House Sitting in East Winston

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

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Top rated East Winston house sitters

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: Dave F.
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Dave F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
56 reviews
15 repeat clients
14 years of experience
Winston-Salem, NC, 27101

Our Marcel absolutely adores Dave! He gets so excited every time Dave shows up—it’s the highlight of his day. Dave is always on time, keeps everything neat and tidy, and truly enjoys spending time with our pup. We’re so grateful to have someone who treats Marcel with so much care and love.

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Shanessa R.
Sitter Profile Image: Susannah H.
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Susannah H.
from
$40
per night
4.8 out of 5 stars
30 reviews
7 repeat clients
8 years of experience
Winston-Salem, NC, 27104

Susie was incredible. Despite scheduling very early Susie was able to accommodate a quick meet and greet as well as follow up to walk through everything at the house. We checked in several times to make sure everything was going well and the girls were happy. It’s so comforting knowing we can turn to her again when we need someone to look after the girls and take care of our home.

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Vincent M.
Sitter Profile Image: Elise V.
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Elise V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
15 years of experience
Winston-Salem, NC, 27101

Elise was kind and friendly, and willing to meet with Kala before her stay to make sure it was a good fit. Kala didn’t even seem to have missed us when we returned.

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Angelia M.
Sitter Profile Image: Hannah S.
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Hannah S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
45 reviews
17 repeat clients
1 year of experience
Winston-Salem, NC, 27105

Hannah is so sweet, attentive and accommodating with us and my boys. She goes out of her way to care for them and is so appreciated. I highly recommend her for any pet cares you may have.

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Trina T.
Sitter Profile Image: Eliza B.
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Eliza B.
from
$27
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Winston-Salem, NC, 27127

Eliza took great care of Scout while we went out for the evening! She even checked in with us and sent photos letting us know how he was doing 🥰

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Lauren R.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$200
per night
5.0 out of 5 stars
336 reviews
90 repeat clients
10 years of experience
Winston Salem, NC, 27127

Angela was so good with Ruby and they bonded right away. She sent frequent updates and I was totally at ease while away. Couldn’t have asked for better care. Highly recommended!

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Jennifer S.
Sitter Profile Image: Mary Kathryn H.
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Mary Kathryn H.
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Winston-Salem, NC, 27101

MK did a great job in caring for Stoner and our home. She communicated proactively and exceeded our expectations. Stoner loved her, and had fun playing outside with her! We will reach out again for our next needs. Thank you MK!

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Janice H.
Sitter Profile Image: Marci B.
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Marci B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
6 years of experience
Kernersville, NC, 27284

I have three wonderful rescue dogs one is just a little higher maintenance. He’s the pit mix and Marci was “ the pit whisperer”. She was so good with Riggs that he wanted to follow her home. I had no worries I knew that everything was well taken care of it was clean when I came home Just as I left it. She’s good with my dogs, allowing them to warm up naturally. I would give her 10 stars. If five was limit she was above and beyond and just wonderful. Marci provided excellent care for my pups which gave me true peace of mind, knowing your babies are well cared for allowed me the pleasure of truly relaxing on Vitamin Sea😎‼️

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Marcia S.
Sitter Profile Image: Bailey L.
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Bailey L.
from
$30
per night
10 years of experience
Winston-Salem, NC, 27101

About: Hello, I'm Bailey. I specialize taking care of dogs that are high energy &/or struggle with anxiety. I’m a natural healer & that extends to our furry friends! I’ve worked in doggy daycares, animal shelters, and even been around for a few dog births! Since then, I have managed a few restaurants and opened a facial business, which has increased my strong sense of reliability, organization, and many hours on my feet! I appreciate the consideration and look forward to meeting your furry friend! I own an esthetics business and am looking for some fun part time work while I build my clientele! I am almost always outdoors and walk a lot myself so I figured hey, let’s add in some furry friends too! Thanks for looking at my profile! My, and your, pets safety is always my first priority. Our animals needs us in the same ways we need them. Making sure they’re stimulated and happy is always my goal.

Sitter Profile Image: Elise S.
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Elise S.
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
8 years of experience
Winston-Salem, NC, 27103

About: Having trained my own puppy and cared for dogs up to 15 years old, I’m comfortable with all ages and needs. As a recent UNC Chapel Hill grad, I have plenty of time this summer for long walks, playtime, and making your dog feel safe, loved, and at home. With my flexible summer schedule after graduating from UNC Chapel Hill, I have plenty of time each day for walks, playtime, and attentive care. Spending time with dogs is something I love, so I make it a natural part of my routine! I care for pets by keeping their routine consistent with regular feeding, walks, and playtime. I create a safe, loving environment and make sure each dog gets the attention and exercise they need, while adjusting to their individual personality and energy level.

Sitter Profile Image: Ceili T.
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Ceili T.
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
winston salem, NC, 27103

Ceili was wonderful. Always felt our dogs were happy and taken care of. We got lots of food photos and videos. She stayed at our home and left it in great shape. Definitely recommend her services and we’ll be reaching out for future needs!

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Carey B.
Sitter Profile Image: Zoe C.
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Zoe C.
from
$32
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
28 years of experience
Winston Salem, NC, 27103

Zoe is a godsend! She took such great care of our older boys - gave their medication, cleaned up after them and provided lots of love to them. We will be rebooking with Zoe every time we travel. Thank you, Zoe! ❤️

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Lin L.
Sitter Profile Image: Ruahmari R.
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Ruahmari R.
from
$55
per night
4.9 out of 5 stars
51 reviews
31 repeat clients
20 years of experience
Winston-Salem, NC, 27101

Ruah took care of our dog over the Christmas holiday. She was super easy to communicate with. Our dog was so happy when we got home, and our house was spotless. Thanks Ruah!!

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Bridget H.
Sitter Profile Image: Alejandra Y.
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Alejandra Y.
from
$50
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
7 years of experience
Walkertown, NC, 27051

She was excellent. She took very good care of our dog and our home. Great communication.

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Patricia G.
Sitter Profile Image: Bonnie C.
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Bonnie C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
95 reviews
32 repeat clients
4 years of experience
Walkertown, NC, 27051

Bonnie stepped in last minute after a cancellation with another sitter. She came by for a meet and greet and my nervous pup warmed up to her almost immediately. She was wonderful with them both and kept me updated with pictures the entire stay. I am very grateful to have had her help! ☺️

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Ashleigh B.
Sitter Profile Image: Marissa P.
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Marissa P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
6 years of experience
Winston Salem, NC, 27103

Marissa watched our brand new puppy while we went out week 2 of having him and it was such a great piece of mind and she sent the perfect amount of updates!

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Heather & Eric H.
Sitter Profile Image: Taryn B.
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Taryn B.
from
$75
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
1 year of experience
Winston-Salem, NC, 27103

About: I’ve been around pets my entire life, currently owning my cat, Boots. I am reliable and will ensure your pet gets the care needed. I work from home two days a week and have weekends free. I will have the flexibility to take animals on walks and go out if needed. I like in an apartment with access to a dog park and trail to walk on. My apartment is very spacious and we have plenty of toys.

Sitter Profile Image: Anne F.
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Anne F.
from
$62
per night
5.0 out of 5 stars
9 reviews
33 years of experience
Winston-Salem, NC, 27104

Anne did a great job with our pups and our home! She was responsive and sent us pics of how the week was going. Very easy to communicate with. We will definitely call Anne again!

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Meryl S.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$50
per night
10 years of experience
Winston Salem, NC, 27103

About: Hi! I'm Dr. Mo -- I'm reliable, attentive, and I absolutely love doggos! I'm the person people trust with their pets when they're out of town, working, or overwhelmed (let's face it -- life is lifing pretty hard these days). I have a kind, grounded, and loving presence and tend to do well even with high-energy and sensitive pets. I'm a psychologist --the human kind --but I am tuned in to behavior and routines, so I pick up on what helps your pet feel safe and comfortable. Whether it's long walks (or run/hikes!), playtime, or just keeping a consistent schedule while you're away --I'll treat your pet like my own. I'm also comfortable with medications, special instructions, or multi-pet households. You'll get regular photos and updates so you'll never have to wonder how things are going. If you're looking for someone dependable who genuinely gets animals (and their humans) I'd be honored to help. The doctor is in (and down for walks!) I currently work part time (remotely) as a college professor and run my own consulting firm, so I have flexibility to care for animals all week! I tend to work from a local coffee shop or my apartment mid day, but like to take morning and afternoon breaks -- which is perfect for dog sitting/walking! I live in a shared apartment, so won't be boarding dogs, but I'm happy to house/pet sit at your home. I've been doing this for friends, family, and faculty, for over 10 years! My work is flexible -- if I have my laptop, I'm set to work from anywhere. I'm adaptable and respectful of privacy, and enjoy having a change of scenery and working from different environments -- and enjoying the company of a special doggie pal makes life more wonderful.

Sitter Profile Image: Mackenzie L.
Verified Enhanced Background Check
Mackenzie L.
from
$55
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Winston salem, NC, 27101

Mackenzie was great! I’m so happy I found her on here. She stayed with Banks while I went out of town for a few days and each day she’d check in and send me pictures/videos of my boy. It definitely helped knowing he was in good hands while I was gone. Thank you so much Mackenzie!

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Lindi S.
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East Winston pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

100% give 10 stars. He was very communicative with me. This was the first time I’ve left my elderly dog with anyone besides family. My dog wasn’t lonely and was very well cared for.

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Cindie L.
House Sitting
5.0 out of 5 stars

Eliza took great care of Scout while we went out for the evening! She even checked in with us and sent photos letting us know how he was doing 🥰

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Lauren R.
House Sitting
5.0 out of 5 stars

Elise was kind and friendly, and willing to meet with Kala before her stay to make sure it was a good fit. Kala didn’t even seem to have missed us when we returned.

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Angelia M.
House Sitting
5.0 out of 5 stars

Tara was so great with my kiddos! My boy is not easy at first, and she was very patient with him and by the end, they were snuggling. She also gave my girl some medicated eye drops she needed. She sent lots of updates and pictures and took great care of my house. Thanks so much Tara!

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Jesse O.
House Sitting
5.0 out of 5 stars

Marissa watched our brand new puppy while we went out week 2 of having him and it was such a great piece of mind and she sent the perfect amount of updates!

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Heather & Eric H.
House Sitting
5.0 out of 5 stars

Kat was amazing. Very responsive & respectful of our house. She sent so many pictures of Wofford!!!! It was a joy to see him so happy with her while we were gone. We will definitely be booking with Kat again.

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Marissa P.
House Sitting
5.0 out of 5 stars

Susannah was great! Very communicative, responsible, took great care of our dog over a long weekend. Would definitely book her again in the future.

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Lydia H.
House Sitting
5.0 out of 5 stars

Dinira was amazing in every way possible! Communication, willingness to help, etc… We were out of town and had her watch our two dogs for one night… our cat knocked off a bottle of Advil from the counter and between visits, our Bernese mountain dog ATE part of the bottle and (at the time we thought) some pills. Thanks to Dinira’s quick action, we were notified, able to call poison control and our vet, and come up with a solution. Dinira was even kind enough to run to the store and get the items suggested by our vet/poison control. Definitely will be having her watch our animals again, but our sweet Berner will be locked up from now on! Lol

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Jordan M.
House Sitting
5.0 out of 5 stars

Ceili was wonderful! She sent so many pictures of Wofford every day. Would definitely book with her again & recommend her to anyone!

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Marissa P.
House Sitting
5.0 out of 5 stars

Sandra is the best! We are and will be repeat customers - highly recommend. She takes great care of our sweet little Bill and he just loves her. She’s communicative, trustworthy, and flexible with our crazy schedules!

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Kelly C.
House Sitting
5.0 out of 5 stars

Maggie was a fantastic sitter! She took great care of my dog during the worst of ice/sleet storms in years. My dog is very active and gets antsy when not walked enough, but I came back to a calm, happy furbaby. Not only did Maggie get the doggo's energy out, she also extended her stay when our flights back home got cancelled, twice. I will be forever grateful for the care, and Maggie's flexibility and fast communication in an unstable situation. She also checked in about my dog's comfort, which I appreciated. Recommend 15/10.

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Michaela A.
House Sitting
5.0 out of 5 stars

Jniyah was available on short notice over the holidays, and gave us comfort in knowing our pet was well cared for! She sent regular updates & had open communication.

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Gabrielle B.
House Sitting
5.0 out of 5 stars

MK did a great job in caring for Stoner and our home. She communicated proactively and exceeded our expectations. Stoner loved her, and had fun playing outside with her! We will reach out again for our next needs. Thank you MK!

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Janice H.
House Sitting
5.0 out of 5 stars

Emily did a great job watching our dog. She was quick to respond to messages and gave us regular updates while we were gone. I particularly liked that she let us know her planned schedule for communicating with us, so we knew when to expect an update each day. Our dog was happy when we returned and our house was just as we left it. We definitely recommend Emily!

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Jenelle C.
House Sitting
5.0 out of 5 stars

Ryan was very professional and communicated well throughout the visit. I felt my fur babies were left in good hands and did not worry while we were away. Would not hesitate to book Ryan for future needs.

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Melanie W.
House Sitting
5.0 out of 5 stars

Meghan interacted with Fendi beautifully. There was a scheduling conflict due to Meghan's other appointment obligations, causing Meghan to arrive several hours later than expected. A call would have been appreciated; however, she did not want to leave the other dogs unattended as well. After we spoke, Megan came as quickly as she could and took excellent care of Fendi. She sent lots of videos and pictures and gave Fendi lots of love. She was extremely apologetic and even refunded some of the additional cost. Fendi interacted well with Megan and when I returned back home it was evident Fendi was establishing a bond. The house was well taken care of and Meghan adhered to all the specific directions given that Fendi is a service animal. She played with her and gave Fendi the special attention needed to allow us to enjoy our trip with less worry. Meghan is mature and took on this assignment at the last minute, reducing my stress of being worried. This is the first time I have ever left Fendi with (3) different individuals with rotating times since I was going to be away for nearly a week. Meghan came through for us and I appreciate her willingness to make this transition of being away more accommodating. Her interaction with Fendi is why I will certainly call upon her again. She showed love and kindness to Fendi and that is priceless.

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Rita F.
House Sitting
5.0 out of 5 stars

She is the best!! Washed my towels and sheets after staying w my pup and left my apartment cleaner than she found it !

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charlie k.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in East Winston is $45

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in East Winston average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in East Winston on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a East Winston house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 772 house sitters in East Winston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 92% of East Winston house sitters respond in under an hour.

House sitters in East Winston have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in East Winston.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. East Winston house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.