Dog Boarding Winningham Farm

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Winningham Farm, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Brittany H.
Verified Background Check
Brittany H.
Star Sitter
from
$26
per night
5.0 out of 5 stars
• 41 reviews
13 repeat clients
20 years of experience
Randleman, NC, 27317

“We have never left our pup anywhere except at our house and with sitters we knew. Using Rover was something new but I’m glad I did. Brittany was amazing with our pup who at times is very stubborn about what he wants and needs. I was very nervous to leave him but it was the best decision. He had a great time with Brittany and was definitely spoiled by having someone home all the time. He didn’t even want to get up from his afternoon nap to head home. I can definitely recommend Brittany and we will be using her again. She was also very responsive and sent me pictures and messages throughout the day to let me know how he was doing. 5 stars all the way!”

Profile image
Leslie R.
Sitter Profile Image: Ro H.
Verified Enhanced Background Check
Ro H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 132 reviews
53 repeat clients
30 years of experience
Pleasant Garden, NC, 27313

“My sweet boy Boomer was so nervous when I was dropping him off. Ro was so gentle with him. I messaged Ro about 90 minutes later to check on him and she sent me a picture back of him standing next to her dog, Sadie. He was obviously very comfortable! Ro sent me several pictures of Boomer and he looked quite content. I’m so glad I found Ro to watch my sweet old man for me!! She’s fantastic!!”

Profile image
Tammy L.
Sitter Profile Image: Kristal R.
Verified Background Check
Kristal R.
from
$30
per night
5.0 out of 5 stars
• 294 reviews
140 repeat clients
15 years of experience
Sophia, NC, 27350

“Chuck was a very happy guest. I couldn't have asked for a better place to leave our precious boy. Ww were able to communicate our needs and schedule without any issues. If Chuck needs to be boarded agai, Krystal will be my first choice. Thank you so much.”

Profile image
Gene T.
Sitter Profile Image: Morgann M.
Verified Enhanced Background Check
Morgann M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 74 reviews
34 repeat clients
15 years of experience
Climax, NC, 27233

“Morgann was great, she sent us pictures and responds fast. I think our dogs had a good time there, will definitely have our dogs stay there again.”

Profile image
Cheryl W.
Sitter Profile Image: Jessica B.
Verified Background Check
Jessica B.
from
$28
per night
5.0 out of 5 stars
• 100 reviews
44 repeat clients
15 years of experience
Asheboro, NC, 27205

“Jessica was able to take care of our babies in a pinch after our house flooded unexpectedly. There was a lot of flexibility used because we didn’t know when we’d be allowed back in our home and she willingly kept our boys extra days while we lived out of a hotel for a week. Thank you!!!”

Profile image
Elizabeth P.
Sitter Profile Image: Robin K.
Verified Enhanced Background Check
Robin K.
from
$30
per night
4.6 out of 5 stars
• 47 reviews
15 repeat clients
20 years of experience
Archdale, NC, 27263

“Rover is a bit confusing to pay through because I am old and have developed trust issues with online payments. The Sitter on the other hand was like a trusted family member. The pics and video kept us informed and comfortable with our brief separation. We will be using this service again soon.”

Profile image
Norbert K.
Sitter Profile Image: Christina N.
Verified Enhanced Background Check
Christina N.
from
$28
per night
5.0 out of 5 stars
• 7 reviews
6 years of experience
High Point, NC, 27263

“Christina is a wonderful pet sitter! She took such great care of my dog and sent lots of pictures and updates. I felt completely at ease knowing my pup was in good hands!”

Profile image
Chelsea B.
Sitter Profile Image: Brooke A.
Verified Background Check
Brooke A.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 76 reviews
23 repeat clients
8 years of experience
Thomasville, NC, 27360

“I can’t thank Brooke enough for taking such amazing care of Nyla while I was away on my cruise! She made the whole process seamless from start to finish. I never had to worry because she kept me updated with plenty of adorable pictures and made sure Nyla was loved and well cared for every step of the way. It gave me such peace of mind to know Nyla was in such good hands. Highly recommend Brooke she’s truly the best!”

Profile image
Mikayla S.
Sitter Profile Image: Kaitlyn C.
Verified Enhanced Background Check
Kaitlyn C.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 106 reviews
32 repeat clients
14 years of experience
Greensboro, NC, 27407

“Benny did great in his first stay with Kaitlyn. She is clearly a dog lover! She sent cute pictures and updates daily and was very timely in her communications. Would definitely recommend.”

Profile image
Cathey P.
Sitter Profile Image: Katie Y.
Verified Background Check
Katie Y.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 79 reviews
35 repeat clients
45 years of experience
Jamestown, NC, 27282

“Katie is a great communicator. She kept me informed of how my dog was doing. She sent me daily updates /photos/ videos of my dog. Her home was really clean and tidy.”

Profile image
Paula g.
Sitter Profile Image: Rachael C.
Verified Enhanced Background Check
Rachael C.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Greensboro, NC, 27406

“Rachel is a fantastic sitter. I can not express how thankful I am for her looking after my 17 yr old dog and 1 yr old cat. Both fur babies were so happy. She kept me posted about both of them. My Tom was so happy at her home, I can tell by his face. Thank you Rachel and your family looking after my fur babies”

Profile image
T J.
Sitter Profile Image: Ashley Y.
Verified Enhanced Background Check
Ashley Y.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
7 years of experience
Colfax, NC, 27235

“Ashley made sure our dog felt comfortable right away. Throughout the stay, she sent us lots of wonderful photos, and it was clear our dog was truly happy. She cares for dogs with so much love and attention. We couldn’t have asked for a better experience.”

Profile image
Anouk & Brent S.
Sitter Profile Image: Laura B.
Verified Enhanced Background Check
Laura B.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 22 reviews
11 repeat clients
2 years of experience
Greensboro, NC, 27407

“Laura took such good care of Aka! He loved his time in her home and hanging out with her sweet dog and daughter. She communicated regularly with me and always responded to me quickly. A great boarding experience!”

Profile image
Hannah H.
Sitter Profile Image: Tynisia B.
Verified Enhanced Background Check
Tynisia B.
from
$50
per night
5.0 out of 5 stars
• 37 reviews
6 repeat clients
15 years of experience
Randleman, NC, 27317

“Tynisia was the best person we have ever had watch our dog! She was kind and attentive and kept in communication with us our whole trip! She sent lots of pics and videos and we didn’t have to worry about him being loved or taken care of at all while we were gone! She will definitely be our “go to” anytime we need to travel!!!”

Profile image
Kayla P.
Sitter Profile Image: Jakiah M.
Verified Enhanced Background Check
Jakiah M.
from
$36
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
Greensboro, NC, 27409

“Jakiah was gracious enough to take our doggo at the last minute. She was kind and extremely responsive. She sent several updates with photos. She was really accommodating for our pet who tends to be a little particular in his ways. Very grateful for her support.”

Profile image
Janelle J.
Sitter Profile Image: Kylee L.
Verified Enhanced Background Check
Kylee L.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
5 years of experience
High Point, NC, 27265

About: Hello! I have been pet sitting for 5 years, either staying overnight or just stopping by! I absolutely love watching doggies and helping out when I can. I am able to do whatever you need, I will feed, walk, bathe, etc. i absolutely love meeting new fur babies!! I currently am a student at high point university, majoring in biology. Most of my schedule consists of classes that are about an hour long with hour breaks in between each class. I have a part-time job hosting, only 2 days a week at night time. I am able to take dogs out on a leash, let them out in a yard, crate them, or whatever the plan may be. I can also walk them and pick up after them if preferred! I will give them lots of love and make sure they are comfortable.

Sitter Profile Image: Angie H.
Verified Background Check
Angie H.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
30 years of experience
CLIMAX, NC, 27233

“My puppy LOVED her stay! She received so much exercise and love while I was away. It it so nice not stressing about my fur baby while I traveled. I loved that she was other dogs and children in a home.....just like her surroundings with us! I would give more stars if I could!!!!!!”

Profile image
Amanda D.
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Jessica G.
from
$50
per night
10 years of experience
Seagrove, NC, 27341

About: I have taken care of dogs, cats, chickens & cows! I love animals and hope to have a sanctuary of my own soon! I hope to serve you soon! I work part time in the emergency room, so I can usually move the sitting around my job! This is a great side job for me to make some extra money! I care for pets as if they were my own and I love them unconditionally. I have pets of my own and they are well taken care of!

Sitter Profile Image: Terynn D.
Verified Enhanced Background Check
Terynn D.
from
$50
per night
5 years of experience
Randleman, NC, 27317

About: I have worked at an animal hospital for 5 years. I’ve worked with dogs and cats of all sizes and all ages. I love animals and would love to be a small part of your pets lives. My family and friends trust me to take care of their pets and I have done so many times on many occasions. I am currently working part time, so I will have plenty of time to care for your fur babies. I am also available after work hours to visit and play with your babies. I have a fenced in backyard and a young, friendly fur baby to keep your babies company. I also have room to crate your baby if needed.

Sitter Profile Image: Mary S.
Verified Enhanced Background Check
Mary S.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
16 years of experience
High Point, NC, 27265

“Rudy had a great overnight stay with Mary. She is a good communicator and sent me pics which I appreciated getting. Mary is a great new resource to me especially since she is only 5 minutes from my home. Thanks again, Mary!”

Profile image
Mike & Joni W.
1 / 1
View more

Dog parents share their Rover experiences - Winningham Farm

1 / 1
5.0 out of 5 stars

Brittany is wonderful! She provides frequent updates with great pictures. Our pups love staying with her when we are out of town.

Profile image
Katarina M.
Boarding
5.0 out of 5 stars

Brittany was great for our weekend getaway keeping my babies safe healthy and happy full of fetch and snuggles and providing so many pictures leaving me with peace of mind. Can’t wait to use her again!

Profile image
Niki P.
Boarding
5.0 out of 5 stars

Brittany is wonderful!! She took amazing care of our furbaby and kept us updated regularly including with pics… we highly recommend her services and will definitely use her again on our next vacation!

Profile image
Dina C.
Boarding
5.0 out of 5 stars

I must say that our hearts are broken that Ryker will no longer be able to go to Michelle and Dave. This is the only place I’ve vet felt comfortable leaving him and he has been so happy there. Thank you so much for the love you’ve shown him and making him excited to see you and to stay. I was never concerned for even a second and I knew he was being so well taken care of are of. I wish you both the very best and hope to have plenty of play dates with our pups in the future.

Profile image
Jamie W.
Boarding
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 dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  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 boarding - Winningham Farm

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - 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.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winningham Farm home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winningham Farm.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Winningham Farm sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NC ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge