Pet Sitting Winningham Farm

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

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Winningham Farm, 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.

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Sitter Profile Image: Victoria G.
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Victoria G.
from
$15
per visit
4.8 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Asheboro, NC, 27203

“Victoria is wonderful!! We really appreciate her updates and care for our puppies!”

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Misty H.
Sitter Profile Image: Kyrstin R.
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Kyrstin R.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Asheboro, NC, 27203

“Kyrstin did an excellent job checking on my dogs today! I had to be out of town for an extended day and needed her to go by and check on my pups so I didn’t feel like they were having to stay inside so long. I will definitely be calling on Kyrstin again to check on them!”

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Lisa M.
Sitter Profile Image: Courtnie B.
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Courtnie B.
from
$16
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Asheboro, NC, 27205

“She was such a blessing. This was a last minute booking and she was able to accommodate. She provided great pictures and feedback. I would definitely recommend.”

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Shonda S.
Sitter Profile Image: Arcadia A.
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Arcadia A.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
17 years of experience
Asheboro, NC, 27205

“Arcadia communicated thoroughly and took some of the best photos I have of Magic! She fed, played with and even admisistered meds. I appreciated her doing a meet and greet in advance to let kitty warm up to her. Thank you!”

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Casey R.
Sitter Profile Image: Chelsey P.
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Chelsey P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 23 reviews
5 repeat clients
5 years of experience
Asheboro, NC, 27205

About: I’ve had dogs my entire life, from newborn puppies to senior dogs. I have experience training puppies in basic commands like sit, stay, come, and leash manners. I provide a calm, structured environment and pay close attention to each dog’s needs, whether that’s playtime, routine, or extra patience. My goal is to make them feel comfortable and at home while you’re away. I’m a stay-at-home mom, so I’m home most of the day and able to give dogs consistent attention and care. Occasionally I may step out briefly, but dogs are never left alone for long and can be safely crated if needed. I live on a quiet property with a large yard and a long private driveway, giving dogs plenty of space to walk and explore safely. While my yard is not fenced, all outdoor time is supervised and/or on leash for safety. I also have the ability to crate if needed and always prioritize a safe, controlled environment for every dog.

Sitter Profile Image: Penelope B.
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Penelope B.
from
$19
per visit
5.0 out of 5 stars
• 78 reviews
22 repeat clients
7 years of experience
Asheboro, NC, 27205

“Penelope did a great job checking in on my babies, and at such a last minute notice! Would definitely recommend her for anyone needing a sitter!!”

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Baylee J.
Sitter Profile Image: Jennifer L.
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Jennifer L.
from
$30
per visit
10 years of experience
Asheboro, NC, 27203

About: I own two dogs myself, so I am very familiar with how to care for your pet. In the past I have also dog-sat for family and friends! I am currently working part-time and would love to babysit your pet for a side gig! Let me know what days and times would work for you, and we’ll see what we can do. I am currently accepting jobs that would consist of me coming to you. I would walk them, feed them, and check on them the times that you needed me to!

Sitter Profile Image: Morgann M.
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Morgann M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 74 reviews
34 repeat clients
15 years of experience
Climax, NC, 27233

“We’re so glad we found Morgann! She went above and beyond to take care of our baby. We could tell our dog was happy to be visited by her. She’s now our go to whenever our baby needs company when we’re gone!”

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Alexa Nicole W.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
11 years of experience
Liberty, NC, 27298

“Jessica took great care of our furry friends and we were at complete easy that she was there caring for them while away. Thank you!”

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Timmy B.
Sitter Profile Image: Christopher T.
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Christopher T.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 98 reviews
38 repeat clients
14 years of experience
High Point, NC, 27260

“Chris did a great job of checking on our kitties on a set schedule and gave our one cat her pills every day! He even took the extra time to sweep after cleaning the litter boxes! I will be requesting him again!”

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Shalynn K.
Sitter Profile Image: July B.
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July B.
from
$15
per visit
15 years of experience
Bear Creek, NC, 27207

About: I love taking care of and playing with animals, and am looking to spend time with your critters, whether dog, cat, bird, or beast. I grew up on a farm around chickens, horses, dogs, and pigs, and I've always had a connection with animals and find their presence comforting. I can come and check in on your loved ones and feed them and play with them. I have my own dog whom I love very much and I enjoy showering any and all animals I meet with attention. I'm most experienced with dogs, but I'm a quick learner and enjoy learning how to take care of all animals. I have very little experience administering medications, but am willing to learn, if shown how or given detailed instructions.

Sitter Profile Image: Justin C.
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Justin C.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
11 years of experience
Greensboro, NC, 27401

“Justin did a fantastic job taking care of our kitties Phoenix and Cici while we were away! He was extremely professional, communicative, and very thoughtful. 5 stars all around!”

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Bailey C.
Sitter Profile Image: wenyan f.
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wenyan f.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Archdale, NC, 27263

About: I love being around dogs. Be friendly with them. The friendly handshake .sit is my skill. Let me said hey to them.i can take care pet really well! Every Monday to Friday :10:30am-4:30pm for /day .Weekend: 1:00pm-5:00pm. The time can be changed according to customer needs. But need to communicate the time in advance i dont have any dog at my home . My husband and I will adopt a dog in the near future.we are welcome pet at our home !

Sitter Profile Image: Breaun D.
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Breaun D.
from
$19
per visit
3 years of experience
Greensboro, NC, 27403

About: I’m a loving, responsible, and attentive pet sitter who genuinely loves animals and believes they deserve the same patience, care, and affection they receive from their own family. I was raised around dogs, so caring for them has always been a natural part of my life. Being around dogs from a young age has taught me how to be patient with different personalities, recognize when a pet may be uncomfortable or need extra attention, and make sure they feel safe, comfortable, and loved. Most importantly, I genuinely care about the animals I look after. I want every pet in my care to feel safe, happy, comfortable, and cared for. Your pet isn’t just another booking to me. They’re someone’s family, and I treat them that way. Pet sitting is currently a part-time job for me, as I do have another job. I’ll primarily be available on weekends, but as I build my clientele, I hope to expand my availability and offer more flexible dates, including Sunday evenings and additional days for repeat clients. I’ll always do my best to work with your schedule and provide dependable care when you need it! I’m open to providing a variety of pet care services, including drop-in visits, walks, and house sitting. While I’m unable to board pets in my own home because I have my own pet, I’m more than happy to care for pets in their home where they’re most comfortable. When caring for your pet in your home, I’ll respect your space, follow your house rules and your pet’s routine, and make sure your home is left just as I found it. I’ll give your pet plenty of attention, affection, exercise, and companionship while making sure their food, water, medications, potty breaks, and other needs are handled according to your instructions. I understand that inviting someone into your home requires trust, and I take that responsibility seriously. My goal is for both you and your pet to feel comfortable and confident while you’re away.

Sitter Profile Image: Jada A.
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Jada A.
from
$20
per visit
10 years of experience
Greensboro, NC, 27407

About: I have over 10 years of experience caring for family pets and about 7 years of hands on experience training and caring for my own dogs. I currently have a small Maltese/Yorkie mix and i understand that every dog has their own personality, energy level, and needs. I’m naturally fun and high functioning energy, so I’m comfortable keeping up with active dogs, but I’d say patience is one of my biggest strengths. Working in healthcare has taught me how important patience, attentiveness, and compassion are, and I bring that same approach when caring for animals. I work PRN(as needed) in healthcare, which gives me a flexible schedule and allows me to have plenty of time to give your pet the attention and care they deserve. My availability can vary week to week, but I’m able to plan my schedule around pet care and make sure your pet gets plenty of playtime, walks, and companionship. I live in a one-bedroom apartment with access to a dog park, a large open field directly in front of my complex, and several nearby walking trails. I make sure pets are supervised, comfortable, and given plenty of opportunities for exercise and outdoor time. I’ll also follow any routines, feeding instructions, or special care preferences you provide so your pet feels as comfortable and safe as possible.

Sitter Profile Image: Cindy W.
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Cindy W.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
20 years of experience
Julian, NC, 27283

“Cindy is an excellent sitter! She followed all of the directions I left for her and communicated with me after each visit to my house. I was really looking for a sitter that would not only be reliable, but that also cared about the wellbeing of my pet. Cindy is this type of sitter! I could tell from her reports that she really took the time to make sure that all of my cat's needs were met - from feeding, to petting, to cleaning his litterbox. I would highly recommend her!”

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Catherine D.
Sitter Profile Image: Sydney B.
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Sydney B.
from
$22
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Lexington, NC, 27295

About: My full time job allows for flexibility during the work day and allows me to work anywhere with wifi. I can often be in the home caring for your animals or taking them out more often than a traditional sitter who works a 9-5. I dog sit for many members of my family and have had dogs since I was 2 years old. I have a lot of experience giving medication and working with elderly animals. If I am available, I would love to set up a meet and greet to see if I would be a good fit! I am also insured! I work a flexible 9-5 and can drop in to walk or spend additional time caring for your animal(s) because of the flexibility! I wake up early as well! I treat each home like I am a true guest there and treat it and the animals if they were my own. I am very respectful of the rules and furniture.

Sitter Profile Image: Valerie S.
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Valerie S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 28 reviews
6 repeat clients
30 years of experience
High Point, NC, 27262

“Valerid struck me as quite competent and professional at her first visit. Best of all she seemed to hit it off right away with my cat, Lucille. It was obvious on our return that she'd done everything very well, and the best part was that she sent pictures of a very happy cat, especially of her being "skritched." Lucille can be shy with strangers but she seemed to take to Valerie right away, and that's the best sign. Valerie left the premises neat and tidy, another plus. I definitely would consider Valerie again when we need to go out of towm.”

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Jane G.
Sitter Profile Image: Nydiah R.
Verified Enhanced Background Check
Nydiah R.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Greensboro, NC, 27405

About: I’ve been working in the Veterinary field for five years now and enjoyed every minute of it. Having dogs my entire life also played a big role in my love for fur babies. I’m here to to take care and love your pets as if they’re mine. I currently work at and animal hospital throughout the week, but have plenty of time to walk and take of your pet in my free time. My availability is open during the weekend. I have two large dogs at my home that stay in my fenced in yard, as well as two cats that live indoors only. I make sure they’re well fed and bathed throughout the year while always taking them for walks to socialize and get exercise.

Sitter Profile Image: Katelyn T.
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Katelyn T.
from
$15
per visit
8 years of experience
Pittsboro, NC, 27312

About: I’ve been pet sitting since I was 11 years old. I’ve worked with a variety of dogs, cats, guinea pigs and bearded dragons. I'm currently in grad school so I work during the day. Weekends work best but I can also do weekdays; just ask! I'm happy to discuss scheduling with you. I do not care for pets in my home, but for my clients' homes, I make sure that the house is in perfect order when my client returns.

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Pet parents share their Rover experiences - Winningham Farm

1 / 1
5.0 out of 5 stars

Roger was amazing, came out for meet and greet and my animals loved him. Definitely will use them again and highly recommend!

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Lori B.
Drop-In Visits
5.0 out of 5 stars

Roger and Julie give great updates, making my day even better because I get such cute pictures of my baby!

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Keidon H.
Drop-In Visits
5.0 out of 5 stars

Kyrstin was amazing with our dog Ace! She was punctual, organized and took extra special care of Ace, following all instructions well. We loved the updates she sent us and the loving attention she gave him. We would highly recommend her services and will use her again in the future!

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Amy R.
Drop-In Visits
5.0 out of 5 stars

Kyrstin was great! Very kind, followed instructions, and very caring towards my dog. She communicated well and accepted my request for a last minute booking, which I really appreciated! I would have Kyrstin care for my dog again.

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Allison P.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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    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

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FAQs for Pet Sitting - Winningham Farm

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 .

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 .

sitters 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 sitter.

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