I have a full time job but I make my own schedule so I will base that off of my schedule with rover. Pets will be well taken care of and took on walks. If your pet is more laid back and likes to lay around all day then we will do that. If your pet has a lot of energy and like to run the we can do that as well. I have plenty of yard for your pet/pets to play. I currently don’t have any other animals in the house and am waiting for my puppy to be born! Your pet will be allowed on furniture unless that is a rule you have then I will not go against it. I have plenty of toys, dog beds, and crates if needed.

Sitter Profile Image: Nicole K.
Verified Enhanced Background Check
Nicole K.
from
$20
per walk
5.0 out of 5 stars
• 310 reviews
98 repeat clients
17 years of experience
Northeast, Raleigh, NC, 27610

“Nicole has been wonderful for my golden retriever. After starting a new position with early hours, I needed someone to walk our “stranger danger” pup! She’s been patient and loving with him. So thankful!”

Profile image
Heather S.
Sitter Profile Image: Miranda P.
Verified Enhanced Background Check
Miranda P.
from
$35
per walk
3 years of experience
Clayton, NC, 27527

About: I've been around and cared for animals my entire life, growing up with both dogs and cats. I still help care for my family's pets and also have a cat of my own, so caring for animals is a big part of my everyday life. I also grew up near neighbors who fostered dogs and puppies, and I loved spending time helping socialize and play with their foster puppies. This gave me experience being around puppies of different breeds, sizes, personalities, and energy levels. I'm comfortable with walks, feeding, playtime, litter box care, puppy care, and keeping pets company while their owners are away. I'm patient, dependable, attentive, and understand that every pet has their own personality and routine. I'll always follow your care instructions closely and treat your pets with the same kindness and attention I'd want for my own. I currently have a flexible schedule, which allows me to dedicate plenty of time and attention to pet care throughout the week. I'm available for weekday walks, drop-in visits, and pet sitting, as well as many evenings and weekends. I enjoy being active and spending time outdoors, so incorporating walks and pet care into my routine is something I'd genuinely enjoy! Your pet's safety, comfort, and routine will always be my priority. When caring for pets in a client's home, I'll carefully follow all instructions regarding feeding, walks, medications, routines, and household rules. I understand that every pet is different, so I'll take the time to learn their personality and make sure they feel comfortable with me. I'll also keep you updated (with lots of pictures if needed!) while you're away so you can feel confident that your pet is safe, happy, and well cared for.

Sitter Profile Image: Kyla R.
Verified Enhanced Background Check
Kyla R.
from
$21
per walk
5 years of experience
Knightdale, NC, 27545

About: I have hands-on experience caring for dogs and other animals through walks, drop-in visits, overnight stays, feeding, medication, and lots of one-on-one attention. I’m comfortable following each pet’s normal routine and making sure they feel safe, loved, and comfortable while their family is away. I also make communication a priority and provide thoughtful updates and photos so pet parents can feel at ease. I’m patient with different personalities and energy levels, whether your pet loves long walks and playtime or would rather curl up and relax. I treat every pet like they’re my own and take their care, safety, and happiness seriously. Pet care fits naturally into my routine, and I make sure every booking gets the time and attention it deserves. I plan my schedule carefully so I’m never rushing through visits, walks, feeding, playtime, or cuddles. I also do my best to stay flexible when pet parents need a little extra help. Your pet’s safety and comfort always come first. When I’m caring for pets in their own home, I follow their usual routine as closely as possible and pay attention to the little things, like their behavior, eating, water, bathroom habits, and overall mood. I keep doors, gates, leashes, and surroundings secure, follow all care instructions carefully, and send updates so you always know how your pet is doing.

Sitter Profile Image: Larissa H.
Verified Enhanced Background Check
Larissa H.
from
$25
per walk
4.9 out of 5 stars
• 12 reviews
3 repeat clients
7 years of experience
Northeast, Raleigh, NC, 27604

About: I’ve lived with multiple dogs from puppies to elderly dogs, and homesat for others after school and summer vacations. I cherish walks, snuggling and just hanging out with them. Currently own two cats that i adopted when they were just 4 months old. Love it! I work from home 100% so fitting pet care into my routine works out well. I can go out for walks on the middle of the day and give them lots of love and attention. I have a big yard away from the street to play fetch safely, and live with two cats that are “dog curious” who would love to smell your furry baby

Sitter Profile Image: Garrett B.
Verified Enhanced Background Check
Garrett B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 41 reviews
18 repeat clients
7 years of experience
Hillsborough, Raleigh, NC, 27605

“Garrett was really great in walking my dogs and great communicator!”

Profile image
Julianna C.
Sitter Profile Image: Ally K.
Verified Background Check
Ally K.
from
$45
per walk
5.0 out of 5 stars
• 18 reviews
3 repeat clients
6 years of experience
Northwest, Raleigh, NC, 27612

About: I first started housesitting and pet sitting with the Rover app in 2020. I am comfortable and confident working with all sizes of dogs due to the wide variety of pets I cared for in Florida as well as Nebraska! A few of the services I provided were, dog walking, light dog grooming, basic gardening and housekeeping tasks. In one special case I cared for a miniature schnauzer with diabetes, I made sure his blood sugar was regular and gave him his insulin shot when needed. Like multiple other animals I’ve cared for I can follow their special diets if needed.. I’d love the opportunity to take of your pets and see what your city has to offer. I look forward to hearing from you! I work from home, so I will have lots of extra time to play with your pets! I also plan on taking multiple walks throughout the day. I will be sure to maintain a safe environment for your pets while you are away! I will stick to their regular routines to help them feel safe and comfortable.

1 / 1
View more

The median cost per walk for dog walking in Winstead Crossroads 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 - Winstead Crossroads

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winstead Crossroads average 3
repeat dog walking clients

FAQs for Dog Walking - Winstead Crossroads

Frequently asked questions about Rover

As of October 2026, there are 1,176 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 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 Winstead Crossroads 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 Winstead Crossroads. On Rover:

  • 89% of walkers can help with special care needs
  • 93% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge