Pet Sitting Winstead Crossroads

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Over 5
pet parents in Winstead Crossroads have booked pet sitting

Winstead Crossroads, Find top rated pet sitting

Prices are estimates per visit. 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 visit
5.0 out of 5 stars
• 62 reviews
17 repeat clients
40 years of experience
Rocky Mount, NC, 27803

“Kelly responded quickly and was very easy to work with. I felt comfortable selecting her as my dog's interim caregiver while I was away for an event. We did a meet & greet, my dog loved her, and the entire process went smoothly. As a Rover user of nearly a decade (and a nervous dog mom), I am pleased to have found Kelly.”

Profile image
lp P.
Sitter Profile Image: Janine D.
Verified Background Check
Janine D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 173 reviews
71 repeat clients
20 years of experience
Bailey, NC, 27807

“Janine was so good. We had some issues with our security system and she was so flexible. She sat up in our bedroom where the kitties were instead of expecting them to come down to her. We truly appreciate her.”

Profile image
Madelyn D.
Sitter Profile Image: Caitlyn B.
Verified Enhanced Background Check
Caitlyn B.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Wilson, NC, 27893

“Caitlyn is very professional and trustworthy. Will definitely book her again 😊”

Profile image
Abigail A.
Sitter Profile Image: Aisha A.
Verified Enhanced Background Check
Aisha A.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Rocky Mount, NC, 27801

“Absolutely! Here’s a glowing review for your Rover dog sitter: --- I couldn’t be more thrilled with the care my furry friends received! Aisha, my Rover dog sitter absolutely deserves 5 stars. She was attentive, super communicative, and treated my dogs nice. I got plenty of updates and adorable photos that kept me at ease. Highly recommend and will definitely book again!”

Profile image
McKenzie F.
Sitter Profile Image: Haley C.
Verified Enhanced Background Check
Haley C.
from
$22
per visit
5.0 out of 5 stars
• 24 reviews
11 repeat clients
3 years of experience
Wilson, NC, 27893

“Haley helped us out when we were in need of regular help for several weeks. She was very reliable and sweet with our girls - they got lots of quality time!”

Profile image
Kate G.
Sitter Profile Image: Samantha B.
Verified Enhanced Background Check
Samantha B.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Spring hope, NC, 27882

“Samantha is punctual and always gives our girl special care. We get lots of pictures and she is very communicative if she has any concerns. Our Ruby sometimes stops eating the first day we are away, and Samantha watches her closely to ensure she is at ease during the visit. Thank you Samantha!”

Profile image
Leanne G.
Sitter Profile Image: Michael C.
Verified Enhanced Background Check
Michael C.
from
$25
per visit
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: Kelly W.
Verified Enhanced Background Check
Kelly W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 49 reviews
21 repeat clients
15 years of experience
Middlesex, NC, 27557

“Kelly is very reliable and our dogs absolutely love her, she communicates well and is always prompt. I would recommend her to anyone. Our dogs have fallen in love with her❤️❤️”

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

“Kristen took care of our babies while we were out of the country, she communicated very well throughout and was punctual. Everything I asked of her she did perfectly! She kept our cats fed and happy while we were gone, will definitely book her again!”

Profile image
Sabrina L.
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sarah S.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
5 years of experience
Red Oak, NC, 27809

About: I am available for all types of doggy care. I’m a dog lover with two of my own. I have been dog sitting for around 8 years as well as worked with dogs of all types at Red Oak Country Kennels. I work from 2:30-5:30, but other than that I can be there at any hour to care for your pup and provide whatever is needed. I have a fenced in yard and two dogs of my own, as well as two cats. I can keep in a crate if needed, and will adapt to any preferences you have for your pup.

Sitter Profile Image: Yessie V.
Verified Enhanced Background Check
Yessie V.
from
$16
per visit
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: Camryn B.
Verified Enhanced Background Check
Camryn B.
from
$25
per visit
4.8 out of 5 stars
• 6 reviews
1 repeat client
3 years of experience
Kenly, NC, 27542

About: I have been taking care of animals for 3 years now. This includes horses, cats, bunnies, and dogs of all sizes and ages. I also volunteered at an animal hospital for 1 year and gained knowledgable information I still use today! I am currently working from home where I make my own schedule so I can fit any dates or times you may need your furry friend to be looked after! I am very careful with all animals no matter the activity. Wether that be having a firm and focused grip on a leash when walking your furry pal or being aware of other animals that could cause unforeseen troubles, I am very vigilant when it comes to the safety of your animal.

Sitter Profile Image: Kristopher D.
Verified Enhanced Background Check
Kristopher D.
from
$35
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
25 years of experience
Hollister, NC, 27844

“Kristopher was great! He came over a few days early to meet our dogs Chase and Charlie. Both dogs warmed up to him immediately. Kristopher was great with communication and I loved the daily photos. I would recommend Kristopher to anyone needing a dog sitter.”

Profile image
Katherine F.
Sitter Profile Image: Milika C.
Verified Enhanced Background Check
Milika C.
from
$30
per visit
5.0 out of 5 stars
• 48 reviews
17 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: Miranda P.
Verified Enhanced Background Check
Miranda P.
from
$30
per visit
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: Cassie T.
Verified Enhanced Background Check
Cassie T.
from
$25
per visit
5.0 out of 5 stars
• 25 reviews
7 repeat clients
20 years of experience
Princeton, NC, 27569

“Cassie was great! We needed a sitter with sort notice and she was happy to help us. Our GSDs are a little particular but they warmed up to her quickly. She had great communication and we felt our dogs were being well taken care of.”

Profile image
Carrie W.
Sitter Profile Image: Jessica C.
Verified Background Check
Jessica C.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
Clayton, NC, 27527

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: Cionna C.
Verified Enhanced Background Check
Cionna C.
from
$35
per visit
5.0 out of 5 stars
• 2 reviews
7 years of experience
Wendell, NC, 27591

About: Hi there! I grew up surrounded by animals, so taking care of pets comes naturally to me. From dogs and cats to hamsters, guinea pigs, rabbits, and birds, I’ve had hands-on experience caring for a wide variety of animals. Whether it's feeding, walking, or simply offering companionship, I understand the unique needs of each pet and always provide them with the love and attention they deserve. I genuinely enjoy spending time with animals and can ensure they feel safe and comfortable while you're away. Your pet will be in great hands with me, whether it's a relaxing cuddle session or an active playtime adventure! I’m excited to offer reliable, trustworthy, and compassionate pet sitting services. Let me help take the stress out of leaving your pet behind – they'll be in good hands! I work 9-6 M-F with an hour lunch break. I live in very close proximity to my job, so easy for me to drop in. I don’t have a yard, but my complex has a dog park. The neighborhood is full of pets and everyone’s friendly. I love going on walks so that’s something we will do. I love to play with animals. I don’t mind sleeping with animals, or them being on furniture. I do keep my home clean & sanitized.

Sitter Profile Image: Kamayla W.
Verified Enhanced Background Check
Kamayla W.
from
$24
per visit
5.0 out of 5 stars
• 3 reviews
18 years of experience
Clayton, NC, 27527

About: Hi everyone! My name is Kamayla, and I’ve been taking care of dogs forever!! I am currently in nursing school, however I have a bunch of free time when I’m not in class! My family loves big dogs, so I have experience with Mastiffs, Rottweilers and Great Danes. I also had a pet hedgehog for 3 years. I currently have a Cane Corso Mastiff named Thanos and a Golden Doodle named Marley, so I can handle low and high-energy dogs. I adore them both but I want to open my arms to more furry friends! I am here to make sure you don’t worry about your pets while out of town, because they’ll be in the best hands! Pets aren’t just animals, they are family and I prioritize safety, structure and peace of mind. Please feel free to reach out about any small or large furry friends! 🐾 This is my senior year of school so I have a pretty flexible schedule! I also don’t mind tweaking my schedule to accommodate yours! My dogs have an huge back yard to play in, but I also love going on walks! Your dogs will always have my undivided attention no matter where they are.

Sitter Profile Image: Garrett B.
Verified Enhanced Background Check
Garrett B.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
• 41 reviews
18 repeat clients
7 years of experience
Hillsborough, Raleigh, NC, 27605

“Garrett was great with accommodating my last minute request! Was able to do a meet and greet with my dog and he made the dog sitting a very easy process.”

Profile image
Clay D.
1 / 1
View more

The median cost per visit for pet sitting in Winstead Crossroads is $20

Pet parents share their Rover experiences - Winstead Crossroads

1 / 1
5.0 out of 5 stars

So glad we found Kelly! She has been successful with my sweet but reactive dog, and has earned trust. This was a huge win!

Profile image
Melissa H.
Drop-In Visits
1 / 1
Find pet care near you

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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  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 pet sitting - Winstead Crossroads

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Winstead Crossroads average 6
repeat pet sitting clients

FAQs for Pet Sitting - Winstead Crossroads

Frequently asked questions about Rover

The average cost of Pet Sitting in Winstead Crossroads is $22 per visit as of November 2026. Most bookings cost between $18 and $27 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,282 sitters on Rover offering Pet Sitting across Winstead Crossroads. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Winstead Crossroads. On Rover:

  • 90% of sitters can help with special care needs
  • 93% 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 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters 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 sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge