House Sitting Winningham Farm

Find a loving house sitter to watch over your pets and your home.

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Over 20
pet parents in Winningham Farm have booked house sitting

Winningham Farm, Find top rated house sitting

Prices are estimates per night. 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
$35
per night
4.8 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Asheboro, NC, 27203

Victoria was amazing! I can’t say enough about her! One of my dogs is really scary and he doesn’t deal with anyone, she was able to make him feel comfortable! No accidents in the house, Victoria made sure they went out on a timely schedule. Also the house was left in immaculate shape! She cleaned up behind herself and the house was just as I left it, I would definitely book her again and will be booking in the future! She made sure to send pictures and updates! I felt safe leaving my house to her! Thank you Victoria! You were amazing.

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Deana N.
Sitter Profile Image: Roger & Julie B.
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Roger & Julie B.
from
$75
per night
5.0 out of 5 stars
46 reviews
18 repeat clients
40 years of experience
Asheboro, NC, 27203

One of the reasons we contacted Roger and Julie was because of the reviews, and they are all correct; this couple is amazing! When you move to a new area and then need a pet sitter, it's hard to trust someone new. We met with them twice prior to our trip, and were very confident they would take care of our home and dog, Mia. We got pictures constantly, which helps when you are away from your "baby." Mia looked happy and healthy and was well cared for, you could tell. They kept us updated the entire time, and left the house as they found it. We would contact Roger and Julie for any future needs and would recommend them to anyone looking for pet care or house sitting.

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Renee C.
Sitter Profile Image: Erika S.
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Erika S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
11 repeat clients
23 years of experience
Greensboro, NC, 27408

Erika did a fantastic job with our girls! They bonded with her almost immediately. This was our 2nd time using Erika and we plan to continue using her services anytime we need a sitter in our home. We were able to relax and enjoy our vacation. She is trustworthy and dependable.

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Brenda P.
Sitter Profile Image: Allison P.
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Allison P.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
7 years of experience
Asheboro, NC, 27203

Allison was very accommodating and treated our dogs well. We would be happy to have her watch our dogs again.

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Chelsea B.
Sitter Profile Image: Katelyn P.
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Katelyn P.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Ramseur, NC, 27316

Katelyn was phenomenal! She responded quickly and accepted our booking last minute after two other sitters canceled, was so accommodating to set up a meeting beforehand, gave prompt and detailed updates throughout our time away and went above and beyond to make sure our pup was comfortable. Couldn’t recommend her more and will absolutely book her again and again! She took the best care of our pup!

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Morgan G.
Sitter Profile Image: Sarah A.
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Sarah A.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
5 years of experience
Asheboro, NC, 27203

About: I am more than happy to care for animals that are brachycephalic, high energy, loud / talkative, picky, large or small, and more! I was raised on a “mini zoo”, which means I am used to complex care routines and lots of animals! I also love dogs, cats, reptiles, and other critters. Feel free to contact me even if you aren’t sure! I can schedule my job to work around your pet. Contact me a week in advance to do so, otherwise I work a pretty consistent schedule and can find a way to care for your pet afterwards I understand that each animal has their own needs and personality. I will follow whatever routine they need to thrive. I am comfortable working with a variety of animals and always have safety in mind.

Sitter Profile Image: Josh W.
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Josh W.
from
$28
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
40 years of experience
Asheboro, NC, 27205

About: I've had animals most of my life from puppies to pound mutts and full blooded and senior dogs. I make sure to encourage play and positive training. I currently work from home so I spend lots of time with family pets, old roommate animals and friends pets. Lately it's been waking up to 3 small dogs my parents have. I make sure to follow any rules stated by the original owner. It can range from crate training, socialization, cleaning, walking or using the client's home.

Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$48
per night
4.8 out of 5 stars
31 reviews
11 repeat clients
7 years of experience
High point, NC, 27265

Did a great job watching my two pups. Kept good communication throughout the time and was flexible because I set up the booking at one house and ended up moving to another. Overall awesome job and would recommend again.

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Johnathan T.
Sitter Profile Image: Nicole W.
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Nicole W.
from
$50
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
13 years of experience
Hillsborough, NC, 27278

Nicole stayed with our fur baby while we were out of the country and she did a great job! She followed our instructions and made sure our pup was well cared for. I highly recommend her services!

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Bethany N.
Sitter Profile Image: katelyn w.
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katelyn w.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
5 years of experience
Greensboro, NC, 27249

She was amazing! The photo updates eased my anxiety of leaving them and gave us total peace of mind. Our dogs were so well cared for—highly recommend!

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Megan F.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$60
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Ramseur, NC, 27316

We went away for 5 days and Hannah stayed in our home with our 2 dachshund pups and our Kitty. She followed all directions and kept the pups on their normal schedule. My babies were well taken care of, and happy when we got home. Hannah sent photo updates every day and let me know they were all doing great. I would definitely recommend Hannah & hope she will be available again in the future for my pups!

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Beth H.
Sitter Profile Image: Casey K.
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Casey K.
from
$25
per night
4 years of experience
Randleman, NC, 27317

About: I have had pets all my life and currently have 3 cats. I’ve volunteered at a dog park during high school, as well as fostering dogs. I care for my own pets by scooping their litter boxes, trimming their claws, and feeding them morning, mid-day, and night. Giving them overall care and attention. I treat all animals I come across with an abominable amount of love and respect, I will always try my best to make sure any animal is taken care of and appreciated.

Sitter Profile Image: Abriana M.
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Abriana M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
89 reviews
28 repeat clients
20 years of experience
Asheboro, NC, 27205

I am so thrilled that we found Abriana. She has been a real help with Kozi’s anxiety. I especially appreciate her being available on short notice this time. We’ve already booked our next 2 appointments.

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Cindy L.
Sitter Profile Image: Mya G.
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Mya G.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Randleman, NC, 27317

This was our first time using Rover and Mya G. We felt our dogs got excellent care and would definitely have Mya watch them in the future. Mya seems to be a caring person who loves animals.

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Karen K.
Sitter Profile Image: Kendall G.
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Kendall G.
from
$25
per night
3 years of experience
Randleman, NC, 27317

About: I’ve dog sat a lot for family, friends, and even friends of my family. I’ve watched all different sizes and breeds from Husky’s and Pit mixes to Teacup Chihuahuas. I’ve mainly just done stop by feedings and overnight sitting. Since it’s summer I’m free for the most part since I don’t have college classes but I do have quite a bit of concerts and beach trips but I keep my availability updated very frequently. I currently have a part time job in Greensboro Tuesday-Saturday 4am-9am so I’d be happy to come right after I get off work I can stop by your home when available to feed, let potty, or even get a little energy out. At my house my dog is very lazy so we usually just hangout in my bed all day but when she decides she wants to play I take her outside with her ball or throw it down the hallway.

Sitter Profile Image: Sydney B.
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Sydney B.
from
$42
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Lexington, NC, 27295

Sydney was very flexible with our last minute need for a house sitter. She left the house better than when she arrived, was always available for communication, and treated our home and pets as if they were her own. We will absolutely use her again for future needs!

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ashtyn p.
Sitter Profile Image: Arcadia A.
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Arcadia A.
from
$28
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
17 years of experience
Asheboro, NC, 27205

Arcadia helped me out with my 4-year-old Border Terrier while we were in town for my job for two weeks. On two different occasions Arcadia came over to keep River company and take her out on walks, and hung out for multiple hours. She was very intuitive and sweet with River, and she was a trustworthy and chill person to have come stay at my Airbnb with my dog. Would definitely recommend Arcadia to anyone who is looking for dog services.

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Alex D.
Sitter Profile Image: Heidi V.
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Heidi V.
Star Sitter
from
$150
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
3 years of experience
Burlington, NC, 27217

heidi is a great dog sitter. we love having her in our home. she is exceptionally clean and goes above and beyond. she always sends many pictures and updates throughout the day which we love!!! she has always been available even under very short notice. we love heidi and will continue to always book her!

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Ashlynn T.
Sitter Profile Image: Summer A.
Verified Enhanced Background Check
Summer A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
15 years of experience
Winston-Salem, NC, 27106

Summer watched Katie for me on short notice and did a wonderful job! Went above and beyond to make sure my girl was cared for. I’ll reach out to her next time I need a sitter!

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Kelly C.
Sitter Profile Image: Brielle P.
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Brielle P.
from
$60
per night
1 repeat client
4 years of experience
Siler City, NC, 27344

About: I take pride in taking care of your pups. Experience in dealing with all types and any disabilities. My service includes dog walking, overnight stays. Feed 1-3 times day. Potty breaks as many as needed. Taking them to dog parks and walks. Have fun with snuggles and treats. Enjoy their stay as much as possible! Will keep them clean and their areas clean at my house. At clients house can do chores needed to keep the house tidy and/or with the pets.

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The median cost per night for house sitting in Winningham Farm is $45

Pet parents share their Rover experiences - Winningham Farm

1 / 1
5.0 out of 5 stars

Victoria, thank you so much for taking such good care of Kenji. It gave me great peace of mind knowing he was in good hands and receiving so much attention, care, and kindness while he was with you. I truly appreciate your help, your patience, and the time you dedicated to him. Thank you from the bottom of my heart for everything you did for him! 🐾💙 Thank you again, Victoria. We truly appreciate it.

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Veronica R.
House Sitting
5.0 out of 5 stars

Victoria was great and kept us up to speed on how our dogs were doing. I would definitely use her again.

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Angie A.
House Sitting
5.0 out of 5 stars

Allison is the best! She took such great care of our puppies! Will definitely continue to use Allison in the future!!

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Mary P.
House Sitting
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Winningham Farm

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winningham Farm average 3
repeat house sitting clients

FAQs for House Sitting - Winningham Farm

Frequently asked questions about Rover

The average cost for House Sitting in Winningham Farm on Rover is $31.04 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .

As of August 2026, there are 576 sitters on Rover offering House Sitting across Winningham Farm. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winningham Farm walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Winningham Farm maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winningham Farm choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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 sitter.

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

  • 97% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 100% 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.

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